Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 89979-12-4, name is 5-Chloro-2-(methylsulfonamido)benzoic acid, 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 89979-12-4, Formula: C8H8ClNO4S

Mixed 5-chloro-2-(methylsulfonamido)benzoic acid (47mg, 0.187mmol) with HATU (71mg, 0.187mmol) and dissolved in anhydrous DMF (lmL). Stirred for lhr. Dissolved amine hydrogen chloride (49mg, 0.17mmol) in anhydrous DMF (lmL) and added to the reaction. Added TEA (71uL, 0.5 lmmol). Stirred for 16 hrs. Diluted with ethyl acetate and washed with saturated aqueous sodium chloride solution twice. Dried organic extract over anhydrous sodium sulfate and then concentrated under reduced pressure. Purified with silica gel column (0-50% EtOAc in hexanes) to give intermediate 55 (57mg, 39% yield). LC/MS (m/z): 482.2 [M+H]+

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-Chloro-2-(methylsulfonamido)benzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GILEAD SCIENCES, INC.; BABAOGLU, Kerim; BOOJAMRA, Constantine, G.; EISENBERG, Eugene, J.; HUI, Hon Chung; MACKMAN, Richard, L.; PARRISH, Jay, P.; SANGI, Michael; SAUNDERS, Oliver, L.; SIEGEL, Dustin; SPERANDIO, David; YANG, Hai; WO2011/163518; (2011); A1;,
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Synthetic Route of 101-21-3, 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. 101-21-3, name is Isopropyl (3-chlorophenyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A coprecipitation method was carried out to prepare the complex. beta-CD (2.270 g, 2.0 mmol) and CIPC (0.214 g, 1.0 mmol) were ground into powder together, then were completely dissolved in 100 mL of solution of ethanol and water (v/v = 1:5). The solution was stirred at 70C for 24 h, then ethanol was evaporated and the reaction mixture was cooled at 4C overnight. The precipitate was filtered and washed by a little doubly distilled water and ethanol,respectively. The obtained solid was dried to constant weight in a vacuum desiccator.

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, Isopropyl (3-chlorophenyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ge, Xia; He, Jiang; Qi, Fengming; Yang, Ying; Huang, Zheng; Lu, Ruihua; Huang, Lizhen; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 81; 1; (2011); p. 397 – 403;,
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Electric Literature of 16313-66-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 16313-66-9 name is 2-Amino-5-bromobenzamide, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of the amino acid (1.2 equiv) and 2-amino-5- bromobenzamide (1 equiv) in DMF (1 mL) was added HATU (1.3 equiv) and N- methylmorpholine (2 equiv). The resulting mixture was stirred at room temperature overnight. After removal of solvent by rotary evaporation, the residue was dissolved in ethyl acetate (15 mL) and washed with an aqueous 0.5 Nu HCl solution (2 x 10 mL), a saturated aqueous Nua2C03 solution (2 x 10 mL), and brine (10 mL), dried over Na2SO4, and filtered. The solvent was removed in vacuo and the crude amide product was taken to the next reaction without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Amino-5-bromobenzamide, and friends who are interested can also refer to it.

Reference:
Patent; FENG, Yangbo; LOGRASSO, Philip; BANNISTER, Thomas; SCHROETER, Thomas; FANG, Xingang; YIN, Yan; CHEN, Yen Ting; SESSIONS, Hampton; CHOWDHURY, Sarwat; LUO, Jun-Li; VOJKOVSKY, Tomas; WO2010/56758; (2010); A1;,
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In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 874823-37-7 as follows. Recommanded Product: 874823-37-7

Example 45 N4-[(trans-4-aminocyclohexyl)methyl]-5-bromo-N2-[2-(trifluoromethoxy)benzyl]pyrimidine-2,4-diamine 5-Bromo-2,4-dichloropyrimidine (1.1 g, 4.83 mmol) was dissolved in DMA (25 mL). To this solution was added tert-butyl-trans-4-aminomethylcyclohexylcarbamate hydrochloride (1.54 g, 5.80 mmol), followed by DIEA (1.98 mL, 11.4 mmol). The reaction was stirred at 25 C. for 18 h. The reaction was worked up by removal of the volatiles in vacuo. The crude was purified via flash chromatography (SiO2, 10-25% EtOAc-Hexanes) to afford 1.32 g (65%) of {4-[(5-bromo-2-chloro-pyrimidin-4-ylamino)-methyl]-cyclohexyl}-carbamic acid tert-butyl ester.

According to the analysis of related databases, 874823-37-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Boehringer Ingelheim Pharmaceuticals, Inc.; US2006/25433; (2006); A1;,
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Electric Literature of 6971-74-0, The chemical industry reduces the impact on the environment during synthesis 6971-74-0, name is N-Tosylbenzamide, I believe this compound will play a more active role in future production and life.

General procedure: N-Benzoylsulfonamide 1a (27.5 mg, 0.1 mmol), [RhCl2Cp*]2 (1.2 mg, 0.002 mmol), and Cu(OAc)2·H2O (40.0 mg, 0.20 mmol) were loaded in a dry vial, which was subjected to evacuation/flushing with dry argon three times. Anhydrous toluene (1.0 mL) solution of tert-butyl acrylate 2a (17.4 muL, 0.12 mmol) was syringed into the mixture, which was then stirred at 130 C for 24 h or until the starting material had been consumed as determined by TLC. Upon cooling to room temperature, all volatiles were evaporated and the residue was purified by preparative TLC (ethyl acetate/hexane 1:2) to give isoindolinone 3a in 88% 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, N-Tosylbenzamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhu, Chen; Falck, John R.; Tetrahedron; vol. 68; 45; (2012); p. 9192 – 9199;,
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Related Products of 4093-31-6, 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. 4093-31-6, name is Methyl 4-acetamido-5-chloro-2-methoxybenzoate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A stirred suspension of methyl 4-(acetylamino)-5-chloro-2- (methyloxy)benzoate (103g, 0.4mol) in dry DCM (460ml) was cooled to 00C under argon. A solution of BCI3 in DCM (1 M) (800ml) was then cannulated directly from the reagent bottle with argon pressure by T-piece bleed control so that the rate of addition was easily controlled. The apparatus was set to control the internal temperature at 00C during the addition. The addition was carried out over 55 minutes. The temperature range (internally) varied 0?11C. During the addition the apparatus was kept under argon only by the supply of BCI3 through argon pressure. The vessel was capped with a silica drying tube. The suspension was present throughout the addition – it did not dissolve at any stage. After the complete addition of the BCI3 solution the temperature was adjusted to 15C and stirred for 1.5 hours under argon. After 1.5 hours under argon the mixture was poured into water (1 L), ice (35Og) with stirring and more DCM (0.8L) and water (0.8L) was added to this mixture. The whole mixture was transferred to a 5L separating funnel and vigorously shaken (solids virtually dissolved). Layers were separated and the aqueous layer extracted with DCM (2x 0.8L). The combined organic extracts were dried (MgSO4) and combined with the same extract obtained from repeating the above-mentioned reaction using the same reactant quantities. The combined extracts from the two experiments were concentrated in vacuo to a cream solid. This solid was stirred with Et2O (800ml) for 10 minutes. Then hexane (800ml) was added and the reaction continued to stir at room temperature for 0.5 hours. The solid was then filtered and washed with hexane (2 x 300ml) and dried at 45C under vacuum for 16 hours (185g, 0.759mol, 95%th) and identified as pure product. LCMS RT 2.44 mins (MH+)HPLC -99% (RT 11.9 min) at 254nm detection

The synthetic route of Methyl 4-acetamido-5-chloro-2-methoxybenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/96352; (2007); A1;,
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Adding a certain compound to certain chemical reactions, such as: 7326-73-0, name is 3-(N,N-Dimethylsulfamoyl)benzoic acid, 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 7326-73-0, name: 3-(N,N-Dimethylsulfamoyl)benzoic acid

To a solution of 3-(dimethylsulfamoyl)benzoic acid (75.72 mg, 330.31 pmol) in DCM (10 ml_) was added HATU (125.59 mg, 330.31 pmol) and DIPEA (155.24 mg, 1 .20 mmol). The solution was stirred for 10 min and then intermediate i-1 b (81 mg, 300.28 pmol) was added. The solution was stirred at 30 C for 12hr. The reaction solution was poured into water (50 ml_) and extracted with EtOAc (100 ml_). The organic layer was washed with brine (50 ml_), dried (Na2SC>4) and concentrated in vacuum. To the residue was added MeOH (20 ml_) and stirred for 20 min, a white solid was formed. The solid was filtered and dried in vacuum to give compound 13 as a white solid. LCMS (ESI) m/z: [M+H]+ = 444.9. 1 H NMR (400 MHz, DMSO-d6) d= 12.49 (s, 1 H), 9.32 (t, J=5.6 Hz, 1 H), 8.27-8.25 (m, 2H), 7.96-7.90 (m, 3H), 7.81 -7.80 (m, 1 H), 7.64 (s, 1 H), 7.46-7.42 (m, 2H), 7.33-7.30 (m, 1 H), 4.23 (d, J=5.6 Hz, 2H), 2.65 (s, 6H) ppm.

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, 3-(N,N-Dimethylsulfamoyl)benzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FOGHORN THERAPEUTICS INC.; ANTHONY, Neville, John; MILLAN, David, Simon; VASWANI, Rishi, G.; SCHILLER, Shawn, E.R.; (239 pag.)WO2019/152437; (2019); A1;,
Amide – Wikipedia,
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Synthetic Route of 830-43-3, 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. 830-43-3, name is 4-(Trifluoromethyl)benzenesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 27 (9.00 g, 19.0 mmol) in THF (130 mL) was added 1,1?-carbonyldiimidazole (6.15 g, 38.0 mmol) at r.t. and the solution was stirred at r.t. for 2 h. In another flask 4-(trifluoromethyl)benzenesulfonamide (6.40 g, 28.5 mmol) and DBU (4.00 mL, 26.6 mmol) were dissolved in THF (260 mL). To this solution was added the above solution containing the acyl imidazole reagent. After stirring for 4 h at the same temperature, EtOAc and aq NH4Cl were added. The resulting solution was extracted with EtOAc. The organic phase was washed with brine, dried (Na2SO4), and filtered. The filtrate was concentrated in vacuo and the residue was purified roughly by flash column chromatography(SiO2; n-hexane-EtOAc, 4:1) to give a mixture of 53c and4-(trifluoromethyl)benzenesulfonamide as a yellow oil, which was used in the next step without further purification. The spectroscopic data for 53c were collected after purification by PTLC (SiO2; n-hexane-EtOAc, 3:1); [alpha]D27 -13.1 (c = 1.00, CHCl3).IR (film): 3105, 2952, 2931, 2857, 1710, 1508, 1322, 1231, 1175,1062, 835, 777 cm-1.1H NMR (400 MHz, CDCl3): delta = 11.02 (s, 1 H), 8.19 (d, J = 8.3 Hz, 1 H),7.76 (d, J = 8.3 Hz, 1 H), 6.82 (dd, J = 6.8, 2.8 Hz, 2 H), 6.74 (dd, J = 6.8,2.8 Hz, 2 H), 4.02 (dddd, J = 6.5, 6.5, 6.5, 3.2 Hz, 1 H), 3.80-3.70 (m, 5H), 2.73 (dd, J = 18.1, 10.9 Hz, 1 H), 2.68-2.63 (m, 1 H), 2.55-2.45 (m, 2H), 2.32 (ddd, J = 15.8, 8.0, 8.0 Hz, 1 H), 2.10 (ddd, J = 14.2, 10.1, 4.6 Hz,1 H), 2.00-1.81 (m, 2 H), 1.80-1.70 (m, 1 H), 1.62-1.45 (m, 3 H), 0.85(s, 9 H), 0.02 (s, 3 H), 0.00 (s, 3 H).13C NMR (100 MHz, CDCl3): delta = 212.9 (C), 165.9 (C), 153.8 (C), 152.8(C), 142.7 (C), 135.5 (C, q, J = 32.4 Hz), 129.0 (CH), 125.9 (CH, q, J = 3.8Hz), 122.8 (CF3, q, J = 271.7 Hz), 115.2 (CH), 114.7 (CH), 67.8 (CH2),64.3 (CH), 55.7 (CH3), 53.5 (C), 49.3 (C), 46.6 (CH2), 40.7 (CH), 33.6(CH2), 29.7 (CH), 29.2 (CH2), 26.9 (CH2), 26.8 (CH2), 25.7 (CH3), 17.9(C), -4.9 (CH3), -5.0 (CH3).HRMS (ESI+): m/z calcd for C33H41F3NO7SSiNa2: 726.2121; found:726.2147.

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, 4-(Trifluoromethyl)benzenesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ochi, Yuji; Yokoshima, Satoshi; Fukuyama, Tohru; Synthesis; vol. 49; 1; (2017); p. 96 – 114;,
Amide – Wikipedia,
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These common heterocyclic compound, 18807-71-1, name is Benzyl N-(2-aminoethyl)carbamate hydrochloride, 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. Quality Control of Benzyl N-(2-aminoethyl)carbamate hydrochloride

Preparation of benzyl (2-aminoethyl)carbamate To a solution of 2-(((benzyloxy)carbonyl)amino)ethanaminium chloride (1.0 g, 4.3 mmol) in water (5 mL) was added anhydrous Na2CO3 until litmus testing indicated pH 9. Solvent removal afforded a residue that was triturated with CH2Cl2 and filtered. The filtrate was concentrated to afford the desired free amine (0.93 g, 99% yield).

The synthetic route of Benzyl N-(2-aminoethyl)carbamate hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REDWOOD BIOSCIENCE, INC.; RABUKA, David; ALBERS, Aaron Edward; KUDIRKA, Romas Alvydas; GAROFALO, Albert W.; WO2015/81282; (2015); A1;,
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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. 869640-41-5, name is 7-Benzyl-5,6,7,8-tetrahydro-1,7-naphthyridin-2(1H)-one, A new synthetic method of this compound is introduced below., Recommanded Product: 7-Benzyl-5,6,7,8-tetrahydro-1,7-naphthyridin-2(1H)-one

To a solution of the product of preparation 26 (620mg, 2.22mmol) in toluene (30mL) was added the product of preparation 4 (344mg, 2.64mmol), tri-n-butylphosphine (0.66mL, 2.64mmol) and 1,1′-azobis(N,N-dimethylformamide) (458mg, 2.24mmol) and the reaction mixture was stirred at 85C for 18 hours. The solvent was then evaporated under reduced pressure and the residue was purified by column chromatography on silica gel, eluting with dichloromethane:methanol:0.88 ammonia, 90:10:0.5. The crude product was dissolved in dichloromethane (20mL), washed with 2M sodium hydroxide, dried over magnesium sulfate and concentrated in vacuo to afford the title compound in 33% yield, 255mg. 1HNMR(CDCl3, 400MHz) delta: 1.79(m, 4H), 1.94(m, 2H), 2.55(m, 4H), 2.61(m, 2H), 2.76(m, 4H) 3.51 (s, 2H), 3.70(s, 2H), 4.21 (m, 2H), 6.55(d, 1H), 7.25-7.41 (brm, 6H) MS APCl+ m/z 352 [MH]+

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; Pfizer Limited; EP1595881; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics