Category: 5198-88-9

New learning discoveries about 5198-88-9

5198-88-9 2-Bromothiazole-4-carboxylic acid 2763209, 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.5198-88-9,2-Bromothiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

5198-88-9, 2-Bromo-4-thiazolecarboxylic acid (0.10 g, 0.48 mmol) was activated with HATU (0.27 g, 0.72 mmol) and N,N-diisopropylethylamine (0.13 mL, 0.72 mmol) in DMF (1 mL) at room temperature. The solution of activated acid was added to a stirring solution of aminomethylcyclopropane (0.06 mL, 0.72 mmol) in DMF (1 mL) at room temperature. After stirring at room temperature for 18 h the DMF was removed under reduced pressure. The residue was partitioned between DCM (5 mL) and saturated aqueous NaHC03 (5 mL). The decanted organic layer was concentrated onto celite and purified by flash chromatography [EtOAc/hexanes] to afford 2-bromo-N- (cyclopropylmethyl)thiazole-4-carboxamide (0.10 g, 82 %). LCMS [M+H]+: 261.2.

5198-88-9 2-Bromothiazole-4-carboxylic acid 2763209, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ZEPEDA-VELAZQUEZ, Carlos Armando; PODA, Gennady; ISAAC, Methvin; UEHLING, David; WILSON, Brian; JOSEPH, Babu; LIU, Yong; SUBRAMANIAN, Pandiaraju; MAMAI, Ahmed; PRAKESCH, Michael; STILLE, Julia Kathleen; (1053 pag.)WO2017/147700; (2017); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Analyzing the synthesis route of 5198-88-9

As the paragraph descriping shows that 5198-88-9 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.5198-88-9,2-Bromothiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

3-[(2-bromo-thiazole-4-carbonyl)-annino]-3-o-tolyl-propionic acid methyl ester100mg (0,48mnnol) of 2-bromo-l ,3-thiazole-4-carboxylic acid are dissolved in 10 ml of DMF, N-ethylmorpholine (122 mg, 2,2Eq) and TOTU (174mg, 1 .1 Eq) are added and the mixture is stirred at RT for 5 minutes. Then 93mg (1 Eq) of methyl 3-amino-3-(2- methylphenyl)propanoate are added and the mixture is stirred overnight. The solvent is removed in vacuo and the residue subjected to preparative HPLC delivering 3-[(2- bromo-thiazole-4-carbonyl)-amino]-3-o-tolyl-propionic acid methyl ester yields in yields below 80%, 5198-88-9

As the paragraph descriping shows that 5198-88-9 is playing an increasingly important role.

Reference£º
Patent; SANOFI; RUF, Sven; PERNERSTORFER, Josef; SADOWSKI, Thorsten; HORSTICK, Georg; SCHREUDER, Herman; BUNING, Christian; WIRTH, Klaus; WO2013/14205; (2013); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Analyzing the synthesis route of 5198-88-9

As the paragraph descriping shows that 5198-88-9 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.5198-88-9,2-Bromothiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.,5198-88-9

Compound 134 (0.96 g, 3.85 mmol) was dried in the tared reaction flask and weighed. This was dissolved in 30 mL dichloromethane, and 10 mL dimethylformamide was added along with a magnetic stir bar. 2-Bromothiazole-4-carboxylic acid (800.6 mg, 3.85 mmol) was weighed out and added. Diisopropylethylamine (1.0 mL, 5.7 mmol) was added followed by HATU (1.901 g, 5.00 mmol) and the reaction was stirred at room temperature overnight. This was concentrated directly onto silica and purified by column chromatography. Concentrating, then drying the pure fractions on high vacuum afforded 1.158 g of the title compound 136 (69% yield). 1H NMR (300 MHz, DMSO-d6) delta 12.14 (s, 1H), 8.57- 8.48 (m, 2H), 8.44 (s, 1H), 7.91 (ddd, J = 11.5, 8.4, 1.3 Hz, 1H), 7.52 (ddd, J = 8.4, 4.6, 3.8 Hz, 1H), 5.34 (d, J = 6.9 Hz, 1H), 4.52 (tt, J = 9.1, 7.3 Hz, 1H), 4.05 – 3.91 (m, 1H), 2.86- 2.72 (m, 2H), 2.39 (qd, J = 8.6, 2.8 Hz, 2H). m/z = 438/440 (M+H)+ (bromine isotopes).

As the paragraph descriping shows that 5198-88-9 is playing an increasingly important role.

Reference£º
Patent; RIGEL PHARMACEUTICALS, INC.; KELLEY, Ryan; LI, Hui; HECKRODT, Thilo; CHEN, Yan; MCMURTRIE, Darren; TSO, Kin; TAYLOR, Vanessa; SINGH, Rajinder; YEN, Rose; MAUNG, Jack; (256 pag.)WO2016/172560; (2016); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Analyzing the synthesis route of 5198-88-9

As the paragraph descriping shows that 5198-88-9 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.5198-88-9,2-Bromothiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.,5198-88-9

a) Preparation of Intermediate V.1 N-[2-(Aminocarbonyl)phenyl]-2-bromo-4-thiazolecarboxamide (Intermediate V.1) 2-Bromo-4-thiazolecarboxylic acid (1 g), HATU (2.01 g) and 2-aminobenz-amide (0.65 g) are introduced into N,N-dimethylformamide (DMF) (20 ml). The mixture is cooled with an ice bath, and N,N-diisopropylethylamine (0.90 ml) is added. The reaction mixture is stirred at room temperature for 6 days, poured into ice-water and allowed to thaw with stirring, and the precipitated solid is filtered off with suction, washed twice with water, twice with diethyl ether and dried in vacuo. Intermediate V.1 is obtained as a solid (1.4 g). C11H8BrN3O2S, M=326.2. 1H-NMR (300 MHz, D6-DMSO): delta=7.20 (m, 1H), 7.56 (m, 1H), 7.79 (s, 1H), 7.84 (m, 1H), 8.30 (s, 1H), 8.47 (m, 1H), 8.67 (m, 1H), 12.9 (s, 1H).

As the paragraph descriping shows that 5198-88-9 is playing an increasingly important role.

Reference£º
Patent; Ulrich, BOTHE; Arne, Von Bonin; Duy, Nguyen; Ulf, Bomer; Judith, Guenther; US2009/163486; (2009); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Simple exploration of 5198-88-9

The synthetic route of 5198-88-9 has been constantly updated, and we look forward to future research findings.

5198-88-9,5198-88-9, 2-Bromothiazole-4-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 5Preparation of Compound 5To a solution of 2-bromo-thiazole-5-carboxylic acid (0.050 mmol, 10 mg), lambda/,lambda/-diisopropylethylamine (0.20 mmol, 26 mg) and HATU (0.050 mmol, 19 mg) in DMF (1 ml_) was added 4-(2-aminophenyl)-piperazine-1-carboxylic acid tert-butyl ester (0.10 mmol, 28 mg). The resulting reaction was heated to 80 0C and allowed to stir at this temperature for 15 hours, after which time the reaction mixture was cooled to room temperature and concentrated in vacuo. The resulting residue was reacted with TFA (0.5 ml_) for 10 minutes. The TFA solution was then concentrated in vacuo Xo provide a crude residue which was purified using reverse phase HPLC to provide Compound 5.

The synthetic route of 5198-88-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SCHERING CORPORATION; WO2008/54702; (2008); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Some tips on 5198-88-9

The synthetic route of 5198-88-9 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.5198-88-9,2-Bromothiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

2-Bromo-l,3-thiazole-4-carboxylic acid (200.0 mg, 961 pmol), TEA (671 pL, 4.80 mmol), HATU (547.0 mg, 1.44 mmol) and (R)-N-((S)-l,3-dihydrospiro[indene-2,4′- piperidin]-l-yl)-2-methylpropane-2-sulfmamide (352.0 mg, 1.15 pmol, synthesized via Step a of Example 120) were placed into DMF(l5 mL). The reaction mixture was evacuated and refilled 3 times using N2, and the reaction mixture was stirred at 25 C for 1 hour. The mixture was then diluted with EtOAc (100 mL) and the mixture was washed with H20 (30 mL x 5), brine (50 mL), dried over anhydrous Na2S04, filtered and concentrated to give a residue. The residue was purified by silica gel chromatography (ethyl acetate in petroleum ether = 0% to 80%) to afford (S)-N-((S)- ‘-(2-bromothiazole-4-carbonyl)- 1 ,3- dihydrospiro[indene-2,4’-piperidin]-l-yl)-2-methylpropane-2-sulfmamide (458 mg, 96% yield) as yellow oil. LC-MS (ESI+) m/z: 498.0 (M+H)+.

The synthetic route of 5198-88-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; RELAY THERAPEUTICS, INC.; D.E. SHAW RESEARCH, LLC; TAYLOR, Alexander, M.; LESCARBEAU, Andre; KELLEY, Elizabeth, H.; SHORTSLEEVES, Kelley, C.; WALTERS, W., Patrick; MURCKO, Mark, Andrew; MCLEAN, Thomas, H.; GUNAYDIN, Hakan; GIORDANETTO, Fabrizio; THERRIEN, Eric; (607 pag.)WO2019/183367; (2019); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica