Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3034-53-5,2-Bromothiazole,as a common compound, the synthetic route is as follows.

0.15mol containing a solution of 2-bromothiazole added dropwise to a solution containing 0.18mol butyllithium was added dropwise for about 2h, after the addition was completed, stirring was continued for 1h, maintained at low temperature (-78 deg.] C) reaction carried out under . 0.3mol ethyl acetate and then added to the solution dropwise addition was completed, stirring was continued for 3h, the reaction is complete, the organic phase extracted was allowed to stand, washed with distilled water, dried over anhydrous Na2SO4 was added, and then distilled under reduced pressure collecting bp89 ~ 91 / 1.6kPa fraction, 2-acetyl thiazole 18.16g. The yield was 95.2%., 3034-53-5

3034-53-5 2-Bromothiazole 76430, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; Wutong Aroma Chemicals Co. Ltd.; Li, Xin; Sun, Bin; Wei, Jie; Wang, Xiaodong; Zhao, Leizhen; Zang, Chuanjin; Zi, Yanyan; Liu, Yuanwu; Gao, Ming; (8 pag.)CN105348216; (2016); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

167366-05-4, 4-Bromo-2-formylthiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a rb flask with an attached Dean-Stark trap containing molecular sieves, 4A (0.25g) was added 4-bromothiazole-2-carbaldehyde (4.4 g, 22.91 mmol). The starting material was dissolved in Benzene (45 ml) and Ethylene glycol (1.406 ml, 25.2 mmol) was added followed by pTsOH (0.218 g, 1.146 mmol). The mixture was heated to reflux for 3 h. The mixture was cooled to rt, and was partitioned with sat. aq. NaHCO3. The mixture was washed 2* with sat. NaHCO3 (40 mL), then once with sat. NaCl (40 mL). The organic layer was dried with Na2SO4. The drying agent was removed by filtration, and the mixture was concentrated under reduced pressure. The residue was purified by biotage flash chromatography using a 40+M column and a 0 to 20% EtOAc in hexanes gradient. The product, 4-bromo-2-(1,3-dioxolan-2-yl)thiazole (5.1 g, 21.60 mmol, 94% yield), was collected as a light-yellow oil. To a solution of 4-bromo-2-(1,3-dioxolan-2-yl)thiazole (5.09 g, 21.56 mmol) in Toluene (100 ml) was added Hexamethylditin (10 g, 30.5 mmol) followed by Tetrakis (2.491 g, 2.156 mmol). The mixture was attached to a reflux condenser, and was flushed with N2. The mixture was heated to 100 C. for 4 h. The mixture was cooled to rt, and was loaded onto a 40+M biotage cartridge that was pre-saturated with hexanes with 0.1% Et3N. The desired product was purified using a 0-20% EtOAc in hexanes with 0.1% Et3N gradient. After concentrating in vacuo, the product, 2-(1,3-dioxolan-2-yl)-4-(trimethylstannyl)thiazole (4.64 g, 14.50 mmol, 67.3% yield), was isolated as a light-yellow oil. LCMS: m/e 322.0 (M+H)+, ret time 2.23 min (method 7); 1H NMR (500 MHz, CDCl3) delta ppm 7.39 (s, 1H) 6.20 (s, 1H) 4.03-4.20 (m, 4H) 0.27-0.42 (m, 9H)., 167366-05-4

As the paragraph descriping shows that 167366-05-4 is playing an increasingly important role.

Reference：
Patent; Bristol-Myers Squibb Company; US2007/249579; (2007); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

14542-13-3, 2-Methoxythiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 2-methoxythiazole ( 5 g, 43.4 mmol) in tetrahydrofuran(THF) (50 mL) was added n-BuLi (35.3 mL, 56.4 mmol) and the contents stirred at -78 C.After 15 min, tributylchlorostannane (14.13 mL, 52.1 mmol) was added and the mixturestirred with warming to room temperature over a 3 h period. The reaction mixture wasquenched with water (20 mL) and the contents extracted with ether (25 mL ). The organic layer was separated and dried over anhydrous sodium sulphate, filtered, and the filtrateconcentrated in vacuo to afford the crude product (6 g). The crude product was purified bysilica gel column chromatography (eluent: 2% EtOAc/Hexane) to afford 2-methoxy-5-(tributylstannyl)thiazole (4 g, 22%) as yellow liquid. 1H NMR (400 MHz, CDCl3-d3) 8ppm 0.90-0.98 (m, 9H), 1.05-1.15 (m, 6H),1.30-1.40 (m, 6H), 1.50-1.65 (m, 6H), 4.04 (s, 3H), 7.03 (s, 1H). LCMS(ES) [M+Ht 405.99., 14542-13-3

14542-13-3 2-Methoxythiazole 575451, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; GLAXOSMITHKLINE LLC; BURGESS, Joelle, Lorraine; DUQUENNE, Celine; KNIGHT, Steven, David; MILLER, William, Henry; NEWLANDER, Kenneth, Allen; VERMA, Sharad, Kumar; WO2013/173441; (2013); A2;,
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.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: tert-butyl (2S,3R)-3-hydroxy-4-(isobutylamino)-1-phenylbutan-2-ylcarbamate (6) (31.0 g) in dichloromethane was added to a solution of benzothiazole-6-carboxylic acid (1.05 eq), triethylamine (1.5 eq) and HATU (2-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate, 1.05 eq) in dichloromethane (500 mL). The reaction mixture was stirred at room temperature overnight. Water was added and the phases were separated. The organic phase was three times washed with a saturated aqueous Na2CO3 solution, brine, dried with MgSO4 and concentrated under reduced pressure. The residue was purified by column chromatography (eluent: dichloromethane dichloromethane / methanol 95:5) to afford compound 8 quantitative.

3622-35-3, The synthetic route of 3622-35-3 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Jonckers, Tim H.M.; Rouan, Marie-Claude; Hache, Geerwin; Schepens, Wim; Hallenberger, Sabine; Baumeister, Judith; Sasaki, Jennifer C.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 15; (2012); p. 4998 – 5002;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

1011-40-1, 2-Phenylthiazole-5-carbaldehyde is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-phenyl-thiazole-5-carbaldehyde 41 (Silberg A. et al. Chem. Ber. 1964, 97, 1684-1687) (3.1 g, 16.4 mmol) was treated with malonic acid (2.4 g, 23.0 mmol), pyridine (3 mL) and piperidine (0.16 mL) and the mixture was heated at reflux for 6 hours before being cooled to room temperature. The mixture was then poured into water (50 mL) with stirring. The resulted yellow solid 42 was filtered, washed with water and air-dried (2.45 g). 1H NMR (400 MHz, d6-DMSO) delta: 6.25 (d, J=15.7 Hz, 1H), 7.53 (m, 3H), 7.78 (d, J=15.7 Hz, 1H), 7.97 (m, 2H), 8.23 (s, 1H).

1011-40-1, 1011-40-1 2-Phenylthiazole-5-carbaldehyde 2763706, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; Tularik Inc.; US2004/97485; (2004); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

31785-05-4, Ethyl 5-amino-2-methylthiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 127; 5-Amino-2-methyl-thiazole-4-carboxylic acid (3-chloro-phenyl)-amide; The title compound was prepared as described in scheme 6. A) A solution of 5-amino-2-methyl-thiazole-4-carboxylic acid ethyl ester (prepared as described in example 105, step A) (0.10 g, 0.54 mmol) in THF (2.5 ml) was treated with dimethylaminopyridine (DMAP) and di-tert-butyl dicarbonate (Boc2O). The mixture was irradiated in a microwave oven at 100 C. for 10 min, then the solvent was evaporated. The residue was purified by flash chromatography (heptane/ethyl acetate) yielding 2-tert-butoxycarbonylamino-5-methyl-thiophene-3-carboxylic acid ethyl ester (0.11 g, 70%) as a yellow oil; B) 5-Amino-2-methyl-thiazole-4-carboxylic acid ethyl ester (0.40 g, 2.15 mmol) was dissolved in 20 ml dry THF. Di-tert.-butyl dicarbonate (0.526 g, 4.41 mmol) and 4-(N,N-dimethylamino)pyridine (0.036 g, 0.3 mmol) were added and the reaction mixture was stirred at 70 C. overnight. The solvent was evaporated, the residue taken up in 20 mL saturated sodium bicarbonate solution and extracted three times with ethyl acetate (30 mL each). The organic phases were pooled, dried with sodium sulfate and evaporated. The crude product was flash-chromatographed on silica gel with heptane/ethyl acetate 100:0?0:100 gradient to yield 5-tert-butoxycarbonylamino-2-methyl-thiazole-4-carboxylic acid ethyl ester as a light yellow solid (0.553 g, 90%)

31785-05-4, 31785-05-4 Ethyl 5-amino-2-methylthiazole-4-carboxylate 13329095, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; Buettelmann, Bernd; Ceccarelli, Simona Maria; Jaeschke, Georg; Kolczewski, Sabine; Porter, Richard Hugh Philip; Vieira, Eric; US2006/160857; (2006); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

2346-00-1, 2-Methyl-4,5-dihydrothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 2 3-Methyl-2- [(3-methyl-2-thiazolidinylidene)-methyl]-5-phenylbenzoxazolium iodide A mixture of 2-(methylthio)-5-phenylbenzoxazole (14.5 g), 4,5-dihydro-2-methylthiazole (4.75 g), and methyl p-toluenesulphonate (28.0 g) was heated at 140C for four hours. Pyridine (50 ml) was added, and the mixture was refluxed for 40 minutes. The resulting solution was cooled and treated with water (100 ml), and the solid which separated was filtered off. The filtrate was treated with sodium iodide (30 g) and concentrated hydrochloric acid (50 ml). The precipitate was filtered off, washed with water, dried, warmed with toluene, and refiltered; it was finally crystallized from methanol to yield the product as pale yellow crystals, m.p. 262 – 264 C., 2346-00-1

The synthetic route of 2346-00-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ILFORD Limited; EP324717; (1989); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

64987-16-2,64987-16-2, Methyl 2-(2-aminothiazol-4-yl)acetate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of di-tert-butyl dicarbonate (279 mg, 1.28 mmol) in toluene (3 ml) was added a vessel containing methyl 2-(2-aminothiazol-4-yl)acetate (200 mg, 1.16mmol), the reaction mixture was heated at 85 C for 24h. LCMS showed that the desired product was detected, the mixture was concentrated to give the residue, the residue was purified by a standard method to give the desired product. LC-MS : m/z (M+H)= 273.3

As the paragraph descriping shows that 64987-16-2 is playing an increasingly important role.

Reference：
Patent; AGIOS PHARMACEUTICALS, INC.; LEMIEUX, Rene M.; CHEN, Yongsheng; WO2014/79136; (2014); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

14190-59-1, Thiazole-2-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 37 { (S)-3- [3- (4-Fluoro-phenyl)-l, 2, 4-oxadiazol-5-yl]-piperidin-1-yl}-thiazol-2-yl- methanone The compound was prepared following the procedure described in the Example 36, using 2-thiazolecarboxylic acid as the acid of choice and S-3- [3- (4-fluoro-phenyl)- [1, 2,4] oxadiazol-5-yl] -piperidine hydrochloride (prepared as described in the Example 12). Yield: 55 percent (off-white powder); mp=94-95°C ; [a] D20 = +127° (c=0. 9, CHCl3) ; LCMS (Tr): 5.54 min (Method A); MS (ES+) gave m/z : 359. 1. H-NMR (CDC13, 300 MHz), 8 (ppm): 8.05 (m br, 2H); 7. 89 (m br, 1H); 7.53 (m br, 1H); 7.15 (dd, 2H); 5.41, 4.94, 4.38, 4.04 and 3.44 (m br, 3H); 3.34 (m br, 2H); 2.36 (m, 1H); 2.13-1. 92 (m br, 2H); 1.78 (m, 1H).

14190-59-1, The synthetic route of 14190-59-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ADDEX PHARMACEUTICALS SA; WO2005/44797; (2005); A1;,
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.14527-43-6,Ethyl thiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

Methyl Iodide (140?mL, 2.25?mol, 5.0 equiv) was dissolved in Et2O (450?mL) and added dropwise to Mg turnings (54.3?g, 2.25?mol, 5.0 equiv) under a constant flow of nitrogen. When all magnesium dissolves ester 13 (70.24?g, 447?mmol) in Et2O (450?mL) was added dropwise. The reaction mixture was left overnight and resulted suspension was carefully (very exothermic + gas evolution.) was poured into saturated aqueous NH4Cl (~2?L). The resulted solution was extracted with Et2O (3?*?200?mL). The combined organic layers were dried over Na2SO4 and evaporated to give the pure compound. M?=?48.26?g. Yield?=?75%. 1H NMR: (CDCl3, 400?MHz) delta?=?1.61 (s, 6?H), 3.27 (br. s, 1?H), 7.17 (d, J?=?2.0?Hz, 1?H), 8.73 (d, J?=?1.8?Hz, 1?H). 13C NMR: (CDCl3, 100?MHz) delta?=?30.2 (2C), 71.2, 77.2, 111.6, 152.9, 165.0., 14527-43-6

The synthetic route of 14527-43-6 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Curreli, Francesca; Belov, Dmitry S.; Kwon, Young Do; Ramesh, Ranjith; Furimsky, Anna M.; O’Loughlin, Kathleen; Byrge, Patricia C.; Iyer, Lalitha V.; Mirsalis, Jon C.; Kurkin, Alexander V.; Altieri, Andrea; Debnath, Asim K.; European Journal of Medicinal Chemistry; vol. 154; (2018); p. 367 – 391;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica