Heterocyclic Building Blocks-Thiazole

81569-44-0, Methyl 4-methylthiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of methyl 3-methylthiophene-2-carboxylate 109a (33 g, 0.211 mol) in dry CH2CI2 (30 mL) was added dropwise to a mixture of aluminum chloride (40 g, 0.297 mol) and dry CH2CI2 (200 mL) at -78 C, under nitrogen. The reaction mixture was stirred for 10 min at – 78 C, and a solution of ieri-butyl chloride (23 mL, 0.211 mol) in dry CH2C12 (30 mL) was added dropwise at -78 C. The reaction mixture was stirred for 1 h at -78 C, gradually allowed to warm to room temperature and stirred for 16 h at room temperature. It was poured on ice and extracted with CH2CI2 (2 x 200 mL). The organic layer was dried over anhydrous Na2S04 and the solvent evaporated under vacuum. The obtained residue was purified by fractional distillation to yield methyl 5-ieri-butyl-3-methylthiophene-2-carboxylate 109b (19 g, 43%) as a light yellow liquid.

81569-44-0 Methyl 4-methylthiazole-5-carboxylate 676432, athiazole compound, is more and more widely used in various.

Reference£º
Patent; GILEAD CONNECTICUT, INC.; GENENTECH, INC.; CURRIE, Kevin S.; WANG, Xiaojing; YOUNG, Wendy, B.; WO2012/30990; (2012); A1;,
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302964-20-1, tert-Butyl (5-(chlorocarbonyl)thiazol-2-yl)carbamate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 10 mL of THF were added 0.8 g of 2- [(1,1- dimethylethoxy) carbonylamino] -5-carboxylic acid chloride, 0.27 g of (IS) -1-cyclohexylethylamine and 0.80 g of triethylamine, and the mixture was stirred at room temperature for 8 hours. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with an aqueous saturated sodium bicarbonate and saturated brine successively, then dried over magnesium sulfate, and concentrated under reduced pressure. The resultant solid was washed with hexane to obtain 0.94 g of N- [ (IS) -1-cyclohexylethyl] -2- [ (1, 1- dimethylethoxy) carbonylamino] thiazole-5-carboxamide .N- [ (IS) -1-cyclohexylethyl] -2- [(1,1- dimethylethoxy) carbonylamino] thiazole-5-carboxamide1H-NMR (CDCl3) delta: 0.97-1.44 (8H, m) , 1.48-1.81 (15H, m) ,4.00-4.05 (IH, m) , 5.48 (IH, d, J = 8.9 Hz), 7.84 (IH, s), 10.49 (IH, br s) .

As the paragraph descriping shows that 302964-20-1 is playing an increasingly important role.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2009/66790; (2009); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3292-77-1,2-Bromo-1-(thiazol-2-yl)ethanone,as a common compound, the synthetic route is as follows.

2-Bromo-l-(l,3-thiazol-2-yl)ethanone (54.2 mg, 0.26 mmol) is added to a solution of (R)-quinuclidin-3-yl 2-(methyl(phenyl)amino)-2-phenylacetate (C75)(92.2 mg, 0.26 mmol) in EtOAc (5 mL). The mixture is stirred at RT overnight. The solvent is evaporated to dryness and the crude is triturated with Et2theta. The yellow solid is collected by filtration (120 mg, 82% yield, bromide salt, mixture of diastereoisomers).1H NMR (300 MHz, DMSO-^6) ppm: 8.39 (d, 1 H), 8.25 (d, 1 H), 7.32 – 7.50 (m, 5 H), 7.19 – 7.30 (m, 2 H), 6.84 – 7.00 (m, 2 H), 6.67 – 6.85 (m, 1 H), 5.97 (s, 1 H), 5.23 – 5.38 (m, 1 H), 5.19 and 5.20 (s, 2 H), 4.04 – 4.29 (m, 1 H), 3.44 – 3.82 (m, 5 H), 2.76 and 2.77 (s, 3 H), 2.24 – 2.36 (m, 1 H), 1.45 – 2.13 (m, 4 H); LC-MS (ESI POS): 476.0 (MH+).

3292-77-1 2-Bromo-1-(thiazol-2-yl)ethanone 2795212, athiazole compound, is more and more widely used in various.

Reference£º
Patent; CHIESI FARMACEUTICI S.P.A.; CALIGIURI, Antonio; RICCABONI, Mauro; AMARI, Gabriele; WO2010/72338; (2010); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.42182-65-0,Benzo[d]thiazol-2-ylmethanamine,as a common compound, the synthetic route is as follows.

General procedure: A mixture of 6a/6b/6c/7a/7b/7c (1 mmol),benzoxazol-2-amine (2a)/benzothiazol-2-amine (2b)/1Hbenzimidazol-2-amine (2c)/(benzoxazol-2-yl)methanamine(3a)/(benzothiazol-2-yl) methanamine (3b)/(1H-benzimidazol-2-yl)methanamine (3c) (1.1 mmol), dry ethanol (4 ml)and a catalytic amount of methanesulfonic acid (0.2 ml) wasrefluxed for 6-7 h. The contents of the flask were cooledand diluted with water (15 ml). The separated solid wasfiltered, washed with water, dried and recrystallized from 2-propanol.

The synthetic route of 42182-65-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Seenaiah, Dandu; Rekha, Tamatam; Padmaja, Adivireddy; Padmavathi, Venkatapuram; Medicinal Chemistry Research; vol. 26; 2; (2017); p. 431 – 441;,
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2289-75-0, 4,5-Dimethylthiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 82B 3-(2-Methoxyethyl)-4,5-dimethyl-3H-thiazol-2-ylideneamine hydrobromide A mixture of 4,5-dimethylthiazol-2-ylamine (9.0 g, 70 mmol) and 2-bromoethyl methyl ether (7.9 mL, 84 mmol) were heated at 85 C. for 12 hours. The mixture was cooled to ambient temperature and then triturated with isopropanol. The solid was collected by filtration and dried under vacuum to provide 10 g (56%) of the title compound. 1H NMR (DMSO-d6, 300 MHz) delta ppm 2.17 (s, 3H), 2.19 (s, 3H), 3.25 (s, 3H) 3.56 (t, J=5.1 Hz, 2H) 4.16 (t, J=5.1 Hz, 2H) 9.41 (s, 1H).

2289-75-0 4,5-Dimethylthiazol-2-amine 73238, athiazole compound, is more and more widely used in various.

Reference£º
Patent; ABBOTT LABORATORIES; US2008/242654; (2008); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.56354-98-4,6-Aminobenzo[d]thiazol-2(3H)-one,as a common compound, the synthetic route is as follows.

A mixture comprising 60.0 mg (307 mumol) 4-chloro-6-ethyl-5-methyl-7H-pyrrolo[2,3-d]pyrimidine (prepared according to intermediate exampLe 1a), 51 mg 6-amino-1,3-benzothiazol-2(3H)-one (CAS-No: 56354-98-4), 1.75 mL ethanol and 16.9 muL hydrochloric acid (4M in dioxane) was reacted at 110C for 10 hours. The residue was digested in a mixture of diethyl ether and ethanol and dried to give 85.3 mg (85%) of the title compound. 1HNMR (DMSO-d6): delta = 1.16 (3H), 2.37 (3H), 2.66 (2H), 7.23 (1H), 7.37 (1H), 7.74 (1H), 8.10 (1H), 9.65 (1H), 12.18 (1H), 12.50 (1H) ppm.

As the paragraph descriping shows that 56354-98-4 is playing an increasingly important role.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; KLAR, Ulrich; WORTMANN, Lars; KETTSCHAU, Georg; PUeHLER, Florian; LIENAU, Philip; PETERSEN, Kirstin; HAeGEBARTH, Andrea; SUeLZLE, Detlev; WO2014/44691; (2014); A1;,
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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

To a solution of 4-bromothiazole-2-carboxylic acid 11 (25.0 mg, 0.12 mmol) in DCM (2.0 mL), oxalyl chloride (0.02 mL,0.23 mmol) was added dropwise, and then DMF (2 drops) was added. The mixture was stirred at room temperature for 2 h and concentrated, dried by vacuum. DCM(3.0 mL) was added to the mixture and the mixture was cooled to 0 C and 3-aminobenzonitrile (60.0 mg, 0.51 mmol), DIEA (0.03 mL,0.17 mmol) was added. The mixture was stirred at room temperature overnight. The subsequent mixture was concentrated under reduced pressure and extractedwith H2O/ethyl acetate. The combined organic layer was dried by Na2SO4,concentrated under reduced pressure and purified by column chromatography on silica gel (hexane/ethyl acetate = 5:1) to afford the title compound 6be (16.0 mg, 43 %) as white solid: 1H-NMR (400MHz, CDCl3) delta 9.05(s, 1H), 8.16 (d, J = 1.64 Hz, 1H),7.86 (dt, J = 7.60, 1.92 Hz, 1H),7.59 (s, 1H), 7.48 (m, 2H). 13C-NMR (100 MHz, CDCl3) delta 163.2, 156.2, 137.6, 130.2, 128.5, 126.0,124.4, 123.9, 123.0, 118.2, 113.5. LC/MS (ESI-) 305.9 (M-H)+.

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

Reference£º
Article; Vu, Hoang Nam; Kim, Ji Young; Hassan, Ahmed H.E.; Choi, Kihang; Park, Jong-Hyun; Park, Ki Duk; Lee, Jae Kyun; Pae, Ae Nim; Choo, Hyunah; Min, Sun-Joon; Cho, Yong Seo; Bioorganic and Medicinal Chemistry Letters; vol. 26; 1; (2016); p. 140 – 144;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.41731-83-3,Ethyl 2-bromothiazole-5-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of compound IE (2.2 g, 10.0 mmol), N-methylpiperazine (1.1 g, 11.0 mmol), and K2C03 (3.4 g, 24.9 mmol) in acetonitrile (70 mL) was stirred at 80 C for 24 h. The mixture was concentrated and diluted with H20 and extracted with EtOAc (3x). The combined organic layers were dried and then concentrated to give compound 1G (2.5 g, >100%) as a brown solid. 1H NMR (400 MHz, CDC13) delta 7.85 (s, 1H), 4.28 (q, J = 1.2 Hz, 2H), 3.58 (t, J = 5.6 Hz, 4H), 2.50 (t, J = 5.6 Hz, 4H), 2.33 (s, 3H), 1.32 (t, J = 1.2 Hz, 3H).

41731-83-3 Ethyl 2-bromothiazole-5-carboxylate 3614103, athiazole compound, is more and more widely used in various.

Reference£º
Patent; NEUROPORE THERAPIES, INC.; STOCKING, Emily, M.; WRASIDLO, Wolfgang; WO2015/116663; (2015); A1;,
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51640-36-9, 2-Chlorothiazole-5-carbonitrile is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To an NMP (1 mL) solution of (fraiis)-/V-(azetidin-3-yl)-3-(5-fluoro-2- methoxyphenoxy)cyclobutanecarboxamide, trifluoroacetic acid salt (Intermediate 71 ) (27 mg, 0.066 mmol) and 2-chlorothiazole-5-carbonitrile (14 mg, 0.099 mmol) in a microwave reaction vial was added N,N-diisopropylethylamine (0.04 mL, 0.2 mmol). The reaction was heated in a microwave (145 C) for 1 .5 h, concentrated and loaded onto a semi-prep HPLC (TFA as modifier) for purification. The purified sample was dissolved in DCM, washed with saturated aqueous NaHCC>3 solution, and then concentrated to afford the title compound as a pale yellow solid (22 mg, 84%). 1H NMR (400 MHz, CDCI3) delta 2.53 (ddd, J = 13, 10, 6 Hz, 2 H), 2.75 (ddd, J = 14, 7, 4 Hz, 2 H), 2.96-3.09 (s, 1 H), 3.82 (s, 3 H), 4.04 (dd, J = 10, 5 Hz, 2 H), 4.50 (t, J = 9 Hz, 2 H), 4.92-5.01 (m, 2 H), 5.96 (d, J = 7 Hz, 1 H), 6.46 (dd, J = 10, 3 Hz, 1 H), 6.60 (td, J = 8, 3 Hz, 1 H), 6.79 (dd, J = 9, 5 Hz, 1 H), 7.68 (s, 1 H); LC-MS (LC-ES) M+H = 403.

As the paragraph descriping shows that 51640-36-9 is playing an increasingly important role.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DEATON, David Norman; GUO, Yu; HANCOCK, Ashley Paul; SCHULTE, Christie; SHEARER, Barry George; SMITH, Emilie Despagnet; STEWART, Eugene L.; THOMSON, Stephen Andrew; (556 pag.)WO2018/69863; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

144164-11-4, Thiazol-5-ylmethyl ((2S,3S,5S)-5-amino-3-hydroxy-1,6-diphenylhexan-2-yl)carbamate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Thiazol-5-ylmethyl ((2S,3S,5S)-5-((S)-2-amino-3-methylbutanamido)-3-hydroxy-l ,6- diphenylhexan-2-yl)carbamate, compound C2: 526 mg (1.64 mmol, 1.0 eq) of TBTU was added to 356 mg (1.64 mmol, 1.0 eq) Boc-Val dissolved in 1.5 ml of DMF along with 690 mu of DIEA (3.94 mmol, 2.4 eq). The crude hydrolysate of RTV (700 mg, 1.64 mmol, 1.0 eq), dissolved in 1 ml of DMF, was added after 5 minutes of stirring in one portion. The reaction was left overnight and DMF was rotary evaporated. The reaction mixture was dissolved in 50 ml of EtOAc and washed two times by saturated NaHC03, two times with 10 % KHS04 and once with brine. The organic mixture was dried, evaporated and the product was purified using Flash chromatography (TLC analysis: EtOAc, R/ = 0.65). Product was further dissolved in 5 ml of hot EtOAc and 5 ml of diethyl ether was added. The resulting gel was filtrated and dried to give very pure (>99 %, HPLC) 250 mg of product (yield = 25 %). The product was then treated with TFA (approx. 1 ml) for 15 minutes, alternately sonicated and stirred. The remaining TFA was then removed by flow of nitrogen. The oily product was dissolved in water/ ACN and was lyophilisated. Analytical HPLC Rr = 17.4 min. HRMS (ESI+): calculated for C28H37O4N4S [M]+ 525.25300. Found 525.25292. NMR (500 MHz, DMSO-d6): 9.06 (d, 1H, 4/ = 0.8, N-CH-S), 8.24 (d, 1H / = 8.2, -NH-CO), 8.00 (bd, 3H, / = 5.2, -NH3+), 7.85 (q, 1H, 4J = 0.8, S-C-CH-N), 7.28-7.13 (m, 10H, Ph-), 6.94 (d, / = 9.4, 1H, NH-CO-O), 5.12 (d, 2H, 4J = 0.8, 0-CH2), 4.16 (m, 1H, CH-NH- CO), 3.78 (m, 1H, CH-NH3+, partial overlap with water residual peak), 3.58 (td, 1H, / = 6.8, / = 2.0, CH-OH), 3.48 (m, 1H, Ph-CH2-CH-NH), 2.72-2.67 (m, 4H, 2xCH-CH2-Ph), 2.00 (m, 1H, CH-(CH3)2), 1.50 (m, 1H, OH-CH-CH2), 1.43 (m, 1H, OH-CH-CH2), 0.89 (d, 3H, / = 6.8 -CH3), 0.84 (d, 3H, / = 6.8 -CH3). 13C NMR (125.7 MHz, DMSO-d6): 167.33 (CO Val), 158.33(q, /CF = 34.4, CF3COO-), 155.79 (O-C-N), 155.71 (N-CH-S), 143.23 (S-C-CH-N), 139.50 (Ph), 138.55 (Ph), 134.23 (S-C-CH-N), 129.56 (Ph), 129.17 (Ph), 128.30 (Ph), 128.25 (Ph), 126.26 (Ph), 126.09 (Ph), 116.44 (q, JQF = 294.8, CF3-COO ) 68.90 (HO-CH), 57.56 (CO-CH-NH3), 57.44 (COO-CH2), 55.74 (HO-CH-CH-NH), 47.98 (CONH-CH), 39.75 (NH-CH-CH2-Ph), 37.77 (-CH2-CH-CH-), 37.33 (Ph-CH2-CH-NH), 30.04 (CH(CH3)2), 17.26 and 18.69 (2xCH3).

144164-11-4 Thiazol-5-ylmethyl ((2S,3S,5S)-5-amino-3-hydroxy-1,6-diphenylhexan-2-yl)carbamate 11101978, athiazole compound, is more and more widely used in various.

Reference£º
Patent; USTAV ORGANICKE CHEMIE A BIOCHEMIE AV CR, V.V.I.; USTAV MAKROMOLEKULARNI CHEMIE AV CR, V.V.I.; UNIVERZITA KARLOVA V PRAZE, PRIRODOVEDECKA FAKULTA; SACHA, Pavel; KONVALINKA, Jan; SCHIMER, Jiri; KNEDLIK, Tomas; NAVRATIL, Vaclav; TYKVART, Jan; SEDLAK, Frantisek; MAJER, Pavel; CIGLER, Petr; SUBR, Vladimir; ULBRICH, Karel; STROHALM, Jiri; (53 pag.)WO2016/112883; (2016); A2;,
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Thiazole | chemical compound | Britannica