Heterocyclic Building Blocks-Thiazole

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.173979-01-6,4-(Tributylstannyl)thiazole,as a common compound, the synthetic route is as follows.

5-(4-Ethyl-5-(3-fluoro-4-(1,3-thiazol-4-yl)phenyl)-3-trifluoromethyl-1H-pyrazol-1-yl)-2-pyridinesulfonamide (Step 5) A mixture of 5-(5-(4-bromo-3-fluorophenyl)-4-ethyl-3-trifluoromethyl-1H-pyrazol-1-yl)-2-pyridines ulfonamide (450 mg, 0.912 mmol), 4-tributylstannyl-1,3-thiazol (410 mg, 1.095 mmol), tetrakis(triphenylphosphine)palladium (105 mg, 0.091 mmol), lithium chloride (97 mg, 2.281 mmol) in 1,4-dioxane (11 ml) was stirred at reflux for 17 h. After cooling, the mixture was diluted with ethyl acetate, washed with water. The organic layer was dried (MgSO4) and concentrated. This was purified on silica gel eluding with ethyl acetate/hexane (1:3/1:2) to afford 350 mg (77.1%) of the titled compound as a yellow solid. 1H-NMR (CDCl3) delta: 8.91-8.90 (1H, m), 8.61-8.60 (1H, m), 8.39-8.33 (1H, m), 7.97-7.92 (2H, m), 7.85-7.80 (1H, m), 7.14-7.05 (2H, m), 5.28 (2H, br.s), 2.61 (2H, q, J=7.6 Hz), 1.16 (3H, t, J=7.6 Hz) IR(KBr)v: 1470, 1448, 1354, 1292, 1178, 1157, 1128, 1076 cm-1 mp: 182-185 C.

173979-01-6, The synthetic route of 173979-01-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER INC.; US2003/144280; (2003); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

40004-69-1, 2-Methyl-5-thiazolecarboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,40004-69-1

EXAMPLE 30 3.15 g (22.0 millimoles) of 2-methyl-thiazole-5-carboxylic acid are dissolved in 500 ml of absolute tetrahydrofuran and 50 ml of absolute dimethylsulfoxide, 3.6 g (22.2 millimoles) of N,N’-carbonyldiimidazole are added and the mixture is stirred for 45 minutes at room temperature. A solution of 5.0 g (21.7 millimoles) of 2-(2′,6′-dichlorophenylamino)-2-imidazoline in 100 ml of absolute tetrahydrofuran is then added dropwise and the mixture is stirred overnight at room temperature. The solvents are stripped off under reduced pressure on a rotary evaporator and the residue is stirred thoroughly with 100 ml of 0.5 percent strength sodium bicarbonate solution, whereupon crystallization occurs. The crystals are filtered off, washed with water and dried under reduced pressure, over a phosphorus pentoxide desiccant. 5.6 g of crude 1-(2-methylthiazol-5-oyl)-2-(2′,6′-dichlorophenylamino)-2-imidazoline are obtained and are recrystallized from isopropanol, giving 2.7 g of pure product, of melting point 183¡ã-185¡ã C. The following compounds were also obtained by the method described in Example 30:

The synthetic route of 40004-69-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BASF Aktiengesellschaft; US4389403; (1983); A;,
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

Dissolved ferf-butyl (5-bromothiazol-2-yl)carbamate (0.5 g, 2.49 mmol) in tetrahydrofuran (12.4 ml_ ) and cooled to -78 C. Carefully added n-butyllithium (1 .6M in hexanes, 1 .59 ml_, 3.98 mmol) and stirred for 10 minutes, followed by 3-chloro-5-fluorobenzaldehyde (424 mI_, 3.48 mmol). Quenched with saturated aqueous ammonium chloride (15 ml_) and extracted with ethyl acetate (20 ml_). Washed with brine (15 ml_), then dried over sodium sulfate. Filtered, then concentrated in vacuo. Purified reaction by column chromatography (eluting with 0-50% ethyl acetate/hexanes through 40g of silica gel) to give ferf-butyl (5-((3-chloro-5-fluorophenyl)(hydroxy)methyl)thiazol-2-yl)carbamate as an orange oil (138mg, 0.384 mmol, 15%). NMR (300 MHz, Chloroform-d) d 7.25 – 6.95 (m, 4H), 5.99 (s, 1 H), 1 .54 (s, 9H)., 405939-39-1

405939-39-1 tert-Butyl (5-bromothiazol-2-yl)carbamate 21300388, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; YUMANITY THERAPEUTICS, INC.; LE BOURDONNEC, Bertrand; LUCAS, Matthew; OZBOYA, Kerem; PANDYA, Bhaumik; TARDIFF, Daniel; TIVITMAHAISOON, Parcharee; WRONA, Iwona; (475 pag.)WO2019/183587; (2019); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

58759-63-0,58759-63-0, 5-Nitrobenzothiazole-2-thiol is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a mixture of thio-compound (0.5 mmol), isocyanide (0.5 mmol) was added 0.1 mL acetonitrile. The system was irradiated by ultrasound in an appropriate time at 50 C until the thio-compound was completely consumed (monitored by TLC). Then the solvent was evaporated under the reduced pressure. The residue was purified by flash column chromatography with ethyl acetate and petroleum ether as eluent to afford pure product.

As the paragraph descriping shows that 58759-63-0 is playing an increasingly important role.

Reference£º
Article; Zhu, Tong-Hao; Zhu, Xu; Xu, Xiao-Ping; Chen, Tao; Ji, Shun-Jun; Tetrahedron Letters; vol. 52; 21; (2011); p. 2771 – 2775;,
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.3581-91-7,4,5-Dimethylthiazole,as a common compound, the synthetic route is as follows.

Under argon, to a solution of 4,5-dimethylthiazole (600 muL, 5.5 mmol) in anhydrous THF (40 mL) at -78C, n-butyllithium (2.3 M in hexanes, 3.6 mL, 8.28 mmol) was slowly added and the reaction mixture was stirred at -78C for one hour. Then a solution of anhydrous DMF (1.1 mL, 14.2 mmol) in anhydrous THF (10 mL) was added. The resulting mixture was stirred for 2.5 hours, allowing the temperature to raise to -60C. Acetic acid (0.5 mL) and an aqueous solution of ammonium chloride were added, and the temperature let to raise to room temperature. The resulting solution was extracted with diethyl ether and ethyl acetate. The combined organic extracts were dried over sodium sulfate, filtered and evaporated. The crude product was purified by flash chromatography (silica gel, cyclohexane/ethyl acetate, 1/0 to 7/3) to afford 4,5-dimethyl-1,3-thiazole-2-carbaldehyde (724 mg, 93%), as a yellow oil which turns into a white solid after storage at -18C. ESI-MS m/z 160 (M+H2O+H)+., 3581-91-7

3581-91-7 4,5-Dimethylthiazole 62510, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Mutabilis; EP2141164; (2010); A1;,
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Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10200-59-6,2-Thiazolecarboxaldehyde,as a common compound, the synthetic route is as follows.

A stirred and cooled (-60 0C) sol. of thiazole-2-carbaldehyde (3.97 g, 35.1 mmol) in MeOH (35 mL) was treated with NaBH4 (1.33 g, 35.1 mmol). The reaction mixture was stirred at -60 0C for 2 h, then carefully quenched with acetone (2.7 mL), warmed to rt, and the solvents were removed in vacuo. Purification of the crude by FC (EtOAc) yielded the title compound (3.00 g, 74percent) as an orange oil that crystallized at -20 0C and remained a solid upon warming to rt., 10200-59-6

As the paragraph descriping shows that 10200-59-6 is playing an increasingly important role.

Reference£º
Patent; ACTELION PHARMACEUTICALS LTD; WO2006/92268; (2006); 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.18903-18-9,Ethyl 5-aminothiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

18903-18-9, Intermediate 4 5-Amino-thiazole-4-carboxylic acid ethyl ester (250mg, 1.453mmol) and triethylamine (1 .02ml_, 7.265mmol) were dissolved in 1 ,4-dioxan (6ml_). To this, 2- chloro-5-(trifluoromethyl)benzene-1 -sulfonyl chloride (0.3mL, 1 .744mmol) was added at room temperature and stirred for 16 hours. The mixture was concentrated in vacuo and extracted with ethyl acetate. The organic layer was washed with 1 N hydrochloric acid solution and water. The organic layer was dried with Na2S04, filtered and concentrated in vacuo. The residue was triturated with n-pentane, the product collected by filtration and dried under vacuum to give Intermediate 4 (340mg). LCMS (Method 26) Rt 2.63 min; m/z(M+H)+ 415

18903-18-9 Ethyl 5-aminothiazole-4-carboxylate 12620181, athiazole compound, is more and more widely used in various.

Reference£º
Patent; ANTABIO SAS; LEMONNIER, Marc; DAVIES, David; PALLIN, David; WO2014/198849; (2014); 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.10200-59-6,2-Thiazolecarboxaldehyde,as a common compound, the synthetic route is as follows.

To a stirred solution of 1.00 g of 1,3-thiazole-2-carboxaldehyde in 10 mL of tetrahydrofuran was added 0.334 g of sodium borohydride at room temperature. To the mixture was dropped 1 mL of methanol, and the mixture was stirred at the same temperature for 30 minutes. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give 0.344 g of 1,3-thiazol-2-ylmethanol.1H-NMR (CDCl3) delta ppm: 3.11 (1H, br s), 4.97 (2H, s), 7.32 (1H, d, J=3.2Hz), 7.75 (1H, d, J=3.2Hz)

10200-59-6, The synthetic route of 10200-59-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Kissei Pharmaceutical Co., Ltd.; EP1443041; (2004); 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.95453-58-0,2-Chlorothiazole-5-carbaldehyde,as a common compound, the synthetic route is as follows.

95453-58-0, Example 262A 1-{[(2-chloro-1,3-thiazol-5-yl)methylene]amino}-3-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-4-hydroxyquinolin-2(1H)-one The product of Example 226D (0.070 g, 0.196 mmol) was reacted with 2-chloro-1,3-thiazole-5-carbaldehyde (0.157 mL, 1.06 mmol) in N,N-dimethylacetamide (1.2 mL) in a sealed tube at 110 C. for 35 minutes in a microwave reactor. The reaction mixture was cooled to 25 C. and concentrated. The resulting residue was triturated with ethyl acetate and filtered to give the title compound.

As the paragraph descriping shows that 95453-58-0 is playing an increasingly important role.

Reference£º
Patent; Pratt, John K.; Betebenner, David A.; Donner, Pamela L.; Green, Brian E.; Kempf, Dale J.; McDaniel, Keith F.; Maring, Clarence J.; Stoll, Vincent S.; Zhang, Rong; US2004/162285; (2004); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

62266-81-3, 6-Chlorobenzo[d]thiazol-2(3H)-one is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,62266-81-3

Reference example 13 6-chloro-3-[2-(dimethylamino)ethyl]-2-benzothiazolone (XIIe) A solution of compound (VIII) (9.28 g, 50 mmol), N,N-dimethylaminoethylchloride hydrochloride (XIe) (7.92 g, 55 mmol), and K2 CO3 (16.58 g, 120 mmol) in acetone (93 ml) was refluxed for 20 hours with stirring. After the reaction was complete, the reaction mixture was concentrated in vacuo. The residue was extracted with ethyl acetate. The layer of ethyl acetate was dried over MgSO4 and subjected to column chromatography on silica gel. From the elude eluted with ethyl acetate, compound (XIIe) (3.3 g, yield=64.3%) was obtained as an oil. IRnumax(nujol)(cm-1):1680,1168. NMR (CDCl3)delta:2.31 (6H, S), 2.59 (2H, t, J=7.2), 4.03 (2H, t, J=7.2), 7.01(1H,d,J=8.6),7.29(1H,d,d,J=8.6,2.2),7.41(1H,d,J=2.2).

As the paragraph descriping shows that 62266-81-3 is playing an increasingly important role.

Reference£º
Patent; Shionogi & Co., Ltd.; US5473066; (1995); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica