Author: Jessica.F

194920-62-2, name is tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate

Ste 2: Synthesis of S 14 To a round-bottom flask, S 13 (276 mg, 1.0 mmol) was dissolved in 3.0 mL of anhydrous DMF. Amine (320 mg, 1.0 mmol) and DIPEA (259 mg, 2.0 mmol) were added. The reaction mixture was stirred at 90 C for 12 h. The mixture was cooled to room temperature, poured into water and extracted with ethyl acetate for two times. The combined organic layer was washed with brine, dried over anhydrous Na2S04. After filtration and evaporation, the crude residue was purified by HPLC with H20/ MeCN to give compound S 14 as colorless oil (172 mg, 30% yield). ESI-MS calculated for C28H4iN409 [M+H]+ = 577.2; Observed: 577.3.

The synthetic route of 194920-62-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; WANG, Shaomeng; LI, Yangbing; AGUILAR, Angelo; ZHOU, Bing; HU, Jiantao; XU, Fuming; QIN, Chong; HU, Yang; XIANG, Weiguo; REJ, Rohan; YANG, Jiuling; HAN, Xin; BAI, Longchuan; YANG, Chao-Yie; (252 pag.)WO2017/176958; (2017); A1;,
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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. 144-80-9, name is N-((4-Aminophenyl)sulfonyl)acetamide, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H10N2O3S

2 mmol compound 1a or 1b and 0.194 g (2 mmol) potassiumthiocyanate in about 25 mL acetone were refluxed for 30 min. Theresulting solid (KCl) was removed by filtration. Then to this solutioncorresponding sulfonamides (2 mmol) in about 10 mL acetone wasadded dropwise, the mixture was stirred under reflux for 2 h. The resulting solution was evaporated under reduced pressure. Then,the residue was treated with the water to give crude product as awhite solid. The resulting crude product was stirred with diethyletherat room temperature for 1 h and then filtered. After theseexperimental procedures, the white colored substance was obtainedas pure.

According to the analysis of related databases, 144-80-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Koca, ?rfan; Yi?itcan, Serhat; Guemue?, Mehmet; Goekce, Halil; Sert, Yusuf; Journal of Molecular Structure; vol. 1204; (2020);,
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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. 201162-53-0, name is 3-Boc-3,8-Diazabicyclo[3.2.1]octane, A new synthetic method of this compound is introduced below., category: amides-buliding-blocks

3,8-diazabicyclo [3.2.1] octane-3-carboxylic acid tert-butyl ester (318 mg, 1.5 mmol)And 2-chloro-5- (chloromethyl) erythropine (243 mg, 1.5 mmol) were dissolved in acetonitrile (50 mL)Potassium carbonate (414 mg, 3.0 mmol) was added and reacted at 70 C for 16 hours.After cooling to room temperature, ethyl acetate (10 mL) and water (50 mL) were added,The aqueous phase was extracted with ethyl acetate (150 mL X3), the organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give the title compound (480 mg, 95% yield) as a pale yellow oil.

The synthetic route of 201162-53-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Xuanzhu Pharmaceutical Technology Co., Ltd.; Wu, Yongqian; (45 pag.)CN104910137; (2017); B;,
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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. 114790-39-5, name is Benzyl (2,2-dimethoxyethyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: Benzyl (2,2-dimethoxyethyl)carbamate

BenzvK ( 6-chloro-2-( 3-chlorobenzoyl)-2, 3, 4,9-tetrahvdro-lH-pyridoi 3, 4-b lindol- l-yl)methyl) carbamate trifluoroacetic acid: To a mixture of benzyl (2,2-dimethoxyethyl)- carbamate (1.71 g, 7.15 mmol) in 2-butanol (30 mL) was added 2-(5-chloro-lH-indol-3-yl)ethan- l-amine (l.53g, 7.86 mmol), TFA (0.74 g) and LEO (1 mL) The mixture was stirred at 100 C for 16 hrs. Then the reaction was cooled to room temperature. The precipitates were collected via filtration to afford benzyl((6-chloro-2-(3-chlorobenzoyl)-2,3,4,9-tetrahydro-lH-pyrido[3,4- b]indol-l-yl)methyl)carbamate trifluoroacetic acid (3.5g, yield: 98.9%) as a white solid. LCMS: [M+H]+= 370.1.

The synthetic route of 114790-39-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RECREO PHARMACEUTICALS LLC; ZHANG, Jing; WANG, Xiang; PODOLL, Jessica, D.; (207 pag.)WO2020/37155; (2020); A1;,
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Some common heterocyclic compound, 758-96-3, name is N,N-Dimethylpropionamide, molecular formula is C5H11NO, 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. SDS of cas: 758-96-3

4-Methoxy-7-propionyl-2-trifluoromethyl-1H-benzimidazole The compound of Example 105 (800 mg) was dissolved in THF (20.0 mL) under an argon gas atmosphere, and a 1.58 mol/L n-butyl lithium/hexane solution (3.90 mL) was added dropwise thereto at -78C, followed by stirring for 1 hour as it was. Thereafter, N,N-dimethyl propionamide (0.890 mL) was added thereto at the same temperature, followed by stirring for 3 hours while warming to room temperature. To the reaction liquid was added a saturated aqueous ammonium chloride solution, followed by extraction with ethyl acetate. The organic layer was washed with water and saturated brine, and then dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was then purified by silica gel column chromatography (chloroform) to obtain the desired product (342 mg) as a white powder. EIMS (+): 272 [M]+. 1H NMR (CDCl3, 400 MHz): delta 1.29 (3H, t, J=7.3 Hz), 3.08 (2H, q, J=7.3 Hz), 4.15 (3H, s), 6.80 (1H, d, J=8.6 Hz), 7.96 (1H, d, J=8.6 Hz), 11.4 (1H, brs).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 758-96-3, its application will become more common.

Reference:
Patent; Kyorin Pharmaceutical Co., Ltd.; EP2168959; (2010); A1;,
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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. 2835-68-9, name is 4-Aminobenzamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C7H8N2O

General procedure: To a 25 mL Schlenk tube containing a solution of 2 in 2 mL of THF was added amide (1.0 mmol) and (EtO)3SiH (0.50 g, 3.0 mmol). The reaction mixture was stirred at 60 C until there was no amide left (monitored by TLC and GC-MS). The product was purified according to literature procedures by Beller

The synthetic route of 2835-68-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ren, Shishuai; Wang, Yangyang; Yang, Fei; Sun, Hongjian; Li, Xiaoyan; Catalysis Communications; vol. 120; (2019); p. 72 – 75;,
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Synthetic Route of 162576-01-4, 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. 162576-01-4, name is Benzyl (2-aminoethyl)(methyl)carbamate hydrochloride, This compound has unique chemical properties. The synthetic route is as follows.

Boc-Arg (Pbf) -OH (16.0 g, ca. 30.4 mmol) in DMF (150 mL)Compound CA solution of hydrochloride (8.2 g, 33.4 mmol) and DIEA (16.9 mL, 97.2 mmol) was cooled in an ice bath followed by a solution of HATU (13.8 g, 36.4 mmol) dropwise In 20 minutes. The temperature of the reaction mixture was raised to ambient temperature and stirring was continued for an additional hour. The reaction mixture was diluted with EtOAc (1 L) and extracted with water (3 ¡Á 200 mL) and brine (200 mL). The organic layer was dried over MgSO 4 and evaporated to give compound D (24.4 g, yield exceeding the quantitative value) as a yellowish oil.

The chemical industry reduces the impact on the environment during synthesis Benzyl (2-aminoethyl)(methyl)carbamate hydrochloride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SIGNATURE THERAPEUTICS INCORPORATED; JENKINS, THOMAS E; Husfeld, Craig O; Seroogy, Julie D; Wray, Jonathan W; (162 pag.)JP2016/41698; (2016); A;,
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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. 5202-85-7, name is 2-Amino-5-chlorobenzamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C7H7ClN2O

General procedure: To an oven-dried 20 cm3 test tube with a ground-in stopperequipped with a stir bar were added anthranilamide (1.0 mmol), benzyl alcohol (1.0 mmol), KOH (2.0 mmol),and 4 cm3 toluene. The test tube was put in an oil bath potpreheated at 90 C and the mixture was stirred for 20 h at90 C. After cooling to room temperature, the reactionmixture was added about 5 g silica gel and directly condensedon a rotator under vacuum. The resulting residualwas transferred to a silica gel chromatography column andeluted with a solution of petroleum ether and ethyl acetate[4/1 (v/v)] to give a white solid 2-phenyl-4(3H)-quinazolinone.For some products (3f, 3g, 3n, and 3t) onlysparingly soluble in ethyl acetate, the reaction mixtureswere condensed in vacuo on a rotary evaporator. Theresiduals were washed three times with water and oncewith ethyl acetate, and then dried in an infrared oven togive the desired products pure enough for NMR analysis.

The synthetic route of 5202-85-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Qiu, Dezhi; Wang, Yanyan; Lu, Dongming; Zhou, Lihong; Zeng, Qingle; Monatshefte fur Chemie; vol. 146; 8; (2015); p. 1343 – 1347;,
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Application of 40724-47-8, 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 40724-47-8 as follows.

[0216] In a microwave tube was placed ethyl 2-(5-fluoro-3-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)- 1H-indol- 1 -yl)thiazole-4-carboxylate (114 mg, 0.15 mmol, ?55percent purity), 4-(bromomethyl)benzenesulfonamide (49.9 mg, 0.200 mmol), and Pd(Ph3P)4 (17.33 mg,0.0 15 mmol). The tube was sealed and air was removed and re-filled with N2 (2-3 times). A mixture of toluene (0.75 ml, ratio: 2.500)/EtOH (0.3 ml, ratio: 1.000) was added, and then 2 N Na2CO3(aq) (0.3 mL, 0.6 mmol, 4 equiv) was added. The mixture was stirred at 80 ¡ãC (preheated) for 2 h. The organic layer was separated, and the aqueous layer was extracted with EtOAc (2 mL x 3). The combined organic layer was dried (Na2504) and filtered. After removal of the solvent, the product was purified by silica gel chromatography using 20-50percent EtOAc/hexane as the eluent to give ethyl 2-(5-fluoro-3-(4-sulfamoylbenzyl)-1H-indol-1- yl)thiazole-4-carboxylate (47 mg, 0.102 mmol, 68.2percent yield) as a white solid.

According to the analysis of related databases, 40724-47-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE UNITED STATES OF AMERICA AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; VANDERBILT UNIVERSITY; MALONEY, David J.; JADHAV, Ajit; BANTUKALLU, Ganesha Rai; BRIMACOMBE, Kyle Ryan; MOTT, Bryan T.; YANG, Shyh Ming; URBAN, Daniel Jason; HU, Xin; SIMEONOV, Anton; KOUZNETSOVA, Jennifer L.; WATERSON, Alex Gregory; SULIKOWSKI, Gary Allen; KIM, Kwangho; CHRISTOV, Plamen; JANA, Somnath; (387 pag.)WO2016/109559; (2016); A2;,
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Synthetic Route of 749927-69-3, The chemical industry reduces the impact on the environment during synthesis 749927-69-3, name is 4-Bromo-2-fluoro-N-methylbenzamide, I believe this compound will play a more active role in future production and life.

N-methyl-2-fluoro-4-bromo-benzamide 1a (23.21 g, 100 mmol) was added to a three-necked flask.Cyclobutyrate hydrochloride 2 (15.16 100 mmol) and N,N-dimethylacetamide (116 mL),Copper iodide (1.90 g, 10 mmol) and cesium carbonate (71.68 g, 220 mmol) were added under a nitrogen atmosphere, and the mixture was stirred and heated to 90 to 95 C overnight.At the end of the reaction, water (232 mL) and isopropyl acetate (232 mL) were added, and the mixture was stirred and the aqueous phase was collected, and the pH was adjusted to 3 to 4 with 4N hydrochloric acid.Precipitating a large amount of solids,Filtration dried to give compound 3 (17.88 g, 79%).

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-Bromo-2-fluoro-N-methylbenzamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hangzhou Kechao Biological Technology Co., Ltd.; Zheng Xuchun; Zhang Yiping; (10 pag.)CN108383749; (2018); A;,
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Amide – an overview | ScienceDirect Topics