Analyzing the synthesis route of 924287-65-0

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

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;,
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Analyzing the synthesis route of 16629-15-5

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

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;,
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New learning discoveries about 39136-60-2

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

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;,
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Brief introduction of 170235-26-4

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

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;,
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Simple exploration of 100367-77-9

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

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;,
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Downstream synthetic route of 3581-91-7

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

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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Some tips on 58759-63-0

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

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;,
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Some tips on 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.

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;,
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Analyzing the synthesis route of 40004-69-1

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

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;,
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Downstream synthetic route of 173979-01-6

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

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;,
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