Tag: M.W=200-300

Reference of 72505-21-6, 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. 72505-21-6, name is 4-(Trifluoromethyl)thiobenzamide, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 4-(trifluoromethyl)benzothioamide 1 (10 mmol/2.05 g) in the minimum required quantity of absolute ethanol (10 mL), ethyl 2-chloroacetoacetate 2 (15 mmol/2.46 g) was added and the resulting mixture was heated on the water bath for 5 h. The solution was cooled down and neutralized with a solution of potassium carbonate. The resulting solid was filtered, washed with water, recrystallized from ethanol to give the target compound.

The chemical industry reduces the impact on the environment during synthesis 4-(Trifluoromethyl)thiobenzamide. I believe this compound will play a more active role in future production and life.

Reference:
Article; Nastasa, Cristina; Tiperciuc, Brindusa; Duma, Mihaela; Benedec, Daniela; Oniga, Ovidiu; Molecules; vol. 20; 9; (2015); p. 17325 – 17338;,
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Application of 214210-30-7, 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. 214210-30-7, name is 4-Bromo-2-fluorobenzenesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Sodium ethoxide (0.546 mL, 6.61 mmol) is dissolved in DMF (11 mL.). 4-Bromo-2- fluorobenzenesulphonamide (1.20 g, 4.72 mmol ) in DMF (5 mL) is added dropwise. The RM is stirred at RT for 1 h, then the temperature is raised to 60 C for 2h. Sodium ethoxide (0.39 mL, 4.72 mmol) is added and the RM is stirred for another hour. The RM is partitioned between EtOAc and water. The organic phase is washed with water and brine, dried over MgSC , filtered and evaporated under reduced pressure. The crude is purified by FC (H/EtOAc from 0:100 to 50:50), to afford the title compound as a white powder (841 mg, 64%). LC-MS A: tR = 0.78 min; no ionization.

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-fluorobenzenesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; FRETZ, Heinz; LYOTHIER, Isabelle; POTHIER, Julien; RICHARD-BILDSTEIN, Sylvia; SIFFERLEN, Thierry; WYDER PETERS, Lorenza; POZZI, Davide; CORMINBOEUF, Olivier; (306 pag.)WO2017/85198; (2017); A1;,
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Some common heterocyclic compound, 744183-20-8, name is tert-Butyl exo-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate, molecular formula is C12H22N2O2, 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. Recommanded Product: tert-Butyl exo-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate

A solution of 5,7-dichloro-3-iodo-1,6-naphthyridine (7.0 g, 21.6 mol), DIPEA (5.6 g, 43.2 mmol) and tert-butyl (1R,3s,55)-3-amino-8-azabicyclo[3 .2.11 octane-8-carboxylate(5.8 g, 25.9 mmol) dissolved in NMP (70 mL) was heated at 110C for 3 h. The reaction mixture was purified by column chromatography (eluted with EtOAc:petroleum ether 0- 20 %) to give the title intermediate as ayellow solid (10.2 g, 91.8 % yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 744183-20-8, its application will become more common.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; HUDSON, Ryan; KOZAK, Jennifer; FATHEREE, Paul R.; PODESTO, Dante D.; BRANDT, Gary E.L.; FLEURY, Melissa; BEAUSOLEIL, Anne-Marie; HUANG, Xiaojun; THALLADI, Venkat R.; (121 pag.)WO2016/191524; (2016); A1;,
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Electric Literature of 676371-64-5, 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. 676371-64-5, name is Methyl 3-((tert-butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step A: Preparation of Compound II- 10-1 : To a solution of II-3-1 (300 mg, 1.24 mmol) in DMF (l5mL) was added NaH (210 mg, 2.5 mmol) at 0 C. The reaction mixture was stirred at the same temperature for 20 min before iodomethane (50 mg, 2.5 mmol) was added. The resulting mixture was stirred at room temperature for 3h before water was added. The reaction mixture was extracted with ethyl acetate. The combined organic layer was concentrated to dryness. The residue was purified by silica gel column (pet. ether/EtOAc=5: 1) to give II-10-1 (310 mg, yield: 97%) as a colorless oil.

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, Methyl 3-((tert-butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KURA ONCOLOGY, INC.; BURROWS, Francis; (275 pag.)WO2020/69027; (2020); A1;,
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Reference of 14437-03-7,Some common heterocyclic compound, 14437-03-7, name is Methyl tosylcarbamate, molecular formula is C9H11NO4S, 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: The 4-substituted methyl (phenylsulfonyl)carbamate was dissolved in the chosen alcohol (2 mL) in a microwave vial, which was closed using an aluminum open-top seal with PTFE-faced septum. The reaction mixture was heated under microwave irradiation at 100-120 oC for 20-60 min. The crude reaction mixture was concentrated under reduced pressure and the residue was purified using silica gel column chromatography to yield the desired (aryl)carbamate.

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

Reference:
Article; Isaksson, Rebecka; Kumpi?a, Ilze; Larhed, Mats; Wannberg, Johan; Tetrahedron Letters; vol. 57; 13; (2016); p. 1476 – 1478;,
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Synthetic Route of 141761-83-3,Some common heterocyclic compound, 141761-83-3, name is Methyl 6-chloro-4-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-8-carboxylate, molecular formula is C11H10ClNO4, 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.

500ml three bottles,After adding 150 ml of water and 12 g (0.3 mol) of sodium hydroxide, the mixture was stirred until the solid was completely dissolved, and 100 ml of ethanol was further added thereto. The temperature was lowered to 20C, 6-chloro-4-methyl-3,4-dihydro- (0.1 mol) of methyl 2,4-benzoxazin-8-carboxylate was added and stirred for 3 h. After the reaction was completed, the reaction mixture was cooled to 10 C or less, diluted hydrochloric acid was adjusted to pH 2, filtered and dried to give 4-methyl-3,4-dihydro-3-oxo-2H-1,4-benzoxazine-8-carboxylic acid as an off-white solid, 21.9 g, 91% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 6-chloro-4-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-8-carboxylate, its application will become more common.

Reference:
Patent; Yangtze River Pharmaceutical Group Sichuan Hairong Pharmaceutical Co., Ltd; Li, Yuanbo; Xie, Yipeng; Cao, Kangping; Wang, Qiang; Wu, Puhua; Wang, Ying; Zhou, Xinyu; (9 pag.)CN104557907; (2016); B;,
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Adding a certain compound to certain chemical reactions, such as: 456-64-4, name is 1,1,1-Trifluoro-N-phenylmethanesulfonamide, 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 456-64-4, HPLC of Formula: C7H6F3NO2S

Intermediate 7 (3 g) was dissolved in dimethylformamide (100 mL) and the solution cooled to 0C under nitrogen. Triethylamine (2.3 mL) was added and the stirred solution treated with N-phenyltrifluoromethanesulfonamide (4.83 g). After 30 minutes at 0C the reaction mixture was allowed to reach room temperature and stirred for 72 hours. The reaction mixture was diluted with water (5 ml) and concentrated, treated with water (200 ml) and extracted with ethyl acetate (4x 250 ml). The combined organic extracts were washed with water (2x 250 mL), dried (Na2SO4), filtered, concentrated to dryness and purified by silica gel chromatography, eluting with ethyl acetate/cyclohexane (5:95, 10:90 then 20:80, v/v) to give the title compound.MS calcd for (C30H30F3NO7S + H)+: 620 MS found (electrospray): (M+H)+= 620

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, 1,1,1-Trifluoro-N-phenylmethanesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/96774; (2004); A1;,
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Reference of 94838-59-2,Some common heterocyclic compound, 94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, molecular formula is C13H20N2O2, 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.

A mixture of dihydro-2//-thiopyran-4(3//)-onc (0.488 g, 4.2 mmol), tert- butyl 4- aminophenethylcarbamate (0.5 g, 2.1 mmol) and ZnCh (0.859 g, 6.3 mmol) in methanol (10 mL) was stirred at room temperature overnight. After this time NaBHiCN (0.66 g, 10.5 mmol) was added and the mixture was heated at 40 C for 4 h. After it was cooled to room temperature, the reaction mixture was filtered and washed with ethyl acetate. The filtrate was concentrated in vacuo and purified by column chromatography to afford the title compound as light-yellow solid (0.401 g, 56.7% yield). NMR (500 MHz, DMSO-r/d) d: 6.87 (d, J= 8.3 Hz, 2H), 6.79 (t, J = 5.3 Hz, 1H), 6.50 (d, J= 8.4 Hz, 2H), 5.31 (d, .7= 8.6 Hz, 1H), 3.26 – 3.19 (m, 1H), 3.03 (dd, J= 14.6, 6.3 Hz, 2H), 2.68 (dd, J= 9.6, 3.4 Hz, 4H), 2.52 (d, J= 9.6 Hz, 2H), 2.20 – 2.09 (m, 2H), 1.47 (ddd, J= 13.4, 9.7, 4.7 Hz, 2H), 1.37 (s, 9H).

The synthetic route of 94838-59-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZHEJIANG VIMGREEN PHARMACEUTICALS, LTD; SUN, Sanxing; ZHAO, Long; HU, Chongbo; CHEN, Zhengshu; YE, Jinqi; (0 pag.)WO2020/2969; (2020); 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. 614-76-6, name is 2-BroMoacetanilide, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 614-76-6

2-Bromoacetanilide (1 .68 g, 90% content, 7.06 mmol) is dissolved in dry THF (15 mL) and cooled to -78 C under a nitrogen atmosphere. n-Butyllithium (2.5 M solution in hexane, 5.93 mL, 14.8 mmol) is added dropwise and the mixture stirred at -78 C for 30 minutes. tert-Butyl 2-formylpropan-2-ylcarbamate (1 .39 g, 7.42 mmol) in dry THF (10 mL) is added dropwise and the mixture stirred for 30 minutes at -78 C then allowed to warm to -50 C over 1 hour. Saturated aqueous ammonium chloride solution (20 mL) is added, the mixture allowed to warm to room temperature and the phases separated. The organic phase is washed with brine, dried and the solvent removed. The residue is purified by flash chromatography (Eluent 0-2% MeOH in DCM) to give the title product (370 mg, 16%). UPLC-MS (Method 1 ): Rt = 1 .02 min MS (ESI+): m/z = 323 (M+H)+

According to the analysis of related databases, 614-76-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; MAZZAFERRO, Rocco; FERRARA, Marco; GIOVANNINI, Riccardo; LINGARD, Iain; (195 pag.)WO2016/75239; (2016); A1;,
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Synthetic Route of 111300-06-2,Some common heterocyclic compound, 111300-06-2, name is tert-Butyl (trans-4-hydroxycyclohexyl)carbamate, molecular formula is C11H21NO3, 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.

A solution of frans-N-{4-[6-butyl-5-(4-cyclohexyloxy-phenyl)-pyridazin-3-yloxy]-cyclohexyl}- formamide in anhydrous THF at 0C may be treated with borane-THF complex in THF (1 M, excess). The reaction may be allowed to come to room temperature and may be monitored by LCMS until the reaction is complete. The reaction may be quenched with MeOH and the solvents may be removed under reduced pressure. The crude product may be purified by flash chromatography using with 1 – 5 % (2N N H3 in MeOH) in DCM to give frans-{4-[6-butyl-5-(4-cyclohexyloxy-phenyl)-pyridazin-3-yloxy]- cyclohexyl}-methyl-amine. The neutral amine may be treated with 2N HCI in diethyl ether and DCM.The volatiles may be removed under reduced pressure and the salt may be triturated with diethyl ether and filtered to provide the title compound. LCMS: m/z 439 [M + 1].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl (trans-4-hydroxycyclohexyl)carbamate, its application will become more common.

Reference:
Patent; TRANSTECH PHARMA, INC.; GOHIMUKKULA, Devi, Reddy; JONES, David; QABAJA, Ghassan; ZHU, Jeff, Jiqun; COOPER, Jeremy, T.; BANNER, William, Kenneth; SUNDERMANN, Kurt; BONDLELA, Muralidhar; RAO, Mohan; WANG, Pingzhen; GOWDA, Raju, Bore; ANDREWS, Robert, C.; GUPTA, Suparna; HARI, Anitha; WO2011/103091; (2011); A1;,
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