Heterocyclic Building Blocks-Thiazole

161798-01-2, Ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example – 1: Preparation of Ethyl-2-(3-cyano-4-isobutoxy phenyl)-4-methyI thiozole -5-carboxylateA mixture of 10. Og of Ethyl -2-(3-formyl-4-hydroxy phenyl)-4-methyl thiozole -5- carboxylate and 2.85 g of hydroxylamine hydrochloride were stirred for 30 minutes in 40 g of Dimethyl sulfoxide. To this reaction mixture 3.3 grams of acetyl chloride was added and stirred at 70 -80¡ãC for 2-3 hours. Reaction mass was cooled to room temperature and to this 19 g of potassium carbonate and 19 g of isobutyl bromide was added successively. The reaction mass was stirred for 5 hours at 70-80¡ãC. Reaction mass was diluted with 200 ml of purified water. The reaction mass was filtered and washed with purified water to give 10.0 g of Ethyl-2-(3-cyano-4-isobutoxy phenyl)-4-methyl thiozole -5-carboxyltae (yield 84.0percent), 161798-01-2

As the paragraph descriping shows that 161798-01-2 is playing an increasingly important role.

Reference£º
Patent; MATRIX LABORATORIES LTD; VELLENKI, Siva Rama Prasad; ARABINDA, Sahu; RAAVI, Satyanarayana; NUCHU, Ravi; DANDALA, Ramesh; WO2012/66561; (2012); 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.405939-39-1,tert-Butyl (5-bromothiazol-2-yl)carbamate,as a common compound, the synthetic route is as follows.

Example 18, Step F[00180] To (i-Pr)2NH (59.7 g, 0.591 mol) in THF (250 mL) at 0C was added n-BuLi (236 mL, 2.5 M, 0.591 mol) was added slowly. The reaction mixture was stirred for 20 mins after which a THF solution of compound 15_2 (50 g, 0.179 mol) was slowly added to the reaction mixture with continued stirring. The mixture was stirred for 30 mins at 0C and then DMF (43.1 g, 0.591 mol) added. The mixture was stirred for 12 hrs at r.t. and diluted with EtOAc and water. The organic layer was separated, washed with brine, dried over Na2S04 and concentrated in vacuo. The residue was purified by silica chromatography to give compound 18_1 (35 g, 64%) as a white solid. [00181] This compound was characterized by proton NMR (1HNMR) in accordance with the procedures described herein. Proton NMR yielded the following results: 1H NMR (DMSO-d6, 400MHz): delta 9.73(s, 1 H); 1.47(s, 9H)., 405939-39-1

The synthetic route of 405939-39-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ADDEX PHARMA S.A.; LIVERTON, Nigel, J.; BOLEA, Christelle; CELANIRE, Sylvain; YUNFU, Luo; WO2012/8999; (2012); 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.20485-41-0,4-Methylthiazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 144N-((ls,4s)-4-(2-(4′-(((3S,5R)-3,5-dimethylpiperazin-l-yl)methyl)-2′- (morpholinomethyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-4- methylthiazole-2-carboxamide EDCI (0.021 g, 0.11 mmol) was added to a solution of 4-methylthiazole-2-carboxylic acid (0.016 g, 0.11 mmol) and lH-benzo[d][l,2,3]triazol-l-ol hydrate (0.017 g, 0.11 mmol) in THF (2 mL) and stirred for 10 min. A solution of N-((ls,4s)-4-aminocyclohexyl)-2-(4′- (((3S,5R)-3,5-dimethylpiperazin-l-yl)methyl)-2′-(morpholinomethyl)biphenyl-3-yloxy)-5- fluoronicotinamide (0.075 g, 0.10 mmol) and triethylamine (0.042 mL, 0.30 mmol) in DMF (2 mL) was then added and the reaction stirred for 20 h. The reaction was diluted with 10percent 2M HCl/MeCN (1 mL) and purified by reverse phase HPLC with aqTFA/MeOH as eluent to afford the title compound as a white solid. Yield: 70 mg1H NMR (400 MHz, CD3OD) delta 8.14 (d, J= 2.9 Hz, IH), 8.04 (m, IH), 7.74 (m, IH), 7.58 (t, J= 7.9 Hz, IH), 7.51 (m, IH), 7.38 (m, 2H), 7.32 (m, IH), 7.20 (m, IH), 7.16 (m, IH), 4.43 (s, 2H), 4.12 (m, IH), 3.98 (m, IH), 3.90 – 3.66 (m, 4H), 3.79 (s, 2H), 3.43 (m, 2H), 3.29 – 2.74 (m, 4H), 3.13 (m, 2H), 2.44 (s, 3H), 2.27 (t, J= 12.3 Hz, 2H), 1.93 – 1.74 (m, 8H), 1.29 (d, J= 6.6 Hz, 6H). MS: APCI (+ve):756 (M+l), 20485-41-0

20485-41-0 4-Methylthiazole-5-carboxylic acid 209805, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/144494; (2009); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

170961-15-6, tert-Butyl thiazol-2-ylcarbamate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: n-BuLi (2.5M in THF, 1.4equiv) was added drop wise to a mixture of compound 1a or 1b (1equiv) and aldehyde (1.2equiv) in THF (?20mL) at -78C for 2h. The reaction was quenched by adding a saturated aqueous solution of NH4Cl, extracted with EtOAc, washed with water and then brine. The organic phase was dried over anhydrous Na2SO4, evaporated, and the residue was purified by silica gel column chromatography

170961-15-6, As the paragraph descriping shows that 170961-15-6 is playing an increasingly important role.

Reference£º
Article; Khalil, Ahmed; Edwards, Jessica A.; Rappleye, Chad A.; Tjarks, Werner; Bioorganic and Medicinal Chemistry; vol. 23; 3; (2015); p. 532 – 547;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

161798-01-2, Ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example – 1: Preparation of Ethyl-2-(3-cyano-4-isobutoxy phenyl)-4-methyI thiozole -5-carboxylateA mixture of 10. Og of Ethyl -2-(3-formyl-4-hydroxy phenyl)-4-methyl thiozole -5- carboxylate and 2.85 g of hydroxylamine hydrochloride were stirred for 30 minutes in 40 g of Dimethyl sulfoxide. To this reaction mixture 3.3 grams of acetyl chloride was added and stirred at 70 -80¡ãC for 2-3 hours. Reaction mass was cooled to room temperature and to this 19 g of potassium carbonate and 19 g of isobutyl bromide was added successively. The reaction mass was stirred for 5 hours at 70-80¡ãC. Reaction mass was diluted with 200 ml of purified water. The reaction mass was filtered and washed with purified water to give 10.0 g of Ethyl-2-(3-cyano-4-isobutoxy phenyl)-4-methyl thiozole -5-carboxyltae (yield 84.0percent)

161798-01-2, 161798-01-2 Ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate 135404723, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; MATRIX LABORATORIES LTD; VELLENKI, Siva Rama Prasad; ARABINDA, Sahu; RAAVI, Satyanarayana; NUCHU, Ravi; DANDALA, Ramesh; WO2012/66561; (2012); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

67899-00-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.67899-00-7,2-Amino-4-methylthiazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

To 4 mL of DMF were added 0.50 g of 2-amino-4- methylthiazole-5-carboxylic acid, 0.56 g of 1- hydroxybenzotriazole, 0.80 g of WSC and 0.47 g of cyclohexylmethylamine, and the mixture was stirred at 1000C for 2 hours. The reaction mixture was allowed to stand and cooled to about room temperature, added to an aqueous saturated sodium bicarbonate solution, and extracted with ethyl acetate. The organic layer was washed successively with water and saturated brine, then dried over magnesium sulfate, and concentrated under reduced pressure. The resultant residue was subjected to silica gel column chromatography to obtain 0.58 g of N-cyclohexylmethyl-2- amino-4-methylthiazole-5-carboxamide (hereinafter referred to as “the present compound (2)”) . The present compound (2) 1H-NMR (CDCl3) delta: 0.91-1.30 (5H, m) , 1.49-1.76 (6H, m) , 2.49 (3H, s), 3.22 (2H, t, J = 6.4 Hz), 5.28 (2H, br s), 5.54 (IH, br s) .

67899-00-7 2-Amino-4-methylthiazole-5-carboxylic acid 832243, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2009/66790; (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.886361-30-4,Methyl 2-amino-5-(4-fluorophenyl)thiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of P-29 (1g, 3.96mmol) in pyridine (10 mL) was added methanesulfonyl chloride (0.62mL, 7.92mmol) and the resulting mixture was stuffed at 60C over night. Reaction mixture was then brought to room temperature and pyridine was evaporated under reduced pressure. The residue was dissolved in ethyl acetate and washed with saturated aq. sodium bicarbonate, water and brine. Organic layer was dried with anhydrous sodium sulfate, filtered and concentrated. The residue was purified by flash chromatography (hexanes/ethyl acetate) to afford 1g (77%) of product 12. To a stuffed suspension of intermediate 2 (1g, 3mmol) was added 2M LiOH in dioxane (7.5mL, 3mmol) and the solution was stirred for 2h at 40C. The reaction mixture was then gradually acidified with 1N HCl. Diluted with water and extracted with ethyl acetate. Organic layer was washed with brine and dried with anhydrous sodium sulfate. Filtration and evaporation of organic layer afforded 0.9g (94%) of the product S-29., 886361-30-4

886361-30-4 Methyl 2-amino-5-(4-fluorophenyl)thiazole-4-carboxylate 2782963, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; FLYNN, Gary, A.; WO2013/22766; (2013); 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.131748-91-9,2-Bromo-5-(bromomethyl)thiazole,as a common compound, the synthetic route is as follows.

REFERENCE EXAMPLE 9 To a mixture of 1.85g of potassium phthalimide and 20ml of dry DMF were added 2.57g of 2-bromo-5-(bromomethyl)thiazole by portions at room temperature, taking for 20 minutes, followed by stirring for an hour. An insoluble substance was removed by filtration and the filtrate was concentrated. To the residue were added 30ml of ethanol to which 0.60g of hydrazine hydrate were dropwise added within 2 minutes in an oil bath of 20 C. The reaction mixture was refluxed for an hour and concentrated. After adding 20ml of water and 10ml of conc. hydrobromic acid, the mixture was further refluxed for 30 minutes. After cooling, the mixture was neutralized with 20% aqueous sodium hydroxide solution and concentrated. To the residue were 50ml of acetonitrile, and an insoluble substance was removed by filtration. The filtrate was concentrated and the residue was purified by a column chromatography [developing solvent: dichloromethane-methanol (5:1)] to afford 0.76g of 5-(aminomethyl)-2-bromothiazole as a brown oil. 1 H-NMR(CDCl3) 1.59(2H,s), 4.06(2H,d,J=1.2Hz), 7.40(1H,t,J=1.2Hz)., 131748-91-9

As the paragraph descriping shows that 131748-91-9 is playing an increasingly important role.

Reference£º
Patent; Takeda Chemical Industries, Ltd.; US5034404; (1991); A;,
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.3034-55-7,5-Bromothiazole,as a common compound, the synthetic route is as follows.

Svnthesis 32 2-Chlor -3-thiazol-5-yl-pyridine To a degassed suspension of 5-bromothiazole (3 mmol, 0.5 g) and 2-chloro-3-(4, 4,5,5- tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-pyridine (3 mmol, 0.73 g) in 1 ,4-dioxane (14 mL) water (6 mL) was added potassium carbonate (9 mmol, 1.25 g) and bis(triphenylphenylphospine) palladium (II) dichloride (0.15 mmol, 0.10 g). The mixture was heated in a microwave reactor at 120 C for 15 minutes. The mixture was purified by flash chromatography using a gradient elution of 0-100% ethyl acetate/cyclohexane. The solvent was removed by evaporation under reduced pressure to yield the title compound as a low-melting point colourless solid. Yield: 0.42 g, 72%. LCMS, analytical method 1 , TR= 3.37 mins, 95%, M+H=197. H NMR (300 MHz, CDCIs) delta: 8.92 (1 H, s), 8.42 (1 H, d), 8.15 (1 H, s), 7.85 (1 H, d), 7.35 (1 H, m)., 3034-55-7

The synthetic route of 3034-55-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CHARLES, Mark David; BROOKFIELD, Joanna Lola; EKWURU, Chukuemeka Tennyson; STOCKLEY, Martin Lee; WO2015/25172; (2015); 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.3622-23-9,2,6-Dichloro-1,3-benzothiazole,as a common compound, the synthetic route is as follows.

EXAMPLE 4 4-{4′-[(6-Chloro-1,3-benzothiazol-2-yl)amino]-1,1′-biphenyl-4-yl}-4-oxo-2-(2-phenylethyl)butanoic acid This compound was prepared from methyl 4-(4′-amino-1,1′-biphenyl-4-yl)-4-oxo-2-(2-phenylethyl)butanoate (78 mg, 0.20 mmol), 2,6-dichloro-1,3-benzothiazole (61.6 mg, 0.30 mmol) in a similar manner to the method described for 4-[4′-(1,3-benzothiazol-2-ylamino)-1,1′-biphenyl-4-yl]-2,2-dimethyl-4-oxobutanoic acid, providing 26.7 mg (25%) of the desired product. 1H NMR (400 MHz, DMSO-d6) delta 10.80 (br s, 1H), 7.75-8.05 (m, 9H), 7.60 (d, 1H), 7.10-7.40 (m, 6H), 3.50 (q, 1H), 3.10 (m, 1H), 2.85 (m, 1H), 2.65 (m, 2H), 1.80 (m, 2H). LC-MS m/z 541.3 (MH+), ret. time 4.07 min.

3622-23-9, As the paragraph descriping shows that 3622-23-9 is playing an increasingly important role.

Reference£º
Patent; Bayer Pharmaceuticals Corporation; US2004/224997; (2004); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica