Heterocyclic Building Blocks-Thiazole

74370-93-7, 4-(tert-Butyl)thiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,74370-93-7

Into a Vial was added the 6-Chloro-pyridine-3-sulfonic thiazol-2-ylamide (35 mg, 0.00013 mol), Sodium tert-butoxide (36 mg, 0.00038 mol), 9,9-DIMETHYL-4,5-BIS(DIPHENYLPHOSPHINO)XANTHENE (8.8 mg, 0.000015 mol), Tris(dibenzylideneacetone)dipalladium(0) (4.6 mg, 0.0000051 mol), 2-AMINO-4-(4-CHLOROPHENYL)THIAZOLE and the de-gased anhydrous 1,4-Dioxane (1.7 mL, 0.022 mol). The reaction mixture was heated at 150 C. for 1 h in microwave. The reaction mixture was filtered through celite and the filtrate was concentrated to give the crude product that was purified on Gilson (semi-prep, reverse phase, Phenomenex 100¡Á21.2 mm 10 micron C18 column, 20 mL/min, Gradient 85% A to 100% B over 25 min. Solvent A: 7800 water/200 acetonitrile/8 TFA. Solvent B: 7200 acetonitrile/800 water/8 TFA). Fractions were checked by LC/MS and then dried on a lyophilizer to give the desired product as TFA salt (yellow powder).

The synthetic route of 74370-93-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Icagen; US2009/23740; (2009); 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.74537-49-8,2-(Methylthio)benzo[d]thiazol-6-ol,as a common compound, the synthetic route is as follows.,74537-49-8

Step 1. Preparation of 6-(2-chloropyridin-4-yloxy)-2-(methylthio)benzo[d]thiazole To the mixture of 2-(methylthio)benzo[d]thiazol-6-ol (1 g, 5.08 mmol) and cesium carbonate (4.55 g, 14 mmol) in 15 ml of NMP was added 2-chloro-4-fluoropyridine (1.32 mg, 10 mmol). The reaction mixture was stirred at 55 C. for overnight. The reaction mixture was poured into 80 ml of aq. saturated NaHCO3 and extracted with ethyl acetate (2*150 ml). The combined organic layers were washed with aq. 0.1M NaHSO4 (60 ml), water (2*60 ml) and brine (60 ml), then dried over MgSO4, filtered and evaporated in vacuo to give 6-(2-chloropyridin-4-yloxy)-2-(methylthio)benzo[d]thiazole (1.72 g) as brown oil that carried on to next step without purification. ES/MS m/z 308.9 (MH+).

The synthetic route of 74537-49-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Novartis AG; US2008/45528; (2008); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

768-11-6, 5-Bromobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,768-11-6

At room temperature, the iodobenzene (0.4mmol, 1 equiv), selenium (1.2mmol, 3 equiv), 5 – bromo and thiazole (0.8mmol, 2 equiv), CuO (0.04mmol), cesium carbonate (1.2mmol, 3 equiv) is added to the reaction tube, and then the nitrogen, and replace the three times, the reaction environment under nitrogen, then adding the reaction solvent 2 ml DMI, in the 140 C the reaction temperature under stirring 24h. By thin-layer chromatographic monitoring after the reaction, the reaction mixture is cooled, then adding ethyl acetate dilution, the diluted solution in the transfer to the separatory funnel, saturated salt water for extraction, the aqueous phase and the organic phase separated, then the ethyl acetate extract the aqueous phase 3 times, merge all organic phase (namely the saturated salt water extraction and separation of the organic phase and the ethyl acetate extraction and separation of the organic phase), adding 5g anhydrous sodium sulfate, stirring 5 minutes after the filtering, the filter cake washing 3 times, for each time 5 ml ethyl acetate wash, then evaporate the solvent, column chromatography (petroleum ether and ethyl ether volume ratio 100:1 mixture as eluant, silica gel as 300 – 400 mesh silica gel) product is obtained after the 5 – bromo -2 – (benzene selenium) benzothiazole, white solid, yield 88%.

The synthetic route of 768-11-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Wenzhou University; Liu, Miaocheng; Gao, Chao; Gao, Wenxia; Chen, Jiuxi; Huang, Xiaobo; Wu, Huayue; (16 pag.)CN106565629; (2017); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

769-20-0, 6-Amino-7-bromobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,769-20-0

Example 30; 7-Bromo-benzothiazoleSodium nitrite (0.229 g, 3.3 mmol) was added to a solution of 7-bromo-benzothiazol-6-ylamine (0.380 g, 1.66 mmol, described in WO 97/31636) in sulfuric acid (10 mL) and the resulting mixture was stirred at room temperature for 20 min. Hypophosphorous acid (10 mL) was added and the mixture was heated at 50 C. overnight. The pH was adjusted to 9-10 by addition of sodium carbonate, and the crude product was removed by filtration and washed with water. Purification by prep-HPLC gave 0.265 g (75% yield) of the title compound as a white solid: LC-MS (EI) m/z 213 (M++1).

The synthetic route of 769-20-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AstraZeneca AB; US2011/98292; (2011); 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.7709-58-2,4-(Chloromethyl)thiazole hydrochloride,as a common compound, the synthetic route is as follows.,7709-58-2

Reference Example 5 6,7,8-Trifluoro-1-(4-thiazolylmethyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid 1.5 g of ethyl 6,7,8-trifluoro-4-hydroxyquinoline-3-carboxylate was dissolved in 30 ml of DMF, and 0.43 g of 60% oily sodium hydride was added, followed by stirring at 80 C. in a nitrogen gas stream for 20 minutes. To this solution, 1.9 g of 4-chloromethylthiazole hydrochloride was added, followed by stirring at constant temperature for 15 hours, after which the reaction mixture was concentrated to dryness. The residue was dissolved in CHCl3; the organic layer was washed with water and dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate=1:2) to yield 0.46 g of ethyl 6,7,8-trifluoro-1-(4-thiazolylmethyl)-1,4-dihydro-4-oxoquinoline-3-carboxylate as a colorless powder.

The synthetic route of 7709-58-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Takeda Chemical Industries, Ltd.; US5519024; (1996); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

41731-83-3, Ethyl 2-bromothiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 5; (R)-2-(2-(1-(4-(1-hydroxyhexyl)phenyl)-5-oxopyrrolidin-2-yl)ethylthio)thiazole-5-carboxylic acid (22); Step 1. Conversion of 10 to 20Ethyl 2-bromothiazole-5-carboxylate (15 muL, 0.10 mmol), tributylphosphine (5 muL, 0.02 mmol), and potassium carbonate (20 mg, 0.15 mmol), were added sequentially to a solution of thioacetate 10 (crude from example 1, step 8, 45 mg, 0.094 mmol) in absolute EtOH (0.38 mL). After stirring overnight at room temperature, the volatiles were removed under a stream of nitrogen. The resulting residue was suspended in EtOAc and then decanted and concentrated in vacuo. The crude residue was purified on 4 g silica (hexanes?EtOAc, gradient) to afford 55 mg (99%) of 20.

As the paragraph descriping shows that 41731-83-3 is playing an increasingly important role.

Reference£º
Patent; Allergan, Inc.; US2008/269498; (2008); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

10200-59-6, 2-Thiazolecarboxaldehyde is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 6-[4-(methylsulfonyl)phenyl]-5-phenyl-4-piperazin-1-yl-2-(trifluoromethyl)pyrimidine (0.2 g, 0.43 mmol, prepared according to the procedure described in preparation 2) in dichloroethane (25 ml) was added thiazole-2-carboxaldehyde (0.144 g, 1.3 mmol) under stirring at 37¡ã C. After five minutes, sodium triacetoxy borohydride (0.364 g, 1.72 mmol) was added to reaction mixture and then after 10 minutes, acetic acid (0.1 ml) was added to it. The reaction mixture was stirred for 36 hours under the same conditions. Subsequently the reaction mixture was treated with ethyl acetate:water (1:1, 100 ml) and extracted with ethyl acetate (50 ml*3). The organic layer was washed with brine (100 ml) and dried over anhydrous sodium sulphate. The solid obtained upon evaporation was purified by column chromatography using methanol:dichloromethane (0.5:99.5) as an eluent to afford the title compound (0.1 g, yield 45.6percent). 1H-NMR (CDCl3) delta: 0.88-0.89 (m, 2H), 1.25-1.28 (t, 2H), 1.33-1.38 (t, 2H), 2.85 (s, 6H), 2.97 (s, 3H), 7.04-7.74 (m, 9H). MS m/z: 544.59 (M++1).

10200-59-6 2-Thiazolecarboxaldehyde 2734903, athiazole compound, is more and more widely used in various.

Reference£º
Patent; ORCHID RESEARCH LABORATORIES LIMITED.; US2007/167413; (2007); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

2516-40-7, 2-Bromobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-Chlorobenzothiazole(169 mg, 1 mmol) and EtOH (5 ml), and 3-fluoro-4-hydroxyaniline (127 mg, 1 mmol) was dissolved in and p-TsOH*H2O (30.4 mg, 0.1 mmol) was added and the mixture was stirred for 4 hours at 80 ¡ã C. After checking the completion of the reaction, then cooled at room temperature, then evaporated under reducedpressure to remove the solvent. The concentrated residue was extracted with ethyl acetate (5 ml) and water (3 x 3ml). The extractedorganic layer was filtered and then dried over anhydrous magnesium sulfate, the reduced pressure of the filtrate was evaporated,and purified by column chromatography, and diluted with an equal volume of HCl solution and dried. As a result, 4-(benzo[d]thiazol-2-ylamino)-2-fluorophenol was obtained (222 mg, 75percent yield).

The synthetic route of 2516-40-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Gyeonggi Science & Technology Agency; Koo, Jin Moh; Jung, Kwi Wan; Kim, Soo Mi; Park, Jong Hyun; Noh, Jae Sung; Lee, Jung Heon; Park, Sun Min; Jung, Dae Yeon; Lee, Kwang Nyung; Choe, Joo Hyung; (36 pag.)KR101659952; (2016); B1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

64987-08-2, Ethyl 2-(2-aminothiazol-4-yl)-2-oxoacetate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 96 {2-[2-(3-Chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-propionylamino]-thiazol-4-yl}-oxo-acetic acid ethyl ester A solution of triphenylphosphine (238 mg, 0.91 mmol) in methylene chloride (10 mL) was cooled to 0 C. and then treated with N-bromosuccinimide (183 mg, 1.03 mmol). The reaction mixture was stirred at 0 C. until it was completely dissolved and became light purple in color. The reaction mixture was then treated with 2-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-propionic acid (prepared as in Example 92, 200 mg, 0.61 mmol) and stirred at 0 C. for 20 min and then warmed to 25 C. where it was stirred for 30 min. After such time, the reaction mixture was treated with 2-(aminothiazol-4-yl)-oxo-acetic acid ethyl ester (182 mg, 0.91 mmol) and pyridine (0.088 mL, 1.09 mmol), and the reaction mixture was stirred at 25 C. for 16 h. The reaction was then diluted with water (10 mL) and then extracted with methylene chloride (3*15 mL). The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 75/25 hexanes/ethyl acetate) afforded {2-[2-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-propionylamino]-thiazol-4-yl}-oxo-acetic acid ethyl ester (208 mg, 67%) as a clear colorless oil: EI-HRMS m/e calcd for C22H25ClN2O6S2 (M+) 513.0921, found 513.0919.

As the paragraph descriping shows that 64987-08-2 is playing an increasingly important role.

Reference£º
Patent; Hoffman-La Roche Inc.; US6610846; (2003); B1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica