Heterocyclic Building Blocks-Thiazole

4175-76-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4175-76-2,2,4-Dichlorothiazole,as a common compound, the synthetic route is as follows.

Example 74 Preparation of 3-(4-Chloro-thiazole-2-yl)pyridine To a suspension of pyridin-3-ylboronic acid (3.87 g, 31.5 mmol) in toluene (120 mL) was added 2,4-dichlorothiazole (4.62 g, 30 mmol) followed by ethanol (60 mL) and a 2.0 M solution of K2CO3 (30.0 mL, 60.0 mmol). The solution was degassed by applying vacuum and then purging with nitrogen (3 times). To the reaction mixture was added tetrakis(triphenylphosphine)palladium (0) (1.733 g, 1.500 mmol) and the flask was heated at 95 C under nitrogen for 16 hours. The aqueous layer was removed and the organic layer was concentrated. The crude product was purified via silica gel chromatography (0-100% ethyl acetate/hexanes) to afford the title compound as a brown solid (4.6 g, 74%): mp 84-86 C; IR (KBr) 3092 cm-1; 1H NMR (400 MHz, CDCl3) delta 9.16 – 9.13 (m, 1H), 8.69 (dd, J = 4.8, 1.6 Hz, 1H), 8.23 (ddd, J = 8.0, 2.2, 1.7 Hz, 1H), 7.40 (ddd, J = 8.0, 4.8, 0.8 Hz, 1H), 7.16 (s, 1H).

The synthetic route of 4175-76-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Dow AgroSciences, LLC; Trullinger, Tony; Hunter, Ricky; Garizi, Negar; Yap, Maurice; Buysse, Ann; Pernich, Dan; Johnson, Timothy; Bryan, Kristy; Deamicis, Carl; Zhang, Yu; Niyaz, Noormohamed; McLeod, CaSandra; Ross, Ronald; Zhu, Yuanming; Johnson, Peter; Eckelbarger, Joseph; Parker, Marshall; EP2604268; (2015); B1;,
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405939-39-1, tert-Butyl (5-bromothiazol-2-yl)carbamate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 158 diisopropylamine (64mL, 446mmol) in 154 THF (100mL) was added dropwise 159 n-BuLi (2.5M, 173mL) under N2 atmosphere at 0C. After that a solution of 156 47 (40g, 143.9mmol) in THF (400mL) was added dropwise at 0C. The reaction mixture was stirred at the same temperature for 2h, and then quenched with sat. 160 NH4Cl (500mL) and extracted with ethyl acetate (3¡Á300mL). The combined organic layers were washed with brine (100mL) and dried over anhydrous Na2SO4. The organic layers were evaporated to dryness and the crude product was purified by silica gel flash chromatography (eluting with ethyl acetate in 74 petroleum ether 1-30%) to give the 20 title compound 48 as a white solid (31.2g, yield=78%). 1H NMR (400MHz, CDCl3) delta 8.05 (br, 1H), 6.78 (s, 1H), 1.56 (s, 9H); LC/MS (ESI, m/z) 222.98 [M+H-56]+.

405939-39-1, The synthetic route of 405939-39-1 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;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.100367-77-9,Ethyl 2-bromothiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

Step 3 : (2-bromothiazol-4-yl)methanolA solution of ethyl 2-bromothiazole-4-carboxylate (7.821 g, 33.13 mmol) in THF (100 mL) was cooled in an ice-bath and treated portionwise with lithium borohydride (1.083 g, 49.70 mmol). After 1 hour MeOH (1.614 g, 2.040 mL, 50.36 mmol) was added over a period of half an hour. The reaction was allowed to stir for 3 hours and then the solvent was concentrated in vacuo and the resultant residue was dissolved in EtOAc, washed with HCl (2x), saturated sodium bicarbonate, followed by brine, dried (Na2SO4), concentrated and purified by column chromatography (EtOAc/Petroleum ether 1: 1) to give the required product as a colorless oil (4.3Og, 67percent Yield). 1H NMR (CDCl3, 400 MHz) delta 2.51 (IH, m), 4.75 (2H, m), 7.19 (IH, s); MS (ES+) 195.96, 100367-77-9

100367-77-9 Ethyl 2-bromothiazole-4-carboxylate 353965, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; VERTEX PHARMACEUTICALS INCORPORATED; JIMENEZ, Juan-Miguel; COLLIER, Philip, N.; WO2010/129668; (2010); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55707-55-6,Di(2-thiazolyl)methanone,as a common compound, the synthetic route is as follows.

55707-55-6, General procedure: In a flame-dried apparatus and under argon atmosphere, a solution of cis-propenylbromide(0.425 mL, 0.005 mol) in anhydrous THF (30 mL) was added dropwise to magnesium turnings(0.005 mol) in THF (5.0 mL). After a gentle warming the Grignard formation was observed and thereaction was allowed until the magnesium was consumed. The resulting solution was withdrawn witha graduate syringe and a half amount was inserted in a dropping funnel and the other half in anotherone. Each funnel was connected with a flame-dried round-bottomed flask in which 0.00025 mol ofketone were dissolved in 5.0 mL of anhydrous THF and kept at -70 C. After about 15 min fromthe addition of the Grignard solution, the reaction was quenched with aqueous (NH4)2SO4 andextracted with diethyl ether. The organic layer was dried over anhydrous Na2SO4, and the solventwas removed after filtration. The reaction mixture was analyzed through 1H-NMR spectroscopy.The reaction products were recognized by comparison with literature data in case of reaction withbenzophenone [25] and with data obtained in experiments reported in Table 1, entries 5 and 6.

55707-55-6 Di(2-thiazolyl)methanone 13331906, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Boga, Carla; Bordoni, Silvia; Casarin, Lucia; Micheletti, Gabriele; Monari, Magda; Molecules; vol. 23; 1; (2018);,
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170235-26-4, Methyl 2-bromothiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of methyl 2-bromothiazole-4-carboxylate (0.20 g, 0.901 mmol) in THF (10 mL) was treated with morpholine (0.17 mL, 1.94 mmol) and re fluxed for 18 h. The reaction was then diluted with ethyl acetate and washed with sat. NaHC03 (lx), brine (lx) and dried over anhydrous magnesium sulfate, filtered and concentrated. The residue was purified by silica gel chromatography (2.5 x 10 cm, 50% AcOEt/CH2Cl2) to give the title material (0.192 g, 92%) as a yellow solid. 1H NMR (CDCl3, 400 MHz) delta ppm: 7.44 (s, 1H) 3.82 (s, 3H) 3.75 (m, 4H) 3.45 (m, 4H)., 170235-26-4

As the paragraph descriping shows that 170235-26-4 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; UNIVERSITE DE MONTREAL; BANVILLE, Jacques; REMILLARD, Roger; RUEDIGER, Edward H.; DEON, Daniel H.; GAGNON, Marc; DUBE, Laurence; GUY, Julia; PRIESTLEY, Eldon Scott; POSY, Shoshana L.; MAXWELL, Brad D.; WONG, Pancras C.; WO2013/163279; (2013); A1;,
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14527-41-4, 5-Thiazolecarboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Preparation 8 5-Fluoro-N-methoxy-N-methylthiophene-2-carboxamide To a stirred solution of 5-fluorothiophene-2-carboxylic acid (33.95 g, 232.3 mmol) in tetrahydrofuran (465 mL) at 0 C. under nitrogen is added N,O-dimethylhydroxylamine hydrochloride (45.32 g, 464.6 mmol), 1-hydroxybenzotriazole monohydrate (53.36 g, 348.5 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (89.1 g, 464.6 mmol), and diisopropylethylamine (162 mL, 929 mmol). The mixture is allowed to warm to room temperature over 18 hours. The mixture is diluted with water (500 mL) and extracted with ethyl acetate (500 mL). The aqueous phase is re-extracted twice with ethyl acetate (300 mL). The combined organic extracts are dried over sodium sulfate, filtered, and concentrated under reduced pressure. The liquid residue is purified by silica gel chromatography eluting with hexanes/ethyl acetate (3:1) to give the title compound (38.28 g, 87%) as a pale yellow liquid. ES/MS (m/e): 190 (M+H). The following compound is prepared essentially by the method of preparation 8 using the appropriate thiazole carboxylic acid.The following compound is prepared essentially by the method of preparation 8 using the appropriate thiazole carboxylic acid., 14527-41-4

As the paragraph descriping shows that 14527-41-4 is playing an increasingly important role.

Reference£º
Patent; Eli Lilly and Company; BECK, James Peter; GREEN, Steven James; LOPEZ, Jose Eduardo; MATHES, Brian Michael; MERGOTT, Dustin James; PORTER, Warren Jaye; RANKOVIC, Zoran; SHI, Yuan; WATSON, Brian Morgan; WINNEROSKI, JR, Leonard Larry; US2013/261111; (2013); A1;,
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3034-52-4, 2-Chlorothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 53 Preparation of 2-chlorothiazole-5-carboxaldehyde (Prepared by the Literature Procedure: I. Sawhney and J. R. H. Wilson. J. Chem. Soc. Perkin Trans I, 1990, 329-331) To a solution of 2-chlorothiazole (see Example 51, 500 mg, 4.2 mmol) in distilled tetrahydrofuran (7 mL) at -78 C. was added n-butyllithium (2.5M solution in hexane, 4.5 mmol, 1.78 mL) slowly dropwise. After stirring 10 min at -78 C., N,N-dimethylformamide (5.4 mmol, 0.42 mL) was added and the reaction was warmed slowly to room temperature over 2 h. The reaction mixture was then poured slowly onto 2N hydrochloric acid solution (10 mL), stirred 5 min and then was made basic with 50% ammonium hydroxide solution. The water layer was extracted with dichloromethane (2*50 mL) and the combined organic layers were washed with brine (25 mL), dried (MgSO4), filtered and concentrated in vacuo. The residue was flash chromatographed (silica gel, 20% ethyl acetate in petroleum ether) to yield 2-chlorothiazole-5-carboxaldehyde (387 mg, 62% yield) as a yellow solid.

3034-52-4, As the paragraph descriping shows that 3034-52-4 is playing an increasingly important role.

Reference£º
Patent; Fotouhi, Nader; Gillespie, Paul; Guthrie, Robert William; Pietranico-Cole, Sherrie Lynn; Yun, Weiya; US2002/161237; (2002); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.106092-09-5,(S)-(-)-2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole,as a common compound, the synthetic route is as follows.

Weigh 1.5g of 2-methyl-3-oxopentanoic acid, 1.9g of (S) -2,6-diamino-4,5,6,7-tetrahydrobenzothiazole and 2.3g of triethylamine In a 100 mL single-necked flask, 20 mL DMF was added and stirred well followed by 5.2 g HBTU. The reaction system was stirred at room temperature for 3h. The reaction mixture was diluted with 50 mL of water and extracted three times with ethyl acetate. The organic phase was dried over anhydrous sodium sulfate. The resulting residue was purified by column chromatography to give 2.4 g of light yellow solid with a yield of 74.1%

106092-09-5, 106092-09-5 (S)-(-)-2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole 11521153, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Chengdu Beite Pharmaceutical Co., Ltd.; Liu Guanfeng; Huang Haoxi; Ren Junfeng; Wu Xiancai; Chen Tonghun; Li Yingfu; Su Zhonghai; (9 pag.)CN106749092; (2017); A;,
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Thiazole | chemical compound | Britannica

541-58-2, 2,4-Dimethylthiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,541-58-2

General procedure: Typically, (hetero)aryl bromide (1.0 mmol), thiazole derivatives(2.0 mmol), Pd-PEPPSI complexes (0.01e0.5 mol%), base (2 mmol),acid additive (0.3 mmol), and 3mL of DMAc solvent were addedinto a parallel reactor. After heating at 130 C for 4 h, the resultingmixture was cooled to room temperature. Subsequently, 25mL ofwater and 20 mL of dichloromethane were added into the reactor,and the mixture was stirred for another several minutes, followedby extraction three times with dichloromethane (3 x 5 mL). Theorganic layer was then combined, dried over anhydrous sodiumsulfate, filtered, and evaporated under reduced pressure to give thecrude products. The crude products were then purified by silica-gelcolumn chromatography using petroleum etheredichloromethane(15/1) as the eluent. The obtained pure products were characterizedby 1H NMR and 13C NMR spectroscopy, and the spectra can be foundin the Supporting Information. And the isolated yields of productswere obtained based on the amounts of (hetero)aryl bromides.

541-58-2 2,4-Dimethylthiazole 10934, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Ma, Bei-Bei; Lan, Xiao-Bing; Shen, Dong-Sheng; Liu, Feng-Shou; Xu, Chang; Journal of Organometallic Chemistry; vol. 897; (2019); p. 13 – 22;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3829-80-9,Methyl 2-amino-4-methylthiazole-5-carboxylate,as a common compound, the synthetic route is as follows.,3829-80-9

A mixture of bromoacetaldehyde diethyl acetal (29.3 mmol, 1.26eq) in water (200 mL) is treated dropwise with cone, hydrochloric acid (3.0 mL), stirred for 14h at RT and heated for additional 30 min at 800C. After cooling to RT NaHCO3 (37.9 mmol) is added carefully and the mixture is stirred for 2h and treated with 2-Amino-4-methyl-thiazole-5- carboxylic acid methyl ester (23.2 mmol, l.OOeq). After Ih dioxane (130 mL) is added and the mixture is stirred at RT for 30 min and at 1000C for 48h. The organic solvents are removed in vacuo and the mixture is extracted several times with DCM and chloroform. The combined organic layers are dried over Na2SO4 and concentrated in vacuo to give the desired ester which is used without further purification. LC-MS: tR = 0.55 min; [M+H]+ = 197.0.

As the paragraph descriping shows that 3829-80-9 is playing an increasingly important role.

Reference£º
Patent; ACTELION PHARMACEUTICALS LTD; WO2008/81399; (2008); A2;,
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