Month: July 2021

Application of 154350-29-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 154350-29-5, name is Cyclopropanesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1,1′-Carbonyldiimidazole (1.82 g, 11.2 mmol) was added to a slurry of 13-cyclohexyl-3-methoxy-6-(methoxycarbonyl)-7H-indolo[2,1-a][2]benzazepine-10-carboxylic acid (3.85 g, 8.65 mmol) in THF (15 mL). The reaction mixture was heated at 60° C. for 1.5 h, cooled to rt, treated with cyclopropanesulfonamide (1.36 g, 11.2 mmol), stirred 10 min and then treated with the dropwise addition of a solution of DBU (2.0 mL, 13 mmol) in THF (3 mL). The reaction mixture was stirred at rt overnight, diluted with EtOAc (100 mL) and washed with H2O (30 mL), 1N HCl (aq.) (2.x.50 mL) and brine (30 mL). The combined aqueous layers were extracted with EtOAc (100 mL) and the organic layer was washed with 1N HCl (aq.) (50 mL). The combined organic layers were washed with brine (30 mL), dried (MgSO4), filtered and concentrated. The residue was stirred with Et2O (100 mL) for 2 h and the solids were collected by filtration, rinsed with Et2O and dried to yield methyl 13-cyclohexyl-10-((cyclopropylsulfonyl)carbamoyl)-3-methoxy-7H-indolo [2,1-a][2]benzazepine-6-carboxylate (4.24 g, 7.73 mmol, 89percent) as a pale yellow solid which was used without further purification. 1HNMR (300 MHz, CDCl3) delta 1.08-2.13 (m, 14H), 2.73-2.87 (m, 1H), 3.13-3.24 (m, 1H), 3.82 (s, 3H), 3.89 (s, 3H), 4.04-4.27 (m, 1H), 5.50-5.71 (m, 1H), 6.98 (d, J=2.6 Hz, 1H), 7.08 (dd, J=8.8, 2.6 Hz, 1H), 7.44 (dd, J=8.4, 1.1 Hz, 1H), 7.50 (d, J=8.8 Hz, 1H), 7.80 (s, 1H), 7.86 (d, J=8.4 Hz, 1H), 8.11 (br s, 1H), 8.78 (br s, 1H). LCMS: m/e 549 (M+H)+, ret time 3.79 min, column B, 4 minute gradient.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Cyclopropanesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bristol-Myers Squibb Company; US2008/226592; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 98-18-0, A common heterocyclic compound, 98-18-0, name is 3-Aminobenzenesulfonamide, molecular formula is C6H8N2O2S, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

First the starting material, 3-isothiocyanato-benzenesulfonamide, which has the structural formula was prepared as follows. To a solution of 3-AMINO- benzenesulfonamide (Maybridge Chemical Co. , 1.00 g, 5.81 MMOL) in acetone (15 mL) at 0°C was added sequentially thiophosgene (0.503 mL, 6.39 MMOL) and fresh 25percent aq. NA2CO3 (5. 8 mL). The mixture was allowed to warm to ambient temperature. After 20 minutes, the acetone was removed under reduced pressure. The resultant suspension was adjusted to pH=7 with 10percent aq. HCI and filtered to isolate a light tan solid, 1.24 G (quantitative yield), that matched previous (mp 146-149°C ; French patent application FR 1528249; Chem. Abs. , 71, 30206 (1969) ) and was used without further purification. 1H NMR (DMSO-d6) : 87. 83-7.75 (1H, m), 7.69-7. 62 (1H, m), 7.52 (1H, s). The title compound was prepared in a manner similar to that for 4- [4-AMINO-5- (2- hydroxy-2-methyl-propionyl)-thiazol-2-ylamino]-benzenesulfonamide (Example M (1)). 3- ISOTHIOCYANATO-BENZENESULFONAMIDE (212 mg, 0.989 MMOL) furnished a yellow solid, 432 mg, that precipitated from IPROH/HEX to give 17. 1 mg of orange-brown solid. Furthermore, the mother liquor was purified via column, chromatography with a 5-10percent MeOH/CHCI3 stepwise gradient eluant to provide 120 mg of yellow solid that decomposed above 240 C. The total yield was 291 mg (73percent). 1H NMR (CD30D) : 8 8.36 (1H, dd, J = 1.8, 1.8 Hz), 7.78 (1H, ddd, J = 1.0, 2.2, 8.1 Hz), 7.62 (1H, ddd, J = 1. 1,1. 6,7. 8 HZ), 7.50 (1H, t, J = 8. 1 Hz), 7.05 (2H, t, J = 7. 5 HZ). FTIR (KBr): 3309,3076, 1620, 1546,1527, 1465,1429, 1156 cm-1. HRFABMS: Calcd for CR6H 3F2N403S2 (M+H+) 411.0406. Found: 411.0406. Anal. calcd. for CA6HR2F2N403S2 0. 5 H2O : C, 45.82 ; H, 3.12 ; N, 13.36 ; S, 15.29. Found: C, 45.78 ; H, 3.12 ; N, 13.18 ; S, 15.50.

The synthetic route of 98-18-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; WO2004/72070; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 16313-66-9, name is 2-Amino-5-bromobenzamide, belongs to amides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 16313-66-9, Recommanded Product: 16313-66-9

To a solution of compound 5-4-2 (22.0 g, crude product) in dry THF (250 mL), compound 1-19 (7.6 g, 35.5 mmol) and NaOH (1 M, 85.0 mmol) were added in turn. At the end of the addition, the mixture was stirred at rt for 1.0 hr. After the reaction was completed, the mixture was extracted with EtOAc (100 mL x 3). The combined organic layers were washed with NaOH aqueous solution (1 M.15 mL) and brine, dried over Na2S04and concentrated in vacuo to give the title compound (17.0 g, 100%). The compound was characterized by the following spectroscopic data:MS (ESI, pos.ion) mlz: 446.5 [M+H]’; and NMR (400 MHz. CDCL) delta (ppm): 9.06 (br, 1H), 7.75 (d, 1H).7.35.7.33 (d. d.1 H).7.28-7.22 (m, 5H). 6.69.6.67 (d. d.1H), 5.68 (brs.2H).5.14-5.13 (m, 2H).4.29-4.25 (m.1H), 3.66-3.60 (m, 1H), 3.45-3.37 (m. 1H), 2.39-2.32 (m.1H), 2.09-2.00 (m.1H), 1.96-1.77 (m, 2H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; SUNSHINE LAKE PHARMA CO.,LTD.; ZHANG, Jiancun; ZHANG, Yingjun; XIE, Hongming; REN, Qingyun; HU, Bailin; FU, Changping; WU, Xiwei; LI, Shifeng; WANG, Chenglin; ZHANG, Zhikeng; WO2014/82379; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 2675-89-0, The chemical industry reduces the impact on the environment during synthesis 2675-89-0, name is 2-Chloro-N,N-dimethylacetamide, I believe this compound will play a more active role in future production and life.

General procedure: To a suspension of NaH (344 mg, 60% dispersion in mineral oil) in THF (17 mL) was added allyl alcohol (2) (500 mg, 8.6 mmol) at 0 C. After 1 h at the same temperature, chloroacetamide 1 (0.97 mL, 9.5 mmol) was added and the mixture was stirred for 24 h. The mixture was quenched with saturated aqueous NH4Cl and concentrated at reduced pressure. The resulting residue was dissolved in EtOAc and washed with water and brine. The organic layer was dried over anhydrous MgSO4 and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (hexanes/EtOAc, 3:1) to give 6a (1.05 g, pale yellow oil) in 85% yield.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Chloro-N,N-dimethylacetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yun, Jeong In; Kim, Hyoung Rae; Kim, Sang Kyum; Kim, Deukjoon; Lee, Jongkook; Tetrahedron; vol. 68; 4; (2012); p. 1177 – 1184;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 4815-28-5, The chemical industry reduces the impact on the environment during synthesis 4815-28-5, name is 2-Amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide, I believe this compound will play a more active role in future production and life.

General procedure: A mixture of 2-amino-4, 5, 6, 7-tetrahydrobenzo[b]thiophene-3-carboxamide 1b (1.0 mmol), ketones 2 (1.0 mmol) and InCl3 (10%, w/w) in acetonitrile (6 mL) was stirred at room temperature for the time indicated in Table. After completion of the reaction (indicated by TLC) the reaction mixture was filtered to remove the insoluble catalyst and wash with acetonitrile (2 X 5mL). The filtrate was collected and concentrated under vacuum. The solid isolated was triturated in MTBE (10 mL), filtered and dried to give the desired product.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ismail; Kuthati, Bhaskar; Thalari, Gangadhar; Bommarapu, Venkatesham; Mulakayala, Chaitanya; Chitta, Suresh Kumar; Mulakayala, Naveen; Bioorganic and Medicinal Chemistry Letters; vol. 27; 6; (2017); p. 1446 – 1450;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 87905-98-4, name is Benzyl (5-hydroxypentyl)carbamate, A new synthetic method of this compound is introduced below., Product Details of 87905-98-4

Benzoyl chloride (0.88 mL, 7.59 mmol) was added dropwise to a stirred solution of benzyl (5-hydroxypentyl) carbamate (commercially available) (1.5 g, 6.32 mmol) in anhydrous CH2C12 (15 mL) containing Et3N (1.76 mL, 1.26 mmol) at 0 C. After 1 minute DMAP (1.7 g, 13.9 mmol) in anhydrous CH2CI2 (10 mL) was added dropwise to the reaction mixture and stirred at rt overnight. The resulting mixture was diluted with CH2CI2 (-30 mL) and washed with aq. HC1 (1M, 1 x 10 mL), water (60 mL), sat. aq. NaHC03 (30 mL), and brine (30 mL). The organic phase was separated, dried over MgS04, and concentrated in vacuo. The residue was quickly filtered off on silica gel (ethyl acetate – hexane gradient elution) to afford the almost pure compound as oil. This crude material was directly used for benzylation. To the solution of benzoyl protected compound (0.9 g, 2.63 mmol) dissolved in anhydrous DMF (10 mL) was added NaH (0.12 g, 2.89 mmol) at 0 C. The mixture was stirred at 0 C for 45 min, and then BnBr (0.37 mL, 3.16 mmol) were added. After stirring for another 12 h when TLC showed that the reaction was completed, it was quenched with H20 at 0 C, and the mixture was diluted with EtOAc. The aqueous layer was extracted with EtOAc (5 chi 25 mL), and the organic phases were combined and dried over Na2S04. The desired product S13 (1.093 g, 96.1%) was obtained upon flash column chromatography (ethyl acetate – hexane gradient elution) of the condensed product.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; THE SECRETARY OF STATE FOR ENVIRONMENT, FOOD AND RURAL AFFAIRS; THE GOVERNORS OF THE UNIVERSITY OF ALBERTA; MCGIVEN, John; HOWELLS, Laurence; DUNCOMBE, Lucy; BUNDLE, David; MANDAL, Satadru Sekhar; SARKAR, Susmita; (101 pag.)WO2018/83490; (2018); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 16982-21-1, These common heterocyclic compound, 16982-21-1, name is Ethyl 2-amino-2-thioxoacetate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a stirred solution of 2-bromo-1-(4-nitrophenyl)ethanone(9.2 g, 37.7 mmol, 1.0 equiv) in methanol (200 ml) was added ethyl 2-amino-2-thioxoacetate (5.0 g, 37.7 mmol, 1.0 equiv) and reaction mixture was refluxed for 2 h. Following reaction completion the reaction mass was cooled to rt and the precipitated solid was filtered, washed with cold methanol, and dried to yield (7.1 g, 67%)of the title compound as a white solid.

The synthetic route of 16982-21-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kadam, Kishorkumar S.; Jadhav, Ravindra D.; Kandre, Shivaji; Guha, Tandra; Reddy, M. Mahesh Kumar; Brahma, Manoja K.; Deshmukh, Nitin J.; Dixit, Amol; Doshi, Lalit; Srinivasan, Shaila; Devle, Jayendra; Damre, Anagha; Nemmani, Kumar V. S.; Gupte, Amol; Sharma, Rajiv; European Journal of Medicinal Chemistry; vol. 65; (2013); p. 337 – 347;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 869494-16-6,Some common heterocyclic compound, 869494-16-6, name is tert-Butyl 3,6-diazabicyclo[3.1.1]heptane-6-carboxylate, molecular formula is C10H18N2O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Under inert atmosphere (N2(g)), a mechanically stirred suspension of 3,6-diaza-bicyclo[3.1.1]heptane-6-carboxylic acid tert-butyl ester (49.3 g, 249 mmol) in DMSO (200 mL) was treated with 4-(6-fluoropyridin-3 -yl)-6-(2-hydroxy-2-methylpropoxy)pyrazolo[ 1,5- a]pyridine-3-carbonitrile (Intermediate P42; 58 g, 178 mmol), and DIEA (93.1 mL, 533 mmol) was stirred 42 h at 90 C. After cooling to ambient temperature, the reaction mixture was poured into ice water (2 L). The aqueous mixture was stirred for 15 mm before Heptane (1 L) was added. The biphasic mixture was stirred vigorously for 2 h. The resulting biphasic suspension was vacuum filtered and the solids were rinsed sequentially with water (3 x 200 mL) and heptane (3 x 200 mL) to afford a product mixture containing 5-20% of the title compound, tert-butyl 6-(5-(3- cyano-6-(2-hydroxy-2-methylpropoxy)pyrazolo[ 1,5 -a]pyridin-4-yl)pyridin-2-yl)-3 , 6- diazabicyclo[3. 1.1 ]heptane-3 -carboxylate, along with the regioi somer, tert-butyl 3 -(5 -(3 -cyano-6- (2-hydroxy-2-methylpropoxy)pyrazolo[ 1,5 -a]pyridin-4-yl)pyridin-2-yl)-3 ,6- diazabicyclo[3. 1.1 ]heptane-6-carboxylate (Intermediate P43, step 1) (92 g, quantitative yield). The regioisomeric mixture was carried into Step 2 without separating (note: 3,6-diaza- bicyclo[3.1. 1 ]heptane-6-carboxylic acid tert-butyl ester can partially isomerize to the regioisomer, 3, 6-diaza-bicyclo[3. 1.1 ]heptane-3 -carboxylic acid tert-butyl ester, under these reaction conditions.) MS (apci) m/z = 505.3 (M+H).

The synthetic route of 869494-16-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ANDREWS, Steven W.; ARONOW, Sean; BLAKE, James F.; BRANDHUBER, Barbara J.; COOK, Adam; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; MCFADDIN, Elizabeth A.; MCKENNEY, Megan L.; MCNULTY, Oren T.; METCALF, Andrew T.; MORENO, David A.; TANG, Tony P.; REN, Li; (668 pag.)WO2018/71447; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 121492-06-6, name is N-Boc-(2-Aminoethyl)-N-methylamine belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 121492-06-6

General procedure: To a solution of compound 101-1a or 101-1b (crude, calculated as 1.0 mmol) in DCM (20 mL) were added diamine 101-2(a, b, c, or d) (1.1 mmol) and DMAP (0.1 mmol). The reaction mixture was stirred at RT for 4 hours before TFA (1 mL) was added into. The mixture was stirred at RT for half an hour (for R13 = Boc, the reaction was stirred until Boc was totally removed, which monitored by LCMS). The resulting mixture was concentrated in vacuo and the residue was purified by reversed phase flash chromatography (50-80% acetonitrile in aq. TFA (0.5%)) to give compound 101(a, b, c, or d) as colorless oil. Following the general procedure and using compound 101-1a with Boc-diamine 101-2a, compound 101a (0.38 g, 57% in 2 steps, TFA salt) was obtained as colorless oil. ESI m/z: 567 (M + H)+.

The synthetic route of 121492-06-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REGENERON PHARMACEUTICALS, INC.; HAN, Amy; (329 pag.)WO2019/136487; (2019); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 688790-06-9, name is 7-tert-Butyl 2-methyl 7-azabicyclo[2.2.1]heptane-2,7-dicarboxylate, molecular formula is C13H21NO4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Safety of 7-tert-Butyl 2-methyl 7-azabicyclo[2.2.1]heptane-2,7-dicarboxylate

A solution of 4M HCl in dioxane (100 mL, 400 mmol, 3.0 eq) was slowly added to a stirred solution of 7-tert-butyl 2-ethyl 3-bromo-7-azabicyclo[2.2.1]heptane-2,7-dicarboxylate (20.0 g, 74.3 mmol, 1.0 eq) in dioxane (400 mL) at 0 C and the reaction mixture was stirred at room temperature for 2 h. After completion of the reaction (monitored by TLC, 30% ethyl acetate-hexane, R = 0.01), solvent was removed under reduced pressure and the residue was dried under vacuum to afford ethyl 7-azabicyclo[2.2.1]heptane-2-carboxylate HC1 (12.0 g, 96%) as a yellow sticky mass. LCMS m/z = 156.12 (M+l); crude purity by 1H NMR -90%. [

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 688790-06-9, its application will become more common.

Reference:
Patent; INNOV 17 LLC; TILLEY, Jefferson; BLINN, James; GAWECO, Anderson; (93 pag.)WO2016/14918; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics