Heterocyclic Building Blocks-Thiazole

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1003-60-7,2-Methylthiazole-5-carbaldehyde,as a common compound, the synthetic route is as follows.

A solution of 2-methylthiazole-5-carbaldehyde (1 g, 7.86 mmol) and ethyl 2-azidoacetate (30% in DCM, 15.8 ml_, 31 .5 mmol) was added dropwise to a solution of NaOEt (21 % in EtOH, 1 1 .7 ml_, 31 .5 mmol) and EtOH (40 ml.) at 0. After stirring for 1 hour at 0C, the temperature was allowed to come to RT and the stirring was continued for another hour. The mixture was quenched with a saturated solution of NH4CI and extracted with Et20. The organic extract was dried over Na2S04, filtered and evaporated. Purification by column chromatography on silica gel using cyclohexane and EtOAc (from 0% to 30%) provided the title compound as brown solid. 1 H NMR (400 MHz, DMSO-d6) d (ppm) 8.07 (d, 1 H), 7.27 (d, 1 H), 4.31 (q, 2H), 2.69 (s, 3H), 1 .32 (t, 3H). LC-MS: Rt = 1 .05 min; MS m/z [M+H]+ 239.1

1003-60-7, As the paragraph descriping shows that 1003-60-7 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; FARADY, Christopher; GOMMERMANN, Nina; JANSER, Philipp; MACKAY, Angela; MATTES, Henri; STIEFL, Nikolaus Johannes; VELCICKY, Juraj; (148 pag.)WO2020/21447; (2020); A1;,
Thiazole | C3H3NS – PubChem
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6633-61-0,6633-61-0, Methyl 2-aminothiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE I Preparation of Methyl 2-chlorothiazole-5-carboxylate To 5.0 g of methyl 2-aminothiazole-5-carboxylate [H. E. Faith, U.S. Pat. No. 2,405,820(1946)] suspended in 54 ml of 6 N hydrochloric acid stirred at-5-0 was added dropwise over 15 minutes 3.7 g of sodium nitrite dissolved in 10 ml of water. After stirring 5 minutes, the brown suspension was added in one portion to a rapidly stirred suspension of 10.6 g of cupric sulfate and 10.6 g of sodium chloride cooled at 5. The cooling bath was removed and stirring was continued for 30 minutes. The pH was adjusted to 7.3 with 6 N sodium hydroxide and the green suspension was filtered through Celite. The solid was washed with three portions of ethyl acetate and the extract was combined with the ethyl acetate extract of the original filtrate. After drying the combined extract over magnesium sulfate, concentration in vacuo gave a brown solid. Trituration with four portions of hot petroleum ether (35-60) served to separate the soluble product from some starting material. Concentration in vacuo of the petroleum ether solution gave 3.9 g. of pure methyl 2-chlorothiazole-5-carboxylate having a melting point of 41-46.

The synthetic route of 6633-61-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hoffmann-La Roche Inc.; US4168380; (1979); A;,
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Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.32137-76-1,Ethyl 1,3-benzothiazole-2-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: Ethyl benzothiazole-2-carboxylate 4a (1 mmol) was taken in around bottom flask (10 mL). To it the aliphatic amine (4 equiv.) wasadded in excess along with (50 mg) of NH4Cl. The reaction mixturewas heated at 150 C for 2e3 h under magnetic stirring. Aftercompletion of reaction (TLC), the mixture was diluted using EtOAc,washed with1N HCl and brine, dried over anhydrous MgSO4 andconcentrated under reduced pressure to furnish the final productthat was then washed with cooled hexane.

32137-76-1, The synthetic route of 32137-76-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ghonim, Aya E.; Ligresti, Alessia; Rabbito, Alessandro; Mahmoud, Ali Mokhtar; Di Marzo, Vincenzo; Osman, Noha A.; Abadi, Ashraf H.; European Journal of Medicinal Chemistry; vol. 180; (2019); p. 154 – 170;,
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Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1826-11-5,2-Phenylthiazole,as a common compound, the synthetic route is as follows.

4.3.1.6 2-Phenylthiazole 11 Following general procedure A, exchange of 2-phenylthiazole 11 (13.8 mg) in the presence of catalyst 1a (4.4 mg) gave [2′,6′-2H2]-11 (12.2 mg, 89%, 82%D). Following general procedure A, exchange of 2-phenylthiazole 11 (13.8 mg) in the presence of catalyst 1b (4.6 mg) gave [2′,6′-2H2]-11 (11.0 mg, 80%, 44%D). Following general procedure A, exchange of 2-phenylthiazole 11 (13.8 mg) in the presence of catalyst 1c (3.8 mg) gave [2′,6′-2H2]-11 (13.6 mg, 98%, 72%D). Following general procedure A, exchange of 2-phenylthiazole 11 (13.8 mg) in the presence of catalyst 5 (3.4 mg) gave [2′,6′-2H2]-11 (10.8 mg, 78%, 59%D). deltaH (300 MHz, DMSO-d6) 7.97-7.93 (m, 3H), 7.78 (d, 1H, J=3.3 Hz), 7.54-7.48 (m, 3H).

1826-11-5, As the paragraph descriping shows that 1826-11-5 is playing an increasingly important role.

Reference£º
Article; Atzrodt, Jens; Derdau, Volker; Kerr, William J.; Reid, Marc; Rojahn, Patrick; Weck, Remo; Tetrahedron; vol. 71; 13; (2015); p. 1924 – 1929;,
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Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.66947-92-0,Methyl 2-amino-1,3-benzothiazole-6-carboxylate,as a common compound, the synthetic route is as follows.

To a stirred mixture of VIII-2 (600 mg, 2.28 mmol) and CuBr2 (775 mg, 3.46 mmol) in MeCN (9 mL) was added tert-butyl nitrite (445 mg, 4.32 mmol). The reaction mixture was stirred at rt overnight. The mixture was diluted with EtOAc (40 mL), washed with water and brine, dried over Na2SO4, filtered and concentrated. The residue was purified by column (PE:EA=5:1) to give VIII-3 (140 mg, yield: 18%)., 66947-92-0

As the paragraph descriping shows that 66947-92-0 is playing an increasingly important role.

Reference£º
Patent; Buckman, Brad Owen; Nicholas, John Beamond; Emayan, Kumaraswamy; Seiwert, Scott D.; US2014/200215; (2014); A1;,
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Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.777-12-8,6-(Trifluoromethyl)benzo[d]thiazol-2-amine,as a common compound, the synthetic route is as follows.

777-12-8, To a stirred solution of methyl 5-chloro-2-methoxy-3-((methoxymethoxy)methyl)benzoate (122mg, 0.445mmo1) in MeOH (5m1) was added 2.2 ml iN KOH solution. The resulting mixture was stirred at 60¡ãC overnight. After cooled to rt, the reaction was partitioned between EA and 2percent citric acid. The EA layer was washed with brine, dried over Na2504 and concentrated in vacuo. To this residue was added HBTU (98mg, 0.258mmo1), DMF (3m) and DIPEA (187u, 1.075 mmo). The mixture was stirred for lOmins and then 6-(trifluoromethy)benzo[d]thiazo-2-amine (47mg, 0.2l5mmo) was added. The resuting reaction was heated at 120 ¡ãC for 24hs. After cooed to rt, the mixture was separated between EA and water. The organic ayer was washed with brine, dried over Na2SO4 and concentrated in vacuo. Purification by coumn chromatography gave the 5- choro-2-hydroxy-3 -((methoxymethoxy)methy)-N-(6-(trifluoromethy)benzo[d]thiazo -2y)benzamide as a yeow soid (37mg, 39percent). ?H NMR (400 MHz, Choroform-d) 8.16 (s, 1H), 7.99 (d, J = 2.5 Hz, 1H), 7.91 (d, J = 6.1 Hz, 1H), 7.72 (d, J = 6.1 Hz, 1H), 7.48 (d, J =2.5 Hz, 1H), 4.80 (s, 2H), 4.78 (s, 2H), 3.47 (s, 3H). MS (ESI) [M+Na] requires m/z 469.02, found m/z 468.55.

777-12-8 6-(Trifluoromethyl)benzo[d]thiazol-2-amine 2735955, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; JIN, Shengkan; AUGERI, David J.; CAO, Bin; TAO, Hanlin; (126 pag.)WO2017/201313; (2017); A1;,
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Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10200-59-6,2-Thiazolecarboxaldehyde,as a common compound, the synthetic route is as follows.

Hydroxylamine hydrochloride (9.03 g, 130 mmol) was added to a solution of 1 ,3-thiazole-2-carbaldehyde (14.71 g, 130 mmol) and pyridine (10.5 mL, 130 mmol) in DCM (100 mL). The reaction mixture was stirred overnight at room temperature and then washed twice with water. The organic layer was dried over MgS04 and then evaporated under reduced pressure to give 15.26 g of 1 ,3-thiazole-2-carbaldehyde oxime (yield 92percent)., 10200-59-6

As the paragraph descriping shows that 10200-59-6 is playing an increasingly important role.

Reference£º
Patent; UNIVERSITE DE DROIT ET DE LA SANTE DE LILLE 2; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE – CNRS -; INSERM (INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE); INSTITUT PASTEUR DE LILLE; DEPREZ, Benoit; WILLAND, Nicolas; FLIPO, Marion; DESROSES, Matthieu; BAULARD, Alain; LEROUX, Florence; WO2013/60744; (2013); A2;,
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38585-74-9, Thiazol-5-ylmethanol is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

REFERENCE EXAMPLE 50 2-Fluoro-4-(thiazol-5-ylmethoxy)benzonitrile Diisopropylazodicarboxylate (4.0 g) was dissolved in a little anhydrous tetrahydrofuran (about 10 ml) and added dropwise to a stirred solution of triphenylphosphine (5.2 g) in anhydrous tetrahydrofuran (150 ml) at 0 C. under nitrogen. After stirring at 0 C. for 15 minutes, during which time a white precipitate formed, a mixture of 2-fluoro-4-hydroxybenzonitrile (S. M. Kelly, Helv.Chim.Acta. 1984, Volume 67, P.1572-1579) (2.0 g) and thiazole-5-methanol (2.3 g) in anhydrous tetrahydrofuran (20 ml) was added dropwise whilst maintaining the temperature at or below 5 C. The reaction mixture was stirred in the cooling bath for a further 2 hours then allowed to warm slowly to room temperature. After standing at room temperature overnight the reaction mixture was partitioned between ethyl acetate (200 ml) and saturated aqueous ammonium chloride solution (200 ml). The layers were separated and the organic phase washed with water (100 ml), dried over magnesium sulphate and evaporated. The residue was purified by flash chromatography on silica eluding with a mixture of ethyl acetate and cyclohexane (1:1, v/v). Fractions homogenous in the required product were combined and evaporated affording the title compound as a pale yellow solid (2.0 g).

38585-74-9, As the paragraph descriping shows that 38585-74-9 is playing an increasingly important role.

Reference£º
Patent; Rhone-Poulenc Rorer Limited; US6124343; (2000); A;,
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Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.64485-82-1,(Z)-Ethyl 2-(2-aminothiazol-4-yl)-2-(hydroxyimino)acetate,as a common compound, the synthetic route is as follows.

Example 33; (Z)-5-benzo[d]thiazol-2-yl-2-(5-(trifluoromethyl)-2-(tritylamino)thiazol-4-yl)-2-(trityloxyimino)ethanethioate; Step 1 : To a solution of 1 (43 g, 0.2 moL) in 300 mL DMF was added 63 mL TEA. The mixture was stirred for 10 min, then 123 g of trityl chloride was added and the mixture was kept at 50 0C for 72 hrs. The mixture was concentrated and extracted with acetic ether. The acetic ether was washed with 1% NaOH solution three times, the organic layer was dried over Na2SO4, filtered and the filtrate was concentrated under reduced pressure. The residue was dried in vacuum overnight to provide (Z)-ethyl-2-(2-(tritylamino)thiazol-4-yl)-2-(trityloxyimino)acetate 2 (120 g, yield 85%).

64485-82-1, The synthetic route of 64485-82-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ACHAOGEN, INC.; WAGMAN, Allan, Scott; MOSER, Heinz, Ernst; WO2010/30811; (2010); A2;,
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Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.161798-03-4,Ethyl 2-(3-formyl-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate,as a common compound, the synthetic route is as follows.

161798-03-4, Example 3Preparation of 2-[3-formyl-4-(2-methylpropoxy)phenyl]-4-methyl-5-thiazole carboxylic acid (FBZC)To a 500 ml three-necked bottle was added 28.0 g of ethyl 2-[3-formyl-4-(2-methyl propoxy)phenyl]-4-methyl-5-thiazolcarboxylate, 280 ml of 10% sodium hydroxide solution and 90 ml of ethanol, the reaction was performed under stirring at about 80 C. for about 4 h, then the reaction stopped, cooled, adjusted by adding dropwise slowly a concentrated hydrochloride to about pH 3. A white solid was precipitated and filtered. The filter cake was washed with water, and dried by vacuum sucking. The filter cake was recrystallized with ethyl acetate, filtered, then dried at 70-75 C. in a reduced pressure (-0.080 to -0.085 MPa) to obtain 2-[3-formyl-4-(2-methylpropoxy)phenyl]-4-methyl-5-thiazole carboxylic acid (FBZC) (11.2 g) as a white crystalline. Purity (by HPLC): 99%. IR (KBr): 3432, 2966, 2871, 1679, 1652, 1605, 1513, 1447, 1427, 1371, 1179, 1111, 1014 cm-1. 1H-NMR (500 MHz, DMSO-d6) delta (ppm): 13.360 (1H, s), 10.397 (1H, s), 8.191-8.153 (2H, m), 7.337-7.319 (1H, d), 3.990-3.977 (2H, d), 2.659 (3H, s), 2.163-2.084 (1H, s), 1.045-1.031 (6H, d).

161798-03-4 Ethyl 2-(3-formyl-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate 10904158, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; CHONGQING PHARMACEUTICAL RESEARCH INSTITUTE CO/. LTD.; US2011/282069; (2011); A1;,
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Thiazole | chemical compound | Britannica