Day: October 30, 2020

29182-42-1, Ethyl 2-(benzo[d]thiazol-2-yl)acetate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Tetrahydrofuran (25 mL) was added to a mixture of ethyl 2-(benzothiazol-2-yl)acetate, magnesium chloride (2.21 g, 10 mmol) and 2,6-dichloronicotinyl chloride (11 mmol). The resulting suspension was cooled in an ice bath and triethylamine (2.02 g, 20 mmol) was added dropwise at such a rate that the internal temperature did not go over 10 C. as measured with an internal thermocouple probe. Once the addition was complete, the ice bath was removed and the mixture was stirred at room temperature for 5 hours. The desired chloroester was isolated by diluting the reaction mixture with water, extraction with dichlorome thane (2×150 ml) and drying the resulting organic phase with sodium sulfate. Purification by trituration with diethyl ether yielded 2.71 g (76% based on ethyI2-(benzothiazol-2-yl)acetate) as fluffy beige crystals. IHNMR (CDC13, 400 MHz) 9.55 (IH, d, 8.4 Hz), 8.86 (IH, d, 8.4 Hz), 7.77 (IH, dd, 7.6, 1.2 Hz), 7.61 (IH, m), 7.56 (IH, d, 8.4 Hz), 7.49 (IH, m), 4.53 (2H, q, 7.2 Hz), 1.50 (3H, t, 7.2 Hz) 13CNMR (CDC13, 100 MHz) 171.1, 167.4, 163.1, 152.9, 148.4, 140.5, 137.7, 128.5, 127.8, 126.6, 123.1, 122.1, 121.7, 120.5, 106.3, 62.0, 14.7 LCMS: 359.3 (M+H)., 29182-42-1

The synthetic route of 29182-42-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CYLENE PHARMACEUTICALS, INC.; WO2008/131134; (2008); A1;,
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693-95-8, 4-Methylthiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,693-95-8

Step 1 : 2-(aminomethyl)-5-(4-methyl-l,3-thiazol-5-yl)phenol (BI)[0459] To a stirred solution of 2-hydroxy-4-(4-methyl- l,3-thiazol-5-yl)benzonitrile (BH,15.6 g, 72.14 mmol) in tetrahydrofuran (400 mL) under an atmosphere of nitrogen was added LiAlH4(11 g, 289.86 mmol) in several portions at 10 ¡ãC. The resulting mixture was then heated to reflux for 3 h, LC-MS indicated formation of the desired product. The reaction was then cooled to 0 ¡ãC, quenched by the water (10 mL, added slowly and drop wise), 15percent NaOH (aq.) (30 mL) and water (10 mL). The solids precipitated were removed by filtration, the solution phase was concentrated under reduced pressure followed by high vacuum pump to give BI(yield: 65percent). LC-MS (ES+): m/z 220.85 [MH+], tR= 1.02 min (2.6 minute run).

The synthetic route of 693-95-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ARVINAS, INC.; JIN, Meizhong; CREW, Andrew, P.; DONG, Hanqing; WANG, Jing; SIU, Kam; FERRARO, Caterina; CHEN, Xin; QIAN, Yimin; (351 pag.)WO2016/118666; (2016); A1;,
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Thiazole | chemical compound | Britannica

80945-86-4, 6-Bromo-2-chlorobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,80945-86-4

Intermediate 32:6-bromo-W-{6-chloro-4-[(2-methyl-1 H-imidazol-1 -yl)methyl]-2-pyridinyl}-1 ,3- ineUnder an atmosphere of nitrogen, an ice-cooled, stirred suspension of 6-chloro-4-[(2- methyl-1 H-imidazol-1-yl)methyl]-2-pyridinamine [intermediate 34] (1 .6g, 7.19mmol) in anhydrous tetrahydrofuran (40ml_) was treated with 6-bromo-2-chloro-1 ,3-benzothiazole (1.96g, 7.90mmol) and, portionwise over 5 minutes, with sodium hydride (60% in oil) (0.632g, 15.8mmol). After 30 minutes the mixture was heated to 50C for 6 hours. The cooled mixture was treated with saturated aqueous ammonium chloride (30ml_) and tetrahydrofuran (30ml_). The resulting precipitate was filtered off, washed with ethyl acetate and diethyl ether and dried to afford the title compound (2.2g, 5.06mmol, 70% yield). LCMS (Method A): Rt 0.94 minutes; m/z 434,436 (MH+).

The synthetic route of 80945-86-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; ALDER, Catherine Mary; BALDWIN, Ian Robert; BARTON, Nicholas Paul; CAMPBELL, Amanda Jennifer; CHAMPIGNY, Aurelie Cecile; HARLING, John David; MAXWELL, Aoife Caitriona; SIMPSON, Juliet Kay; SMITH, Ian Edward David; TAME, Christopher John; WILSON, Caroline; WOOLVEN, James Michael; WO2011/110575; (2011); A1;,
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Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.61296-22-8,2-Amino-5-bromothiazole monohydrobromide,as a common compound, the synthetic route is as follows.

A mixture of 182 (113 mg, 044 mmoi), Ci (50 mg, 022 mmoi) and cesium carbonate (143 mg, 0.44 mmoi) in MeCN (2 rnL) is stirred at 70 C for 1.5 hours. The mixture is then cooled to room temperature, diluted with DCM (10 niL), washed with water (10 rnL 3), dried over anhydrous sodium sulfate, and concentrated to give crude C25 as a brown solid (80 mg, 56% yield). (MS: [M¡ÂH] 330,1), 61296-22-8

The synthetic route of 61296-22-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IMMUNE SENSOR, LLC; THE BOARD OF REGENTS OF THE UNIVERSITY OF TEXAS SYSTEM; ZHONG, Boyu; SUN, Lijun; SHI, Heping; LI, Jing; CHEN, Chuo; CHEN, Zhijian; (270 pag.)WO2017/176812; (2017); A1;,
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Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5304-21-2,6-Bromo-2-methylbenzo[d]thiazole,as a common compound, the synthetic route is as follows.,5304-21-2

In dioxane (10 mL) were suspended under nitrogen atmosphere 6-bromo-2-methylbenzothiazole 53 (700 mg, 3.07 mmol), Pd2(dba)3 (141 mg, 0.153 mmol) and Xantphos (178 mg, 0.307 mmol). To the obtained mixture was added thiophenol sodium salt (487 mg, 3.68 mmol). It was stirred at 130 ¡ãC for 15 minutes under microwave irradiation. .To the reaction mixture were added 0.1N hydrochloric acid and ethyl acetate. After extraction, the organic layer washed with saturated sodium bicarbonate aqueous solution and brine, respectively and dried over magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified with column chromatography to give Compound 55 (587 mg, 2.28 mmol). 1H-NMR (CDCl3) delta: 2.85 (s, 3H), 7.24-7.39 (m, 5H), 7.46 (dd, J= 8.6, 1.8 Hz, 1H), 7.83 (dd, J= 1.8, 0.5 Hz, 1H), 7.89 (d, J=8.6 Hz, 1H).

The synthetic route of 5304-21-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shionogi & Co., Ltd.; EP2351744; (2011); A1;,
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Thiazole | chemical compound | Britannica

1235406-42-4, tert-Butyl thiazol-4-ylcarbamate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of tert- butyl thiazol-4-ylcarbamate (1.09 g, 5.46 mmol) in anhydrous tetrahydrofuran (40 ml_) was added a 1 M solution of lithium (1005) bis(trimethylsilyl)amide in tetrahydrofuran (5.5 ml_, 5.5 mmol) at -78 C. The reaction mixture was stirred at -78 C for 20 minutes, allowed to warm to ambient temperature and stirred for 1 hour. The reaction mixture was cooled to -78 C, and a solution of 5- fluoro-4-(trifluoromethyl)pyridine-2-sulfonyl chloride (1.20 g, 4.55 mmol) in anhydrous tetrahydrofuran (5 ml_) was then added dropwise. The reaction mixture was stirred at – 78 C for 30 minutes, allowed to warm to ambient temperature, and stirred for 16 hours. After addition of saturated aqueous ammonium chloride (50 ml_), the mixture was extracted with ethyl acetate (3 c 50 ml_). The combined organic phases were washed with brine (50 ml_), dried over anhydrous sodium sulfate, and filtered. (1006) Concentration of the filtrate in vacuo and purification of the residue by column chromatography, eluting with a gradient of 5% to 50% of ethyl acetate in heptane, afforded the title compound as a light yellow solid (0.90 g, 46% yield): 1H NMR (300 MHz, CDCIs) 8.81 (d, J = 2.3 Hz, 2H), 8.53 (d, J = 5.3 Hz, 1 H), 7.64 (d, J = 2.3 Hz, 1 H), 1.29 (s, 9H); MS (ES+) m/z 328.0 (M – 99).

1235406-42-4, The synthetic route of 1235406-42-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; XENON PHARMACEUTICALS INC.; FOCKEN, Thilo; ANDREZ, Jean-Christophe; BURFORD, Kristen Nicole; DEHNHARDT, Christoph Martin; GRIMWOOD, Michael Edward; JIA, Qi; LOFSTRAND, Verner Alexander; WILSON, Michael Scott; ZENOVA, Alla Yurevna; WESOLOWSKI, Steven Sigmund; SUN, Shaoyi; (205 pag.)WO2020/47323; (2020); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

95-16-9, Benzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

95-16-9, General procedure: To a reaction tube charged with xanthines (0.5 mmol), disulfides (0.3 mmol), Cu(OAc)2¡¤H2O (20 mg, 20 mol %), and AgOAc (1.7 mg, 2 mol %) was added 2 mL of xylene. After stirring at 145 C for 15 h under an O2 atmosphere, the reaction mixture was concentrated and purified by flash column chromatography on silica gel (dichloromethane/acetone = 20:1) to give 143.5 mg (yield: 95%) of compound 3aa as a white solid, mp: 147-149 C; 1H NMR (CDCl3, 600 MHz): delta 7.29-7.37 (m, 5H), 3.93 (s, 3H), 3.57 (s, 3H), 3.40 (s, 3H); 13C NMR (150 MHz, CDCl3): delta 155.0, 151.4, 148.1, 146.4, 130.9, 130.5, 129.6, 128.3, 109.6, 33.2, 29.9, 28.0.

As the paragraph descriping shows that 95-16-9 is playing an increasingly important role.

Reference£º
Article; He, Zuying; Luo, Fang; Li, Yinglong; Zhu, Gangguo; Tetrahedron Letters; vol. 54; 44; (2013); p. 5907 – 5910;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.944804-88-0,tert-Butyl 4-bromothiazol-2-ylcarbamate,as a common compound, the synthetic route is as follows.

944804-88-0, General procedure: To a solution of 51 (0.5g, 1.8mmol), 48 (0.381g, 2.7mmol) and triphenylphosphine (0.707g, 2.7mmol) in anhydrous THF (20mL) at 0C was added diisopropyl azodicarboxylate (DIAD) (0.545g, 2.7mmol) dropwise. The reaction mixture was allowed to stir at room temperature for 10min and then stirred at 40C overnight. The resulting mixture was concentrated and the residue was purified by silica gel flash chromatography (eluting with ethyl acetate in 74 petroleum ether 2-5%) to give the 172 product 52a as a white solid (0.365g, yield=50%).

The synthetic route of 944804-88-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Wang, Beilei; Wu, Jiaxin; Wu, Yun; Chen, Cheng; Zou, Fengming; Wang, Aoli; Wu, Hong; Hu, Zhenquan; Jiang, Zongru; Liu, Qingwang; Wang, Wei; Zhang, Yicong; Liu, Feiyang; Zhao, Ming; Hu, Jie; Huang, Tao; Ge, Juan; Wang, Li; Ren, Tao; Wang, Yuxin; Liu, Jing; Liu, Qingsong; European Journal of Medicinal Chemistry; vol. 158; (2018); p. 896 – 916;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5198-88-9,2-Bromothiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

5198-88-9, 2-Bromo-4-thiazolecarboxylic acid (0.10 g, 0.48 mmol) was activated with HATU (0.27 g, 0.72 mmol) and N,N-diisopropylethylamine (0.13 mL, 0.72 mmol) in DMF (1 mL) at room temperature. The solution of activated acid was added to a stirring solution of aminomethylcyclopropane (0.06 mL, 0.72 mmol) in DMF (1 mL) at room temperature. After stirring at room temperature for 18 h the DMF was removed under reduced pressure. The residue was partitioned between DCM (5 mL) and saturated aqueous NaHC03 (5 mL). The decanted organic layer was concentrated onto celite and purified by flash chromatography [EtOAc/hexanes] to afford 2-bromo-N- (cyclopropylmethyl)thiazole-4-carboxamide (0.10 g, 82 %). LCMS [M+H]+: 261.2.

5198-88-9 2-Bromothiazole-4-carboxylic acid 2763209, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ZEPEDA-VELAZQUEZ, Carlos Armando; PODA, Gennady; ISAAC, Methvin; UEHLING, David; WILSON, Brian; JOSEPH, Babu; LIU, Yong; SUBRAMANIAN, Pandiaraju; MAMAI, Ahmed; PRAKESCH, Michael; STILLE, Julia Kathleen; (1053 pag.)WO2017/147700; (2017); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

556-90-1,556-90-1, 2-aminothiazol-4(5H)-one is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To the magnetically stirred solution of 17 (232 mg, 2 mmol) in HOAc (7 mL), was added NaOAc (500 mg, 6 mmol). After 15 min 3,4-dimethoxybenzaldhyde (16a, 400 mg, 2.4 mmol) was added and the reaction mixture was heated under reflux for 72 h. The HOAc was removed under reduced pressure and the resultant solid was washed successively with water, methanol and EtOAc to obtain the desired products as solid. 10.2.1.8 5-(4-Chloro-3-nitrobenzylidene)-2-iminothiazolidin-4-one (14h) Orange solid; mp > 200 C; 338 mg, 60% yield; IR (neat) numax = 3214, 3009, 1965, 1693, 1667 cm-1; 1H NMR (400 MHz, CD3SOCD3) delta 9.58 (s, 1H), 9.33 (s, 1H) 8.20 (s, 1H), 7.82-7.89 (m, 2H), 7.62 (s, 1H); 13C NMR (100 MHz, CD3SOCD3): delta 180.28, 175.47, 148.21, 135.23, 134.26, 133.46 132.95, 126.39, 125.98, 125.79; HRMS (ESI-TOF): m/z calculated for C10H6ClN3O3S [M+Na]+, 305.9716; found 305.9712.

The synthetic route of 556-90-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Arfeen, Minhajul; Bhagat, Shweta; Patel, Rahul; Prasad, Shivcharan; Roy, Ipsita; Chakraborti, Asit K.; Bharatam, Prasad V.; European Journal of Medicinal Chemistry; vol. 121; (2016); p. 727 – 736;,
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Thiazole | chemical compound | Britannica