Heterocyclic Building Blocks-Thiazole

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.29947-24-8,2-Bromo-4,5-dimethylthiazole,as a common compound, the synthetic route is as follows.

29947-24-8, To a microwave tube equipped with a stifling bar, (R)-4-((R)-1-((1-cyclopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazol-7-yl)oxy)ethyl)pyrrolidin-2-one (120 mg, 0.292 mmol), 2-bromo-4,5-dimethylthiazole (112.1 mg, 0.584 mmol), 1,2-dimethoxyethane (2 mL), 1 N Na2CO3 aqueous solution (0.73 mL, 0.73 mmol) were added, the mixture was bubbled N2 for 5 minutes before Pd(PPh3)4 (14.0 mg, 0.012 mmol) were added. The tube was sealed and heated in an oil bath at 100 C. for 2 hrs. DCM (200 mL) was added and the resulting mixture was washed with saturated NaHCO3 aqueous solution (20 mL¡Á4), brine (20 mL¡Á1), dried over anhydrous Na2SO4, filtered, removed solvents in vacuo. The resulting residue was passed a ISCO silica gel column (MeOH:DCM=5:95) to give off-white solids, 56.0 mg (yield 48.4%).

29947-24-8 2-Bromo-4,5-dimethylthiazole 9942366, athiazole compound, is more and more widely used in various.

Reference£º
Patent; Gilead Scientific Systems, Inc.; Cory, Kevin S; Doo, Jimin; Farrand, Julie; Guerrero, Juan A; Katana, Ashley A; Cato, Daryl; Laisaweed, Scott I; Lee, Jiayao; Lingco, John O; Nicolaus, May; Notte, Gregory; Phyen, Hyeoung-Jung; Sangy, Michael; Sumit, Arun C; Adam J, Surayyah; Stephens, Cork L; Venkatraman, Chandrasekar; Watkins, William J; Yang, Jong Yu; Jabloki, Jeff; Jifel, Shiela; Ro, Jennifer; Lee, Sung H; Jao, Chung Dong; Grove, Jeffery; Su, Jianjun; Blomgren, Peter; Mitchell, Scott A; Shyung, Jin Ming; Chandrasekar, Jayaraman; (460 pag.)KR2016/37198; (2016); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

57268-16-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.57268-16-3,5-Bromo-2-methylthiazole,as a common compound, the synthetic route is as follows.

STEP 3 : To a solution of 4- {5-[(4-fluorophenyl)methyl]-6-methylpyrimidin- 4-yl}-7-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-2,3,4,5-tetrahydro-l,4- benzoxazepine (46 mg, 0.096 mmol) and 5-bromo-2-methyl-l,3-thiazole (17 mg, 0.096 mmol) in dioxane (5 rnL) was added potassium carbonate (66 mg, 0.48 mmol) and [1,1 ‘- bis(diphenylphosphino)ferrocene]dichloropalladium (II) dichloromethane adduct (8 mg, 0.0096 mmol). The reaction mixture was stirred at 100 0C for 20 h, and then cooled to room temperature. The reaction mixture was concentrated, and then partitioned between ethyl acetate (100 mL) and water (50 mL). The layers were separated and the organic layer was washed with brine, dried over magnesium sulfate then filtered and concentrated. The residue was taken up in a minimum of acetonitrile and purified by preparative reverse phase HPLC to afford 4-{5-[(4-fluorophenyl)methyl]-6- methylpyrimidin-4-yl}-7-(2-methyl-l,3-thiazol-5-yl)-2,3,4,5-tetrahydro-l,4- benzoxazepine (18 mg) as a white powder. 1H NMR (400 MHz, DMSO-D6): 8.47 (s, IH), 7.77 (s, IH), 7.41 (dd, IH), 7.19-7.05 (m, 4H), 6.96 (d, IH), 6.83 (d, IH), 4.47 (s, 2H), 4.27 (t, 2H), 3.93 (s, 2H), 3.74 (t, 2H), 2.67 (s, 3H), 2.14 (s, 3H); MS (EI) for C25H23FN4OS: 446 (M+).

As the paragraph descriping shows that 57268-16-3 is playing an increasingly important role.

Reference£º
Patent; EXELIXIS, INC.; ANAND, Neel, Kumar; BAIK, Tae-Gon; BLAZEY, Charles, M.; BUSSENIUS, Joerg; CURTIS, Jeffry, Kimo; DEFINA, Steven, Charles; DUBENKO, Larisa; HARRIS, Jason, R.; JACKSON-UGUETO, Eileen; JOSHI, Anagha; KIM, Angie, Inyoung; MANALO, Jean-Claire, Limun; PETO, Csaba, J.; RICE, Kenneth, D.; TSANG, Tsze, H.; WO2010/135568; (2010); 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

N-Boc-piperazine (1.42 g, 7.6 mmol, 1.1 eq) was dissolved in 1,2-DCE (20 mL). To this solution, 2-thiazolecarboxaldehyde (0.780 g, 6.91 mmol, 1 eq) in 1,2-DCE (4 mL) was added followed by the portionwise addition of sodium triacetoxyborohydride (2.05 g, 9.68 mmol, 1.4 eq). The mixture was stirred at room temperature for 3 h and then washed with an aqueous saturated solution of NaHCO3. The organic layer was dried (MgSO4), the solvent removed in vacuo and the crude product was purified by column chromatography on a Biotage SP1 system (hexanes/EtOAc; v/v 6:4) to give the title compound (1.95 g, 100percent); 1H-NMR (500 MHz, CDCl3): delta 1.47 (s, 9H, C(CH3)3), 2.54 (t, 4H, J=4.7 Hz, piperazine N(CH2)2), 3.48 (t, 4H, J=5.0 Hz, piperazine N(CH2)2), 3.89 (s, 2H, NCH2), 7.30 (d, J=3.5 Hz, 1H, thiazole 5-H), 7.72 (d, J=3.5 Hz, 1H, thiazole 4-H); LC (Method B)-MS (ESI, m/z): Rt=2.84 min-306 [(M+Na)+, 100percent].

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

Reference£º
Patent; THE INSTITUTE OF CANCER RESEARCH; US2009/247507; (2009); A1;,
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Thiazole | chemical compound | Britannica

79836-78-5,79836-78-5, Ethyl 2-methylthiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a 0¡ã C. solution of ethyl 2-methyl-thiazole-5-carboxylate (15 g, 88 mmol) in tetrahydrofuran (50 mL) was added aqueous sodium hydroxide solution (5 N, 50 mL) over 10 minutes, and the resulting solution was stirred at room temperature for another 2 hours. It was then acidified with hydrochloric acid (2 N) to pH=1 and extracted with tetrahydrofuran (3¡Á100 mL). The combined organic layers were washed with brine (30 mL) and dried over sodium sulfate. Most of the solvents were removed under reduced pressure and the residue was lyophilized to afford Compound (E) (14 g).

The synthetic route of 79836-78-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AMGEN INC.; CHUNG, John Inn; PIRJANIAN, Armen; ALVAREZ-NUNEZ, Fernando Antonio; KATZ, Jeffrey Michael; DAURIO, Dominick Paul; LA, Stevedat; KENNEDY, Michael T.; (52 pag.)US2018/161279; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

88982-82-5, 4-Bromo-1,3-thiazole-2-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,88982-82-5

Intermediate 14 (1.98g, 9.5 mmol) was dissolved in methanol (50 ml) and N-(3- dimethylaminopropyl)-iV-ethylcarbodiimide hydrochloride (2.73g, 14.3mmol), 1- hydroxybenzotriazole (1.93g, 14.3mmol), and diisopropylethylamine (2.5ml, 14.3mmol) added. The resulting mixture was stirred at room temperature for 17 hours. The mixture was evaporated, and the resulting residue partitioned between CH2Cl2 and water. The organic layer was washed30 with IN HCl, sat. NaHCO3, sat. NaCl, dried over Na2SO4, filtered and evaporated to give the title compound. 1HNMR (500 MHz, CDCl3) delta: 7.57 (s, IH), 4.04 (s, 3H).

88982-82-5 4-Bromo-1,3-thiazole-2-carboxylic acid 15122065, athiazole compound, is more and more widely used in various.

Reference£º
Patent; MERCK & CO., INC.; WO2008/57336; (2008); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

53137-27-2, 2,4-Dimethylthiazole-5-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

53137-27-2, 11.63 ml of ethyl 2,3-dibromopropionate was added drop-by-drop over a 15-minute period to a mixture of 15.9 g of 5B, 58.5 g of anhydrous potassium carbonate and 250 ml of acetone. The stirred mixture was refluxed for 7 hours and stored overnight. The mixture was filtered and the solvent was evaporated from the filtrate under reduced pressure (40 C.). The residue was suspended in 600 ml of ether and the mixture was washed with water, then with sodium bicarbonate solution, then dried (MgSO4). The solvent was evaporated under reduced pressure. The residue was chromatographed over silica gel using chloroform as eluent. Workup with ether and removal of the solvent gave a residue which was suspended in ethanol and placed in a freezer overnight. The solid was collected, washed with ethanol and dried to give 5, mp: 70-71 C.

The synthetic route of 53137-27-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shell Oil Company; US4205076; (1980); A;,
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Thiazole | chemical compound | Britannica

39136-63-5, 5-Phenylthiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a mixture of compounds 3a-3p (1equiv) and acid chloride (1equiv) in THF (?20mL), triethylamine (3equiv) was added. The mixture was stirred at room temperature for 15min followed by filtration. The solvents were evaporated and the residue was purified by column chromatography., 39136-63-5

As the paragraph descriping shows that 39136-63-5 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

34259-99-9, 4-Bromothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Pd(dppf)Cl2.CH2Cl2 (0.17 g, 0.0002 mole) was added to a stirred mixture of 4- bromothiazole (0.7 g, 0.004 mol), sodium carbonate ( 1.3 g, 0.012 mole) and 4-(4,4,5,5- tetramethyl-[l,3,2]dioxaborolan-2-yl)benzaldehyde (1.89 g, 0.008 mole) in a mixture of 1,4-dioxane and water (25 mL, 4: 1). The reaction mixture was heated to 80 ¡ãC and maintained for 6 hours, cooled to RT, diluted with H20 (10 mL), extracted with ethyl acetate (25 mL x 3). The organic extracts were combined, dried over anhydrous Na2S04 and concentrated under vacuum to obtain the crude 4-(thiazol-4-yl) benzaldehyde that was used as such for further reaction.

34259-99-9, 34259-99-9 4-Bromothiazole 2763218, athiazole compound, is more and more widely used in various.

Reference£º
Patent; SUVEN LIFE SCIENCES LIMITED; NIROGI, Ramakrishna; SHINDE, Anil Karbhari; MOHAMMED, Abdul Rasheed; BADANGE, Rajesh Kumar; JAYARAJAN, Pradeep; BHYRAPUNENI, Gopinadh; JASTI, Venkateswarlu; (172 pag.)WO2018/42362; (2018); 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.3622-40-0,2-Bromo-4-chlorobenzo[d]thiazole,as a common compound, the synthetic route is as follows.

EXAMPLE 1 2-Bromo-4-chlorobenzothiazole (6.21 g, 0.025 mole) and 94% sodium hydroxide (1.57 g, 0.037 mole) were added to methanol (100 c.c.), and the mixture was heated under reflux for 30 minutes. After cooling, water (100 c.c.) was added to the reaction solution, followed by ice-cooling. The deposited crystals were filtered and washed with water to obtain 4.68 g of 2-methoxy-4-chlorobenzothiazole. Yield 93.8%, purity 99.3%, m.p. 55-57 C.

3622-40-0, 3622-40-0 2-Bromo-4-chlorobenzo[d]thiazole 77178, athiazole compound, is more and more widely used in various.

Reference£º
Patent; Sumitomo Chemical Company, Limited; US4293702; (1981); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

53572-98-8, Imidazo[2,1-b]thiazole-6-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

53572-98-8, B.3 Synthesis of carboxylic amide derivatives (general procedure II); To a solution of the respective carboxylic acid (0.030 mmol, 1.8eq) in DMF (0.25 mL) is added successively a solution of DIPEA (0.075 mmol, 4.4eq) in DMF (0.15 mL) and a solution of TBTU (0.030 mmol, 1.8eq) in DMF (0.15 mL). The obtained mixture is treated with a solution of the respective 3-aza-bicyclo[3.1.0]hexane derivative (0.017 mmol, l.Oeq, free base) in DMF (0.15 mL). The mixture is shaken over night and purified by prep. HPLC to give the respective amide derivatives.Example 65: imidazo[2,l-b]thiazole-6-carboxylic acid [(lR*,2S*,5S*)-3-(2-methyl-5-m-tolyl- thiazole-4-carbonyl)-3-aza-bicyclo[3.1.0]hex-2-ylmethyl]-amide prepared by reaction of [(1R ,2S ,5S )-2-aminomethyl-3-aza-bicyclo[3.1.0]hex-3-yl]- (2-methyl-5-m-tolyl-thiazol-4-yl)-methanone with imidazo[2, 1 -b]thiazole-6- carboxylic acid. LC-MS: tR = 0.84 min; [M+H]+ = 478.1.

As the paragraph descriping shows that 53572-98-8 is playing an increasingly important role.

Reference£º
Patent; ACTELION PHARMACEUTICALS LTD; WO2008/38251; (2008); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica