Month: August 2021

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 60041-89-6, name is 2-Amino-5-fluoro-N-phenylbenzamide, This compound has unique chemical properties. The synthetic route is as follows., Formula: C13H11FN2O

[415] To a 0 °C stirred mixture of 2-amino-5-fluoro-N-phenylbenzamide (1.0 g, 4.35 mmol) and (2iS)-2-(teri-butoxycarbonylamino)propanoic acid (987 mg, 5.22 mmol) in DCM (8 mL) were added DIPEA (1.5 mL, 8.6 mmol) and HATU (1.99 g, 5.23 mmol), the mixture was stirred at 45 °C overnight. Water (30 mL) was added to the above mixture, and the resulting mixture was extracted with EtOAc (50 mL chi 2). The combined organic phases were concentrated in vacuo, and the residue was purified by a silica gel column chromatography (PE/EtOAc (v/v) = 5/1) to give the title compound as an off-white solid (1.6 g, 92.0percent). MS (ESI, neg. ion) m/z: 400.2 [M-H]”; NMR (400 MHz, DMSO-<) delta (ppm): 1 1.08 (s, 1H), 10.49 (s, 1H), 8.47 (dd, J = 9.1, 5.3 Hz, 1H), 7.73 (d, J= 7.7 Hz, 3H), 7.52 (d, J = 6.5 Hz, 1H), 7.44 (td, J = 8.8, 3.0 Hz, 1H), 7.36 (t, J = 7.9 Hz, 2H), 7.15 (t, J = 7.4 Hz, 1H), 4.08-3.93 (m, 1H), 1.30 (s, 9 H), 1.28-1.27 (d, J=4.0 Hz, 3 H). Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 60041-89-6. Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; XI, Ning; WANG, Tingjin; FENG, Xuejin; WU, Shuang; ZHANG, Tao; WANG, Liang; (139 pag.)WO2016/149160; (2016); A1;,
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Application of 99733-18-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 99733-18-3, name is tert-Butyl (7-aminoheptyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2-(4-((5-(((5-(/tvV-butyl (oxazol-2-yl (methyl (thio)thiazol -2- yl)carbamoyl)piperidin-l-yl)acetic acid (200 mg, 0. 46 mmol) in DMF (5 mL) was added tert- butyl (7-aminoheptyl)carbamate (126 mg, 0.55 mmol) and DIEA (118 mg, 0.92 mmol), followed by HOBt (93 mg, 0.69 mmol) and EDCTHCl (133 mg, 0.69 mmol). After overnight at RT, the mixture was diluted with H2O and extracted with EA. The combined organic layers were washed with saturated NaHC03, dried over Na2S04, filtered and concentrated to give the crude product, which was purified using silica gel eluting with MeOH/DCM (0% to 10%) to give /c/V-butyl (7- (2-(4-((5-(((5-(/er/-butyl)oxazol-2-yl)methyl)thio)thiazol-2-yl)carbamoyl)piperidin-l- yl)acetamido)heptyl)carbamate (243 mg, 82% yield) as a solid. MS (ESI) m/z 651.2 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis tert-Butyl (7-aminoheptyl)carbamate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BIOTHERYX, INC.; CHAN, Kyle W.H.; CHOURASIA, Aparajita Hoskote; ERDMAN, Paul E.; FUNG, Leah; HECHT, David Aaron; MERCURIO, Frank; SULLIVAN, Robert; VACCA, Joseph P.; (156 pag.)WO2020/23782; (2020); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 13621-50-6, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 13621-50-6, name is Ethyl 3-amino-3-thioxopropanoate, This compound has unique chemical properties. The synthetic route is as follows.

(step 6) A solution of the compound (107 mg, 0.30 mmol) obtained in step 5 and methyl 3-amino-3-thioxopropanoate (48.7 mg, 0.37 mmol) in EtOH (3 mL) was stirred at 90C for 14 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by NH-silica gel column chromatography (solvent gradient; 5?80% ethyl acetate/hexane) to give a crude product ethyl 2-(4-(1-tert-butyl-5-(4-methoxyphenyl)-1H-pyrazol-4-yl)thiazol-2-yl)acetate as a colorless oil, which was used for the next step without purification. MS (API) :400(M+H)

The chemical industry reduces the impact on the environment during synthesis Ethyl 3-amino-3-thioxopropanoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Takeda Pharmaceutical Company Limited; YAMAMOTO, Satoshi; SHIRAI, Junya; OCHIDA, Atsuko; FUKASE, Yoshiyuki; TOMATA, Yoshihide; SATO, Ayumu; MIURA, Shotaro; YONEMORI, Kazuko; KOYAMA, Ryokichi; EP2738170; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 144-80-9, These common heterocyclic compound, 144-80-9, name is N-((4-Aminophenyl)sulfonyl)acetamide, 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.

General procedure: Two to three drops of conc. H2SO4 (8-9 mmol) was added to a solution of sulpha drug (3 mmol) and water (5 mL) and kept on an ice bath. A cold solution of NaNO2 (0.207 g, 3 mmol) was added drop-wise to it by maintaining the temperature of the reaction up to 5C. After completion of addition, the solution was kept for 15 min with occasional stirring to complete the diazotization reaction. To the ice cold solution of a above prepared Schiff?s base (3 mmol) with ethanol and 10% of 20 mL of aqueous NaOH, individual diazotised sulpha drugs was poured. The resultant mixture was stirred and allowed to stand in an ice bath for 1 h and the pH was maintained at 5-6 by occasional and controlled addition of dilute HCl. Then the coloured products obtained were filtered, washed repeatedly with water and dried. The progress of reaction was monitored by TLC using suitable solvent system ethyl acetate and cyclohexanol. Finally the products were purified by recrystallization from ethanol.

Statistics shows that N-((4-Aminophenyl)sulfonyl)acetamide is playing an increasingly important role. we look forward to future research findings about 144-80-9.

Reference:
Article; Sarangi, Priyambada Kshiroda Nandini; Sahoo, Jyotirmaya; Behera, Somalisa; Paidesetty, Sudhir Kumar; Mohanta, Guru Prasad; Indian Journal of Chemistry – Section B Organic and Medicinal Chemistry; vol. 56B; (2017); p. 1256 – 1264;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 88829-82-7, name is tert-Butyl (8-aminooctyl)carbamate, 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 88829-82-7, category: amides-buliding-blocks

To a solution of 2-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxo-2,3-dihydro-1H- benzo[de]isoquinolin-5-yloxy)acetic acid (80 mg, 0.21 mmol) and tert-butyl 8- aminooctylcarbamate (51 mg, 0.21 mmol) in DMF (1 mL), DIEA (136 mg, 1.05 mmol) and HATU (160 mg, 0.42 mmol) were added at room temperature. After 10 mins, the reaction mixture was quenched with water, extracted with EtOAc (5 mL * 3). The organic layer was concentrated under vacuum. The resulted residue was purified with flash chromatography to yield tert-butyl 8-(2-(2- (2,6-dioxopiperidin-3-yl)-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-5- yloxy)acetamido)octylcarbamate (109 mg, 0.18 mmol, 88%). (0282) [0228] LC/MS m/z calculated for [M+H]+ 609.3, found 609.3.

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; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael; ZHANG, Tinghu; FISCHER, Eric; VERANO, Alyssa; HE, Zhixiang; DU, Guangyan; DONOVAN, Katherine; NOWAK, Radoslaw; YUAN, Christine; (0 pag.)WO2020/6262; (2020); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 14062-80-7, name is 4-Chloro-N,N-dimethylbenzamide, molecular formula is C9H10ClNO, 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. HPLC of Formula: C9H10ClNO

General procedure: To a mixture of 1a (0.6g, 4.8 mmol, 1equiv), imidazolium chloride (0.25g, 2.4 mmol,0.5equiv) and N,N-dimethylbenzamide (1.43g, 9.6 mmol, 2 equiv) was added. Themixture was stirred at 160C for 10h. after completion of the reaction. 15ml water was added and the resulting mixture was extracted with 20ml EA thrice, and the combined organic layers were dried over anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography on silica gel using PE/EA as eluent to obtain thepure desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 14062-80-7, its application will become more common.

Reference:
Article; Tian, Qingqiang; Luo, Wen; Gan, Zongjie; Li, Dan; Dai, Zeshu; Wang, Huajun; Wang, Xuetong; Yuan, Jianyong; Molecules; vol. 24; 1; (2019);,
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. 456-64-4, name is 1,1,1-Trifluoro-N-phenylmethanesulfonamide, A new synthetic method of this compound is introduced below., Recommanded Product: 456-64-4

Compound 60; N-phenytrifluoromethanesulfonimide (3.336 g, 9.337 mmol, 1.1 eq.) was added to Compound 53 (2.37 g, 8.488 inmol, 1.0 eq.) in 100 mL DCM, followed by Cs2CO3 (3.04 g, 1.1 eq.). The reaction mixture was stirred at room temperature for 12 hours. The reaction mixture was filtered through CELITE and concentrated. The residue was purified by silica gel chromatography (30-60% EtOAc/hexane) to give Compound 60 as the white solid (3.2 g, 92%). 1H NMR (300 MHz, CDCl3): delta 7.37 (d, 2 H), 7.20 (d, 2 H), 4.50 (m, 1 H), 4.18 (m, 1 H), 3.03 (m, 1 H), 2.98 (m, 2 H), 2.85 (m, 1 H), 2.62 (m, 1 H), 1.39 (s, 9 H).

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; GILEAD SCIENCES, INC.; WO2008/11117; (2008); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 147291-66-5, These common heterocyclic compound, 147291-66-5, name is tert-Butyl 3-aminobenzylcarbamate, 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.

10-Chloro-2-cyclopentyl-6-methyl-2,6,9,11-tetrazabicyclo[5.4.0]undeca-8,10,12-trien-5-one (Intermediate 1, 155 mg, 0.55 mmol), tert-butyl N-[(3-aminophenyl)methyl]carbamate (Chembasics, 111 mg, 0.50 mmol) and 9,9-Dimethyl-4,5-bis(diphenylphosphino)xanthene (27 mg, 0.05 mmol) were dissolved in 1,4-dioxane (7.5 mL) Caesium carbonate (326 mg, 1.0 mmol) was added and the mixture purged with a stream of nitrogen for 5 minutes.Tris(dibenzylideneacetone) palladium (II) (28 mg, 0.03 mmol) was added and the apparatus was evacuated and backfilled with nitrogen (×3) and then heated at 100 C. for 8 h. The mixture was cooled, filtered and the filtrate absorbed onto an SCX-3 column, washed with methanol and the product eluted with ammonia in methanol. Product containing fractions were concentrated and purified by normal phase chromatography (1% methanol/DCM) to give the title compound as a white solid (57 mg, 24%).1H NMR (399.9 MHz, DMSO-d6) delta1.41 (9H, s), 1.59-1.71 (6H, m), 1.96 (2H, m), 2.58 (2H, m), 3.17 (3H, s), 3.61 (2H, m), 4.09 (2H, d), 4.85 (1H, m), 6.80 (1H, d), 7.18 (1H, t), 7.30 (1H, t), 7.57 (1H, d), 7.62 (1H, s), 8.04 (1H, s), 9.16 (1H, s); MS m/z 467 [M+H]+.

Statistics shows that tert-Butyl 3-aminobenzylcarbamate is playing an increasingly important role. we look forward to future research findings about 147291-66-5.

Reference:
Patent; ASTRAZENECA AB; US2008/9482; (2008); A1;,
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. 154350-29-5, name is Cyclopropanesulfonamide, A new synthetic method of this compound is introduced below., Recommanded Product: 154350-29-5

14-tert-Butoxycarbonylamino-18-(tert-butyl-dimethyl-silanyloxy)-2,15-dioxo-3,16-diaza-tricyclo[14.3.0.04,6]nonadec-7-ene-4-carboxylic acid (500 mg, 0.86 mmoL) was dissolved in 25 mL of THF and treated with CDI (180 mg, 1.12 mmoL). (Care was taken to avoid moisture by using oven dried glassware and maintaining a dry N2 atmosphere). After refluxing the reaction mixture for 2 h, it was cooled to rt and treated sequentially with cyclopropylsulfonamide (135 mg, 1.12 mmoL) and DBU (170 mg, 1.12 mmoL). The reaction mixture was stirred for 4 h at rt, and the THF was removed by rotary evaporation. The residue was partitioned between ethyl acetate and pH 4 buffer. The organic phase was dried (MgSO4) and concentrated in vacuo to give the crude product. It was then purified by flash chromatography (eluding with 33percent ethyl acetate in hexane) to give 300 mg (51percent) of [18-(tert-butyl-dimethyl-silanyloxy)-4-cyclopropanesulfonylaminocarbonyl-2,15-dioxo-3,16-diaza-tricyclo[14.3.0.04,6]nonadec-7-en-14-yl]-carbamic acid tert-butyl ester as a white solid. 1H NMR (300 MHz, CD3OD) delta 1H 0.07 (s, 3 H), 0.08 (s, 3 H), 0.85 (s, 9 H), 0.87-1.49 (m, 21 H), 1.73-1.95 (m, 3 H), 2.08-2.16 (m, 1 H), 2.25-2.36 (m, 2 H), 2.42-2.56 (m, 1 H), 2.85-2.93 (m, 1 H), 3.65-3.74(dd, J=10.61, 3.66 Hz, 1 H), 3.89 (d, J=10.25 Hz, 1 H), 4.34 (m, J=9.70, 9.70 Hz, 1 H), 4.43 (t, J=7.87 Hz, 1 H), 4.57 (s, 1 H), 4.94-5.01 (m, 1 H), 5.10 (d, J=8.78 Hz, 1 H), 5.66-5.75 (m, 1 H), 6.55 (s, 1 H), 10.13 (s, 1 H); MS m/z 683 (M++1).

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; Bristol-Myers Squibb Company; US2007/93414; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 1237535-78-2, The chemical industry reduces the impact on the environment during synthesis 1237535-78-2, name is 5-Fluoro-3,4-dihydro-1,8-naphthyridin-2(1H)-one, I believe this compound will play a more active role in future production and life.

Example 2: Synthesis of compounds 2.1-2.37 Step A: (1S,1aS,6bR)-5-((7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-4-yl)oxy)-1a,6b-dihydro-1H-cyclopropa[b]benzofuran-1-carboxylic acid ethyl ester Intermediate III (400mg, 1.8mmol), 5-fluoro-3,4-dihydro-1,8-naphthyridin-2(1H)-one (250mg, 1.5mmol), and cesium carbonate (801mg, 2.3mol) in DMF (20mL) was stirred at 120C for 2 hours. The reaction mixture was washed with water (10mL). The reaction was diluted and extracted with ethyl acetate (2 × 10mL). The combined organic extracts were washed with brine (20mL), dried over anhydrous sodium sulfate, concentrated under reduced pressure, and purified by silica gel chromatography (PE:EtOAc = 3:1 elution) to give the target compound as a white solid (360mg, 54.6%).

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, 5-Fluoro-3,4-dihydro-1,8-naphthyridin-2(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BeiGene, Ltd.; Zhou, Changyou; Wang, Shaohui; Zhang, Guoliang; (104 pag.)CN105348299; (2016); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics