Day: September 10, 2020

100367-77-9, Ethyl 2-bromothiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Ethyl 2-bromothiazole-4-carboxylate (97 mg, 0.409 mmol) was dissolved in a solvent mixture of ethanol (15 mL) and water (7.5 mL) and treated with aqueous sodium hydroxide (2.50 M, 2.54 mL). The mixture was stirred at 35 C for 30 minutes, and then partitioned between ethyl acetate (100 mL) and HCl (1.0 M, 100 mL). The organic phase was dried (sodium sulfate) and concentrated to afford the carboxylic acid as a white solid. To a solution of this material in pyridine (5 mL) were added 4-aminopyridine (46.1 mg, 0.490 mmol), HOBt (78 mg, 0.511 mmol), DMAP (10.0 mg, 0.082 mmol) and EDAC (117 mg, 0.613 mmol). The reaction mixture was stirred at room temperature for 18 hours then filtered through a frit The filtrate was concentrated in vacuo and purified by preparative HPLC [Waters Nova- Pak HR Cl 8 6mum 60A Prep-Pak cartridge column (40 x 100 mm), 10%-100% gradient of acetonitrile in 10 mM aqueous ammonium acetate over 12 minutes at a flow rate of 70 mL/minute] to provide the titled compound: 1H NMR (400 MHz, methanol-D4) delta ppm 7.83 – 7,90 (m, 2 H), 840 (s, 1 H), 8.43 – 8.46 (m, 2 H). MS (ESI) m/z = 284/286 (M+H)+., 100367-77-9

The synthetic route of 100367-77-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABBOTT LABORATORIES; WO2008/58096; (2008); 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.170235-26-4,Methyl 2-bromothiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

170235-26-4, A solution of morpholine (3.0 mL, 34.2 mmol) in EtOH (50 mL) was treated with methyl 2-bromothiazole-4-carboxylate (1.65 g, 7.43 mmol) and DIEA (6.8 mL, 39.4 mmol) and the resulting mixture was refluxed for 18 h under N2. The reaction mixture was then concentrated under reduced pressure and the residue was purified on the ISCO using a REDISEP 24 g column (0 to 30% EtOAc-DCM) to give the product (1.22 g, 72%; mixture of methyl and ethyl esters) as a yellow oil. This mixture was used as such in the next step. LCMS (APCI): calcd for C10H15N2O3S [M+H]+ m/z 277.03, found 277.1; LCMS (APCI): calcd for C9H13N2O3S [M+H]+ m/z 229.06, found 229.1

170235-26-4 Methyl 2-bromothiazole-4-carboxylate 2763213, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; UNIVERSITE DE MONTREAL; BANVILLE, Jacques; REMILLARD, Roger; RUEDIGER, Edward H.; DEON, Daniel H.; GAGNON, Marc; DUBE, Laurence; GUY, Julia; PRIESTLEY, Eldon Scott; POSY, Shoshana L.; MAXWELL, Brad D.; WONG, Pancras C.; WO2013/163279; (2013); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

39136-60-2, 5-Ethylthiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: These compounds were prepared by adapting a published procedure.2 To a mixture of 2, 4, 7a-n,7p and acid chloride (1.1 equiv.) in THF (20 mL) was added triethylamine (3 equiv.). The reaction mixture was stirred at room temperature for 15 min and quenched with distilled water. Following addition of a 0.1 N HCl aqueous solution, the product was extracted with DCM. The organic phase was washed with a saturated aqueous solution of NaHCO3, dried over MgSO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography

39136-60-2, As the paragraph descriping shows that 39136-60-2 is playing an increasingly important role.

Reference£º
Article; Ishita, Keisuke; Stefanopoulos, Stavros; Khalil, Ahmed; Cheng, Xiaolin; Tjarks, Werner; Rappleye, Chad A.; Bioorganic and Medicinal Chemistry; vol. 26; 9; (2018); p. 2251 – 2261;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

16629-15-5, 2-Bromo-5-chlorothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of Intermediate 2 (30.1 g, 50% purity, 54.2 mmo[), 2-bromo-5-ch[oro-1 ,3-thiazo[e (14.0 g, 70.4 mmo[), [1,1, -Bis-(dipheny[phosphino)-ferrocen]pa[[adium(II) dich[oride (6.63 g, 8.13 mmo[), and K2C03 (65 mL, 2.OM, 130 mmo[)in THF (890 mL) was stirred at ref[ux unti[ comp[ete conversion. The so[vent was evaporated under reduced pressure, water added and the mixture extracted with EtOAc. The combined organic [ayers were washed with saturated aqueous NaC[so[ution and evaporated to dryness under reduced pressure. Crude materia[ was purified by co[umn chromatography (si[ica ge[, hexane / EtOAc gradient) to give5.21 g (34% yie[d) of the tit[e compound.1H NMR (400 MHz, DMSO-d6): oe [ppm] 3.85 – 3.90 (m, 3 H) 7.44 (dd, 1 H) 7.51 (dd, 1 H) 7.84 (t, 1 H) 7.99 (5, 1 H) 10.35 (br. s., 1 H).

16629-15-5, 16629-15-5 2-Bromo-5-chlorothiazole 18519960, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; EVOTEC AG; DAVENPORT, Adam James; BRAEUER, Nico; FISCHER, Oliver Martin; ROTGERI, Andrea; ROTTMANN, Antje; NEAGOE, Ioana; NAGEL, Jens; GODINHO-COELHO, Anne-Marie; (703 pag.)WO2016/91776; (2016); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

924287-65-0, Methyl 2-bromo-4-fluorobenzo[d]thiazole-6-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,924287-65-0

To a 25 mL round-bottom flask purged and maintained under an ine1i atmosphere ofnitrogen was added ( 1 S,4S,5R)-2-azabicyclol2.2.1]heptan-5-y 1 3-(2,6-dichloropheny l)-5-(lt1uorocyclopropyl)-l,2-oxazole-4-carboxylate JOi (JOO mg, 0.24 mmol, 1.0 equiv.), DMA (5mL), methyl2-bromo-4-t1uoro-l,3-benzothiazole-6-carboxylate A-l (78 mg, 0.27 mmoL 1 1015 equiv), and Cs2C01 (238 mg, 0.73 mmoL 3.0 equiv.) and the resulting mixture was stirred at60 C overnight. 100 mL off-hO was then added, the aqueous mixtme was extracted v.¡¤ithethyl acetate (1 00 mL x 2). The combined organic extracts were washed with brine (20 mL x2), dried over sodium sulfate, filtered, and concentrated in vacuo. The crude product Vaspurified by silica gel column chromatography eluting with PE:EA (3: 1) to give 80 mg (55%)20 of methyl 2-[ (lS,4S,5R)-5-[ [ 5-cyclopropyl-3-(2,6-dichorophenyl)-1 ,2-oxazol-4-y l]carbony loxy] -2-azabicycl o[2.2.1 ]heptan-2-y l] -4-fluoro-1 ,3-benzothiazole-6-carboxy late(l qj) as a light yellow oil.

As the paragraph descriping shows that 924287-65-0 is playing an increasingly important role.

Reference£º
Patent; ARDELYX, INC.; CHAO, Jianhua; JAIN, Rakesh; HU, Lily; LEWIS, Jason Gustaf; BARIBAULT, Helene; CALDWELL, Jeremy; (582 pag.)WO2018/39386; (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.1759-28-0,4-Methyl-5-vinylthiazole,as a common compound, the synthetic route is as follows.

At room temperature, (Rs) imine 2 (0.3 mmol) and the additive (0.315 mmol) was dissolved in 3 mL THF with vigorous stirring for about half an hour. The resulted clear solution was added to the priorly prepared benzothiazol-2-yl metallic reagent (0.45 mmol in 3 mL THF) at -78 C. The reaction was accomplished rapidly within 10 min (monitored by TLC). Then the reaction was quenched with aqueous saturated NH4Cl, extracted with DCM (10 mL ¡Á 3), washed by brine (10 mL), dried over Na2SO4, and concentrated under vacuum. The crude product was purified by silica gel column chromatography (petroleum ether/ethyl acetate 3:1-1:1). The diastereoselectivity was determined by 1H NMR analysis of the crude product., 1759-28-0

The synthetic route of 1759-28-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Zhang, Jinlong; Yang, Yuhong; Wang, Mei; Lin, Li; Wang, Rui; Tetrahedron Letters; vol. 53; 51; (2012); p. 6893 – 6896;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

14527-41-4, 5-Thiazolecarboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example IX.1 (general route) (R)-Benzyl 3-(4-((S)-1 -(thiazole-5-carboxamido)ethyl)phenoxy)pyrrolidine-1 – carboxylate _ – 86 – 3.80 g (10.1 mmol) of example VIII in 20 ml_ DMF are charged with 5.15 ml_ (29.9 mmol) DIPEA, 3.80 g (11.5 mmol) TBTU and finally after 10 min with 1.29 g (9.99 mmol) thiazole-5-carboxylic acid. The reaction mixture is stirred at r.t. over night. The next day water is added and the mixture is extracted with EtOAc (3x). The organic layers are combined, dried over MgS04, filtered and the solvent is removed in vacuo. The crude product is purified by flash chromatography (silica gel, EtOAc). Then the product is added to EtOAc and washed with a saturated aq. NaHCO3 solution (3x), dried over MgSO4, filtered and the solvent is removed in vacuo. C24H25N3O4S (M= 451.5 g/mol) ESI-MS: 452 [M+Hf Rt (HPLC):0.92 min (method D), 14527-41-4

14527-41-4 5-Thiazolecarboxylic acid 84494, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; HEIMANN, Annekatrin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; WO2014/170197; (2014); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

541-58-2, 2,4-Dimethylthiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

541-58-2, The 2,4-dimethylthiazol-5-ylsulphonyl chloride used as a starting material is commercially available and is also described in J. Het. Chem., 1981, 18., 997. The material may also be prepared as follows :- o Chlorosulphonic acid (20 ml) was cooled to 15C in an ice/methanol bath.2,4-Dimethylthiazole (11.32 g) was added dropwise over 45 minutes, with the evolution of hydrogen chloride gas during the addition. The mixture so obtained was heated to 140-1500C for 16 hours. The resultant mixture was cooled to 110-120C and finely powdered phosphorus pentachloride (41.6 g) was added in small portions, with the evolution of further hydrogen 5 chloride gas during the addition. The mixture so obtained was heated to 12O0C for 1 hour. The mixture was cooled to ambient temperature and poured slowly into a vigorously stirred mixture of ice (200 g) and water (200 ml). The mixture so obtained was stirred for 30 minutes. The mixture was extracted with methylene chloride. The organic extract was dried over magnesium sulphate and purified by chromatography on silica using increasingly polar Q mixtures of isohexane and diethyl ether as eluent. There was thus obtained2,4-dimethylthiazol-5-ylsulphonyl chloride as a yellow oil (18.4 g); 1H NMR Spectrum: (CDCl3) 2.76 (3H, s), 2.77 (3H, s).

As the paragraph descriping shows that 541-58-2 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/129052; (2007); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

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 No. 149Preparation of (4 , 5 -Dimethyl-thiazol-2-yl) – (8-methoxy-2H- pyrazolo [3 , 4-c] quinolin-4 -yl) -amine4 , 5-dimethylthiazol-2 -amine (0.4 mmol 2 eq. , ) was dissolved in THF (dry, 3mL) in a microwave vial (2-5mL) LiHMDS 2M in THF(0.6 mmol 4eq.) was added. The mixture was stirred for 20 min at r.t. and then added to a solution of 4-chloro-8-methoxy-2-(4 -methoxybenzyl) -2H-pyrazolo [3 , 4-c] quinoline (0.16 mmol, leq.) in pyridine (2mL) . The reaction mixture was irradiated in a microwave reactor for 20 min at 200 C. The reaction mixture was evaporated and used without further purification. The residue was dissolved in TFA (3mL) . The reaction mixture was irradiated in a microwave reactor for 5 min at 140C. The reaction mixture was concentrated and purified by semi- preparative HPLC-MS and freeze dried from water/t-BuOH 4/1. exact mass: 325.1205 g/molHPLC-MS: analytical method Brt: 2.397 min – found mass: 326.1 (m/z+H), 2289-75-0

The synthetic route of 2289-75-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ORIGENIS GMBH; ALMSTETTER, Michael; THORMANN, Michael; TREML, Andreas; KOESTLER, Roland; YEHIA, Nasser; WO2012/143143; (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.1747-60-0,2-Amino-6-methoxybenzothiazole,as a common compound, the synthetic route is as follows.

To a black solution of Copper (II) bromide (149 mg, 0.666 mmol) in Acetonitrile(1 mL) was added t-Butyl nitrite (0.095 mL, 0.72 1 mmol) at room temperature followedby 6-methoxybenzo[d]thiazol-2-amine (100mg, 0.555 mmol). Immediate bubbling and amild exotherm was observed upon benzothiazole addition. After 3 hours, the reactionmixture was diluted with EtOAc and washed with 1.0 M HC1, saturated NaHCO3, andthen Brine. The organic phase was dried over Mg504, filtered and concentrated to areddish-brown solid. The crude material was purified by ISCO flash chromatography (0-15% EtOAc/Hex over 20 mm, 12 g silica gel cartridge, Product at 5%). The desiredfractions were combined and concentrated to yield Intermediate 253A (84 mg, 0.344mmol, 62.0 % yield) as an off-white solid. LC-MS. Method H, RT = 1.12 mm, MS (ESI)m/z: 244.0, 246.0 (M+H). ?H NMR (400MHz, CHLOROFORM-d) 7.89 (d, J9.0 Hz,1H), 7.28 (1H under CDC13), 7.09 (dd, J9.0, 2.6 Hz, 1H), 3.90 (s, 3H)

1747-60-0, The synthetic route of 1747-60-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHANG, Xiaojun; PRIESTLEY, Eldon Scott; BATES, J. Alex; HALPERN, Oz Scott; REZNIK, Samuel Kaye; RICHTER, Jeremy M.; (1137 pag.)WO2018/13774; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica