Analyzing the synthesis route of 61296-22-8

The synthetic route of 61296-22-8 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.61296-22-8,2-Amino-5-bromothiazole monohydrobromide,as a common compound, the synthetic route is as follows.

A mixture of 182 (113 mg, 044 mmoi), Ci (50 mg, 022 mmoi) and cesium carbonate (143 mg, 0.44 mmoi) in MeCN (2 rnL) is stirred at 70 C for 1.5 hours. The mixture is then cooled to room temperature, diluted with DCM (10 niL), washed with water (10 rnL 3), dried over anhydrous sodium sulfate, and concentrated to give crude C25 as a brown solid (80 mg, 56% yield). (MS: [M¡ÂH] 330,1), 61296-22-8

The synthetic route of 61296-22-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IMMUNE SENSOR, LLC; THE BOARD OF REGENTS OF THE UNIVERSITY OF TEXAS SYSTEM; ZHONG, Boyu; SUN, Lijun; SHI, Heping; LI, Jing; CHEN, Chuo; CHEN, Zhijian; (270 pag.)WO2017/176812; (2017); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Downstream synthetic route of 61296-22-8

As the paragraph descriping shows that 61296-22-8 is playing an increasingly important role.

61296-22-8,61296-22-8, 2-Amino-5-bromothiazole monohydrobromide is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Key Intermediate 1 Clnt-l A”) : 2-bromo-5-(3-ethoxy-benzesulfonylVthiazole [0103] Part A: A mixture of 3-ethoxythiophenol (10.0 g, 0.065 mol), 2-amino-5- bromothiazole monohydrobromide (17.7 g, 0.068 mol), 1 M aqueous NaOH (200 mL), and THF (200 mL) was stirred at RT for 15 min. The reaction mixture was warmed to 55 0C over Ih, cooled to RT and concentrated under reduced pressure to remove THF. The residue was partitioned between EtOAc (ca. 500 mL) and water (ca 100 mL), and the layers were separated. The organic phase was washed with saturated aqueous NaCl (1 x 200 mL), dried (Na2SO4), and concentrated under reduced pressure to give a solid. The solid was triturated with CH2Cl2.”hexanes (ca. 10:1) to provide 5-(3-ethoxy-phenylsulfanyl)-thiazol-2-ylamine (13.2 g, 80%) as a light brown solid. LCMS (m/z): 253 (M+H)+

As the paragraph descriping shows that 61296-22-8 is playing an increasingly important role.

Reference£º
Patent; ICAGEN, INC.; WO2007/75852; (2007); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Analyzing the synthesis route of 61296-22-8

The synthetic route of 61296-22-8 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.61296-22-8,2-Amino-5-bromothiazole monohydrobromide,as a common compound, the synthetic route is as follows.

NEt3 (63.4mL, 455MMOL) was added to a stirred suspension of 5- BROMOTHIAZOL-2-YLAMINE hydrobromide (102. 7g, 379MMOL) in CH2C12 (1. 5L). After LH, TFAA (64.2mL, 455MMOL) was added dropwise at 0 C over 15MIN. The mixture was allowed to warm to 20 C over lh, before being stirred for an additional 2h. H20 (600mL) was added and the resulting precipitate was collected. The aqueous layer of the filtrate was separated and extracted with CHC13 (3 x 300mL). The combined organic extracts were washed with brine, dried (NA2S04), filtered and concentrated. The collected precipitate and residual solid were combined and triturated with ETOAC-N-C6HO4 to give N- (5-BROMOTHIAZOL-2-YL)-2, 2,2-trifluoroacetamide : No.H (CDC13) : 7.45 (s, 1H), 13.05 (br, 1H). N-BULI (253mL of a 1.58M solution in hexanes, 403MMOL) was added dropwise over 50MIN to a stirred solution of the above amide (50. 0G, 183mmol) in anhydrous THF (1.3L) AT-78 C. After 1. 5H, a solution of N-FLUOROBENZENESULFONIMIDE (86. 0G, 275mmol) in anhydrous THF (250mL) was added dropwise over 30min. The mixture was stirred for 3h, before being warmed up TO-30 C. H20 (300mL) was added and the mixture was filtered through a Celite pad. The solid collected and Celite were washed with ET20 (400mL) and H20 (400mL). The organic layer of the filtrate was separated and extracted with water (2 x 400mL). The combined aqueous layers were washed with Et2O (400ML), before being acidified to pH 6.5 with 2M HC1 and extracted with EtOAc (2 x 400mL). The combined organic extracts were washed with H20 (2 x 400mL) and brine, before being dried (MgS04), filtered and concentrated. Column chromatography (EtOAc- N-C6H14, 1: 3 to 1: 2) GAVE N- (5-FLUOROTHIAZOL-2-YL)-2, 2, 2-TRIFLUOROACETAMIDE : & (CDC13) : 7.13 (d, 1H). AcCl (12.6mL, 175MMOL) was added dropwise to a stirred solution of this amide (15.7g, 73MMOL) in MEOH (300mL) at 0 C. The mixture was stirred at 20 C for 30min, heated under reflux for lh, and finally concentrated in vacuo. The residual solid was triturated with THF to give the title compound: I5H (D2O) : 7.00 (d, 1H)., 61296-22-8

The synthetic route of 61296-22-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; OSI PHARMACEUTICALS, INC.; WO2004/72066; (2004); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Some tips on 61296-22-8

61296-22-8 2-Amino-5-bromothiazole monohydrobromide 2723848, 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.61296-22-8,2-Amino-5-bromothiazole monohydrobromide,as a common compound, the synthetic route is as follows.

61296-22-8, A. 3-[(2-Aminothiazol-5-yl)thio]-4-methylbenzoic Acid Methyl Ester A 4.37 M solution of sodium methoxide in methanol (4.75 mL, 20.76 mmol) was added dropwise to a stirred suspension of 2-amino-5-bromothiazole hydrobromide (1.25 g, 4.8 mmol) and 3-carboxy-6-methyl-thiophenol (0.74 g, 4.4 mmol) in methanol (75 mL) at 0-5 C. The solution was stirred at 75 C. overnight. The mixture was concentrated in vacuo and the residue was dissolved in water and then acidified with aqueous HCl solution. The precipitated brown solid was filtered, washed with water and dried in vacuo to obtain the carboxylic acid (1.15 g). A solution of this acid in MeOH, 4 N hydrogen chloride in dioxane and conc. H2SO4 (20 drops) was heated under reflux for 3 days. The solution was concentrated and the residue was partitioned between EtOAc and satd. aqueous NaHCO3 solution. The EtOAc extract was washed with satd. aqueous NaHCO3 solution, dried (Na2SO4), filtered and concentrated in vacuo to obtain the title compound (1 g, 81%) as a yellowish-brown solid.

61296-22-8 2-Amino-5-bromothiazole monohydrobromide 2723848, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Barrish, Joel C.; Das, Jagabandhu; Kanner, Steven B.; Liu, Chunjian; Spergel, Steven H.; Wityak, John; Doweyko, Arthur M. P.; Furch III, Joseph A.; US2003/69238; (2003); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

New learning discoveries about 61296-22-8

As the paragraph descriping shows that 61296-22-8 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.61296-22-8,2-Amino-5-bromothiazole monohydrobromide,as a common compound, the synthetic route is as follows.

61296-22-8, Di-tert-butyl dicarbonate [(Boc)20, 100.7 g, 0.461 mol, 1.2 eq] was added to a flask containing a mixture of 2-amino-5-bromothiazole monohydrobromide (la?, 100 g, 0.385 mol, 1.0 eq) and 4-(dimethylamino)pyridine (DMAP, 1.18 g, 9.7 mmol, 0.025 eq) in900 mL of THF and 135 mL of Et3N and cooled to 0 C using an ice bath. The reaction mixture was stirred at r.t. overnight and then concentrated in vacuo. The residue was stirred in EtOAc/Heptane (1:10, 250 ml) at rt overnight and then filtered. The filtrate was washed with brine, dried, filtered, and concentrated in vacuo to furnish intermediate lb? as a yellow solid (91% yield).

As the paragraph descriping shows that 61296-22-8 is playing an increasingly important role.

Reference£º
Patent; ARIAD PHARMACEUTICALS, INC.; BENCIVENGA, Nicholas, E.; DALGARNO, David, C.; GOZGIT, Joseph, M.; HUANG, Wei-Sheng; KOHLMANN, Anna; LI, Feng; QI, Jiwei; SHAKESPEARE, William, C.; THOMAS, Ranny, M.; WANG, Yihan; ZHU, Xiaotian; (110 pag.)WO2018/112136; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Brief introduction of 61296-22-8

The synthetic route of 61296-22-8 has been constantly updated, and we look forward to future research findings.

61296-22-8,61296-22-8, 2-Amino-5-bromothiazole monohydrobromide is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

j00481] A mixture of 2-amino-5–bromothiazole hydrobromide (580 mg, 3 mniol) and potassium thiocyanate (2.9 g, 30 nmol) in u ethanol (20 mL) was stirred at room temperature for 48 h. Methanol was evaporated and water (3 ml) was added. The pH of the aqueous solution was adjusted to p1-1=12 with 10% NaOH aq and precipitate fomied. The solid was collected by filtration to yield con pound YLIU4)14)564 (480 mg, 93 %) as a brownish solid. LCMS (mIz): 172 [M + Hj+.

The synthetic route of 61296-22-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DANA-FARBER CANCER INSTITUTE, INC.; HAO, Mingfeng; GRAY, Nathanael, S.; ZHANG, Tinghu; KWIATKOWSKI, Nicholas, P.; (307 pag.)WO2017/44858; (2017); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Downstream synthetic route of 61296-22-8

As the paragraph descriping shows that 61296-22-8 is playing an increasingly important role.

61296-22-8, 2-Amino-5-bromothiazole monohydrobromide is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of sodium bicarbonate (5.8 kg, 69.04 mol, 3.00 equiv) in water (30 L) and dichloromethane (20 L) was added 5-bromo-l,3-thiazol-2-amine hydrobromide (6 kg, 23.08 mol, 1.00 equiv) in batches. The resulting mixture was stirred at room temperature for 4 h and extracted with dichloromethane. The combined organic layers were dried over anhydrous sodium sulfate and concentrated under vacuum to afford 5-bromo-l,3-thiazol-2-amine as a gray solid (2.9 kg, 70%)., 61296-22-8

As the paragraph descriping shows that 61296-22-8 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; YU, Jiang; WU, Guosheng; YUEN, Po-Wai; VILLEMURE, Elisia; SCHWARZ, Jacob; LY, Cuong; SELLERS, Benjamin; VOLGRAF, Matthew; WO2015/52226; (2015); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Simple exploration of 61296-22-8

As the paragraph descriping shows that 61296-22-8 is playing an increasingly important role.

61296-22-8, 2-Amino-5-bromothiazole monohydrobromide is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

61296-22-8, 5-Thiocyanatothiazol-2-amine (Compound 0107) A mixture of 2-amino-5-bromothiazole hydrobromide (0106, 53.0 g, 0.204 mol) and potassium thiocyanate (78.5 g, 0.808 mol) in methanol (1.4 L) was stirred at room temperature for 20 h. Methanol was evaporated and water (180 ml) was added. The pH of the aqueous solution was adjusted to pH=12 with 10% NaOH and precipitate formed. The solid was collected by filtration to yield compound 0107 (14.0 g, 44%) as a brownish solid: LCMS: 157 [M+l]+.

As the paragraph descriping shows that 61296-22-8 is playing an increasingly important role.

Reference£º
Patent; CURIS, INC.; QIAN, Changgeng; CAI, Xiong; ZHAI, Haixiao; WO2010/75542; (2010); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Brief introduction of 61296-22-8

The synthetic route of 61296-22-8 has been constantly updated, and we look forward to future research findings.

61296-22-8, 2-Amino-5-bromothiazole monohydrobromide is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5.9 ml (42.3 mmol) of acetic anhydride are added to a solution of 10 g (38. 5 mmol) of 2-amino-5- bromothiazole hydrobromide in 100 ml of dichloromethane and 11 ml (77 mmol) of triethylamine, cooled to 0oC. The reaction medium is stirred for 30 minutes at 0oC and then for 18 hours at room temperature. After addition of water, the pH is adjusted to pH 8 with aqueous 1M sodium hydroxide solution and the reaction medium is extracted with dichloromethane. The dichloro- methane phase is dried over magnesium sulfate, filtered and evaporated. The residue obtained is used in step b without purification.

The synthetic route of 61296-22-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GALDERMA RESEARCH & DEVELOPMENT, S.N.C.; WO2004/113331; (2004); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Some tips on 61296-22-8

61296-22-8 2-Amino-5-bromothiazole monohydrobromide 2723848, athiazole compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.61296-22-8,2-Amino-5-bromothiazole monohydrobromide,as a common compound, the synthetic route is as follows.

B.[00199] To a solution of Part A compound (180 mg, 1.175 mmol) in acetone (5 mL) was added 2-amino-5-bromothiazole monohydrobromide (611 mg, 2.351 mmol) and Cs2CO3 (957 mg, 2.94 mmol). The mixture was stirred at reflux (55 0C) for 18 h, then was cooled to RT and was filtered. The filtrate was concentrated in vacuo. The residue was taken up in EtOAc and was washed with H2O and brine, then was dried (MgSO4), filtered, and concentrated in vacuo. The residue was purified by preparative HPLC (Phenomenex Luna AXIA 5u C18 30 x l00 mm column; detection at 220 nm; flow rate = 40 mL/min; continuous gradient from 30% B to 100% B over 10 min + 5 min hold time at 100% B, where A = 90: 10:0.1 H2O:MeOH:TFA and B = 90: 10:0.1 MeOH:H2O:TFA) to give Part B compound (200 mg, 67% yield) as a yellow solid.

61296-22-8 2-Amino-5-bromothiazole monohydrobromide 2723848, athiazole compound, is more and more widely used in various.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/154563; (2008); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica