Heterocyclic Building Blocks-Thiazole

5398-36-7,5398-36-7, Ethyl 2-aminothiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of ethyl 2-aminothiazole-4-carboxylate (1 g, 6.35 mmol) in acetonitrile (10 mL) and THF (10 mL) was added to a solution of t-butyl nitrite (1.3 mL, 9.52 mmol) and CUCL2 (1 g, 7.6 mmol) in acetonitrile (10 mL) and THF (10 mL) at 23 C. The reaction mixture required heating at 65 C (TLC control: 40% EtOAc-hexane) after which the mixture was cooled to room temperature, partitioned between water and ethyl acetate, the organic phase concentrated in vacuo, and purified by preparative thin layer chromatography (SIO2, 20% EtOAc-hexane) to provide the chlorothiazole ethyl ester (424 mg). This ethyl ester was converted into its carboxylic acid under typical saponification conditions known to those skilled in the art, and the latter was converted into the corresponding aldehyde as described for Intermediate 6.

The synthetic route of 5398-36-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK & CO., INC.; WO2004/58702; (2004); 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.5198-86-7,(2-Bromothiazol-4-yl)methanol,as a common compound, the synthetic route is as follows.

5198-86-7, Step 4 : 2-bromo-4-(iodomethyl)thiazoleA cooled solution of 2-bromothiazol-4-yl)methanol (1.488 g, 7.668 mmol) , triphenylphosphine(3.016 g, 2.664 mL, 11.50 mmol) and 4H-imidazole (1.044 g, 15.34 mmol) in THF (20 mL) under nitrogen was treated with molecular iodine (2.919 g, 592.1 muL, 11.50 mmol) in one portion and the reaction maintained at this temperature. After 1 hour the reaction mixture was diluted with water and extracted with EtOAc. The organic layer was washed with 1percent sodium metabisulfite solution followed by brine and dried over MgSO4 The mixture was concentrated in vacuo and purified using column chromatography (3: 1 Petroleum ether/EtOAc) to give the pure product as a white solid (2.12g, 91percent Yield). 1H NMR (CDCl3, 400 MHz) delta 4.49 (2H, s), 7.22 (IH, s); MS (ES+)

As the paragraph descriping shows that 5198-86-7 is playing an increasingly important role.

Reference£º
Patent; VERTEX PHARMACEUTICALS INCORPORATED; JIMENEZ, Juan-Miguel; COLLIER, Philip, N.; WO2010/129668; (2010); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

141305-40-0, 4-Bromo-2-phenylthiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 221 mg of dichlorobis(triphenylphosphine)palladium, 60 mg of copper iodide, and 1.24 g of N-(3-butynyl)phthalimide were added 15 ml of tetrahydrofuran, 1.50 g of the 2-phenyl-4-bromothiazole obtained in the foregoing stage, and 3.8 ml of triethylamine in a nitrogen atmosphere, and the mixture was stirred under reflux for 4 hours. After the stifling, the reaction mixture was cooled to room temperature and the solids were filtered. After concentrating the filtrate, the residue was purified by column chromatography (Wakogel C-200; toluene:ethyl acetate=9:1) to give 1.24 g of a phthalimide compound

141305-40-0, The synthetic route of 141305-40-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SDS Biotech K.K.; Sakai, Masaaki; Matsumura, Tomoaki; Midorikawa, Satohiro; Nomoto, Takashi; Muraki, Tomoko; Katsuki, Ryutaro; US2013/296271; (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.22514-58-5,2-Bromobenzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

STEP A: 2-Bromo-6-benzothiazolecarboxylic acid (496.0 mg, 192 mmol) was suspended in dichloromethane (15 mL), cooled in ice bath, then treated with 2M oxalyl chloride in dichloromethane (2 mL, 4 mmol) and 1 drop of dimethylformamide. The resulting homogenous mixture was stirred for 3 h, then concentrated to a solid. The solid was dissolved in dichloromethane (20 mL), the resulting solution was cooled in an ice bath, then treated with diisopropylethylamine (0.45 mL, 2.58 mmol) and 4-aminoveratole (323.9 mg, 2.11 mmol). The resulting mixture was stirred overnight at room temperature, then diluted with dichloromethane, washed with water, washed with brine, dried over sodium sulfate, filtered and concentrated to yield 2-bromo-N-(3,4-dimethoxyphenyl)benzo[d]thiazole-6-carboxamide as a brown solid. 1HNMR (DMSO-d6) delta 10.3 (s, 1H), 8.69 (s, 1H), 8.10 (s, 2H), 7.47 (d, J=2.23 Hz, 1H), 7.37-7.33 (m, 1H), 6.94 (d, J=8.73 Hz, 1H), 3.76 (s, 3H), 3.75 (s, 3H). MS MH+=393., 22514-58-5

22514-58-5 2-Bromobenzo[d]thiazole-6-carboxylic acid 45789628, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Jordan, Alfonzo D.; DesJarlais, Renee L.; Hlasta, Dennis J.; Parker, Michael H.; Schubert, Carsten; White, Kimberly; US2011/152287; (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.39136-63-5,5-Phenylthiazol-2-amine,as a common compound, the synthetic route is as follows.

To 5-phenylthiazol-2-amine (0.52 g, 2.9 mmol) inacetonitrile (6 mL) was added 1,1′-thiocarbonyldiimidazole(0.68 g, 3.8 mmol). The reaction mixture was stirred at 65 C.for 2 hours. The precipitate was filtered and washed withacetonitrile (2×20 mL) to yield intermediate N-(5-phenylthiazol-2-yl)_1H-imidazole-I-carbothioamide. The intermediatewas taken up in N,N-dimethylformamide (30 mL) andtreated with (3-(aminomethyl)-3-hydroxy-I-ammoniobicyclo[2.2.2]octan-I-yl)trihydroborate (0.5 g, 2.9 mmol). Thereaction mixture was stirred for 5 hours at 65 C. The reactionwas concentrated in vacuo and purified via silica gel chromatography(30-100% ethyl acetate/hexane). The product fractionswere combined and concentrated in vacuo to yield(3-hydroxy-3-((3-(5-phenylthiazol-2-yI)thioureido)methy1)l-ammoniobicyclo[2.2.2]octan-I-yl)trihydroborate (0.85 g,2.19 mmol, 74.4% yield) as a white powder., 39136-63-5

As the paragraph descriping shows that 39136-63-5 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; COOK II, JAMES H; MCDONALD, IVAR M; KING, DALTON; OLSON, RICHARD E; WANG, NENGHUI; IWUAGWU, CHRISTIANA I; ZUSI, F.CHRISTOPHER; MACOR, JOHN E; (330 pag.)JP5714745; (2015); B2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

55661-33-1, Thiazol-2-ylmethanamine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

55661-33-1, To a round bottom flask with a magnetic stirrer bar 2-(aminomethyl)thiazole (0.46 g, 4 mmol) and 4-methoxybenzaldehyde (1 .22 g, 9 mmol) were added together with 10 ml methanol, NaCNBH3 (0.57 g, 9 mmol) and a few granules of 4A molecular sieve. The solution was stirred overnight at room temperature and the progress of the reaction was monitored by thin layer chromatography (TLC). After filtration the mixture was concentrated in vacuo and the resulting liquid was diluted with 50 ml dichloromethane and extracted with 3×50 ml 0.05 M HCI. The combined aqueous layer was made basic with NaOH until the pH was 10-1 1 and the solution was extracted with 2×150 ml dichloromethane. The organic layers were combined and dried over anhydrous MgS04, filtered and evaporated to give /V,/V-bis(4- methoxybenzyl)-1 -(thiazol-2-yl)methanamine as a dark brown oil. Yield: 1 g (70 %), ,1H NMR (300 MHz, CDCI3): delta 7.73 (1 H, d), 7.29 (5H, m), 6.9 (4H, m), 4.62 (2H, s), 4.13 (2H, s), 3.81 (8H, s),13C NMR (75 MHz, CDCI3): delta 172, 159.2, 158.9, 142.6, 133.4, 131 .8, 129.5, 128.7, 1 18.9, 1 14, 65, 55.4, 52.7, 50.1 .

55661-33-1 Thiazol-2-ylmethanamine 2756507, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; UNIVERSITETET I OSLO; TASKEN, Kjetil; LYGREN, Birgitte; ?STENSEN, Ellen; KLAVENESS, Jo; WO2013/171332; (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.61296-22-8,2-Amino-5-bromothiazole monohydrobromide,as a common compound, the synthetic route is as follows.

61296-22-8, Di-tert-butyl dicarbonate [(Boc)20, 100.7 g, 0.461 mol, 1.2 eq] was added to a flask containing a mixture of 2-amino-5-bromothiazole monohydrobromide (la?, 100 g, 0.385 mol, 1.0 eq) and 4-(dimethylamino)pyridine (DMAP, 1.18 g, 9.7 mmol, 0.025 eq) in900 mL of THF and 135 mL of Et3N and cooled to 0 C using an ice bath. The reaction mixture was stirred at r.t. overnight and then concentrated in vacuo. The residue was stirred in EtOAc/Heptane (1:10, 250 ml) at rt overnight and then filtered. The filtrate was washed with brine, dried, filtered, and concentrated in vacuo to furnish intermediate lb? as a yellow solid (91% yield).

As the paragraph descriping shows that 61296-22-8 is playing an increasingly important role.

Reference£º
Patent; ARIAD PHARMACEUTICALS, INC.; BENCIVENGA, Nicholas, E.; DALGARNO, David, C.; GOZGIT, Joseph, M.; HUANG, Wei-Sheng; KOHLMANN, Anna; LI, Feng; QI, Jiwei; SHAKESPEARE, William, C.; THOMAS, Ranny, M.; WANG, Yihan; ZHU, Xiaotian; (110 pag.)WO2018/112136; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

1123-99-5, 2-Iodobenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred, cooled (0 C) solution of 2,2,6,6-tetramethylpiperidine (0.25 mL, 1.5 mmol) in THF (2-3 mL) were successively added BuLi (about 1.6 M hexanes solution, 1.5 mmol) and, 5 min later, ZnCl2?TMEDA14 (0.13 g, 0.50 mmol). The mixture was stirred for 15 min at 0 C before introduction of the substrate (1.0 mmol) at 0-10 C. After 2 h at room temperature, a solution of I2 (0.38 g,1.5 mmol) in THF (4 mL) was added. The mixture was stirred overnight before addition of an aqueous saturated solution of Na2S2O3(4 mL) and extraction with AcOEt (3 20 mL). The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure. To the crude iodide were added Cs2CO3(0.65 g, 2.0 mmol), Cu powder (13 mg, 0.20 mmol), the azole (1.5 mmol) and MeCN (5 mL) and the resulting mixture was heated under reflux for 24 h. Filtration over Celite, washing with AcOEt,removal of the solvent and purification by chromatography on silica gel (the eluent is given in the product description) led to the compound described below., 1123-99-5

The synthetic route of 1123-99-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Hedidi, Madani; Bentabed-Ababsa, Ghenia; Derdour, Aicha; Roisnel, Thierry; Dorcet, Vincent; Chevallier, Floris; Picot, Laurent; Thiery, Valerie; Mongin, Florence; Bioorganic and Medicinal Chemistry; vol. 22; 13; (2014); p. 3498 – 3507;,
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.7305-71-7,2-Amino-5-methylthiazole,as a common compound, the synthetic route is as follows.

(1) After t-butyl nitrite (1.99 g) was added dropwise to a suspension of 2-amino-5-methyltiazole (2.00 g) in acetonitrile (20 ml) while ice-cooling, copper(II) bromide (4.30 g) was gradually added thereto. This suspension was stirred for 3 hours at 0¡ãC. The reaction solution was charged with 1N hydrochloric acid (100 ml) and then extracted twice with ethyl acetate (200 ml). After the organic layer was dried over anhydrous magnesium sulfate, the solvent was evaporated. The residue was purified by silica gel column chromatography (neutral; hexane:ethyl acetate=80:20) to yield 2-bromo-5-methylthiazole (1.31 g) as a yellow oil. 1H NMR (300 MHz, CDCl3) delta ppm: 2.44 (3H, d, J = 1.2 Hz), 7.25 (1H, d, J = 1.1 Hz)

7305-71-7, Big data shows that 7305-71-7 is playing an increasingly important role.

Reference£º
Patent; TAISHO PHARMACEUTICAL CO., LTD; EP1721905; (2006); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

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,405939-39-1

To a solution of tert-butyl N-(5-bromo-l,3-thiazol-2-yl)carbamate (5 g, 17.9 mmol) in tetrahydrofuran (100 ml) was added dropwise LDA (29.4 ml, 2 mol/L) at -78 C, and the resulting mixture was stirred for 1 h at -78C. Then the mixture was added a solution of hexachloroethane (14 g, 59.1 mmol) in tetrahydrofuran (50 ml) at -78 C. The reaction was stirred for additional 15 h at room temperature. The reaction was quenched by water, then extracted with dichloromethane and concentrated in vacuo. The residue was purified by flash chromatography on silica gel eluting with ethyl acetate/petroleum ether (1/9) to afford tert-butyl N-(4-bromo-5-chloro-l,3-thiazol-2-yl)carbamate (4.07 g , 72%) as brown oil. LCMS (ESI): M+H+ = 313.0.

As the paragraph descriping shows that 405939-39-1 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; YU, Jiang; WU, Guosheng; YUEN, Po-Wai; VILLEMURE, Elisia; SCHWARZ, Jacob; LY, Cuong; SELLERS, Benjamin; VOLGRAF, Matthew; WO2015/52226; (2015); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica