Heterocyclic Building Blocks-Thiazole

14527-44-7, Methyl thiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-(5-(4-Methoxybenzyloxy) pyridin-2-yl)thiazole-5-carboxylate A mixture of 2-bromo-5-(4-methoxybenzyloxy)pyridine (1.10 g), methyl thiazole-5-carboxylate (644 mg), Pd(P(t-Bu)3)2 (153 mg), Cs2CO3 (1.20 g) and DMF (10 mL) was evacuated and refilled with nitrogen three times. The mixture was stirred at 150 C. under N2 atmosphere for 3 hours. Insoluble material was removed by filtration through Celite. The filtrate was diluted with H2O (100 mL). The solid obtained was collected by filtration and washed with MeOH to provide the subtitle compound. MS ESI+: m/z=357 [M+H]+., 14527-44-7

The synthetic route of 14527-44-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SANOFI; SCHWINK, Lothar; BOSSART, Martin; GLOMBIK, Heiner; GOSSEL, Matthias; KADEREIT, Dieter; KLABUNDE, Thomas; MAIER, Thomas; STENGELIN, Siegfried; US2014/99333; (2014); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

101080-15-3, 5-Isopropylthiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The thiazole amine (69 mmol) was combined with 2- (S)-tert-butoxycarbonylamino- pentanoic acid (69 mmol) in 170 mL of anhydrous DMF under N2. Triethylamine (76 mmol) was added to the reaction, followed by HOBT (76 mmol) and EDCI (76 mmol). The resultant mixture was stirred at r. t. for 16h. The reaction was then diluted with 200 mL of EtOAc and washed with 200 mL of water and brine. The organics were then dried over Na2SO4, filtered and concentrated under reduced pressure to give the desired product, [1-(5-Isopropyl-thiazol- 2-ylcarbamoyl)-butyl]-carbamic acid ter-butyl ester. The product (10.2 mmol) was purified through flash chromatography and dissolved in 15 mL of anhydrous 4.0 N HCI in dioxane and stirred at rt for 2 h. The reaction was then concentrated under reduced pressure and triturated in Et20 to give the desired amine, 2- Amino-pentanoic acid (5-isopropyl-thiazol-2-yl)-amide, 101080-15-3

The synthetic route of 101080-15-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PFIZER PRODUCTS INC.; WO2005/95367; (2005); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

288-47-1, Thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of 4-[2-(4-Nitro-phenyl)-6-oxo-4-thioxo-6H-1-thia-3,3b,5-triaza-cyclopenta[a]pentalen-5-yl]-butyric acid ethyl ester (Compound 37) As depicted in Scheme 24 below, anhydrous Co(OAc)2 (0.021 mmol, 5%) and SALEN (2,2′-(1,4-diiminobutane-1,4-diyl)diphenol, 0.041 mmol, 0.1 molequivalent) in 0.5 ml dry dioxane are placed in a flame-dried flask, and the mixture is stirred for 10 minutes at room temperature. A solution of thiazole (0.411 mmol) in 1 ml dry dioxane, anhydrous Cs2CO3 (0.493 mmol, 1.2 molequivalents) and CuI (0.822 mmol, 2 molequivalents) are thereafter added consecutively to the reaction mixture under argon. A solution of 4-nitrophenyl iodide (0.493 mmol, 1.2 molequivalents) in dry dioxane (0.5 ml) is then added dropwise and the resulting mixture is heated to 150 C. under argon, while monitoring the reaction progress by TLC. Once the reaction is completed (after about 10 hours), the resulting mixture is diluted with chloroform (20 ml) and filtered through a celite pad. The organic solvents are evaporated under reduced pressure and the crude product is purified by flash column chromatography, using a hexane:ethyl acetate mixture as eluent, to give pure 2-[4-nitrophenyl]thiazole.

288-47-1, The synthetic route of 288-47-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Gelder, Joel M. Van; Klein, Joseph Y.; Basel, Yochai; Reizelman, Anat; Tchilibon, Susanna; Mouallem, Orly; US2008/39456; (2008); A1;,
Thiazole | C3H3NS – PubChem
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42270-37-1, 2-(Piperazin-1-yl)thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,42270-37-1

Hinokitiol (0.29 g, 1.8 mmol), 1-(2-thiazolyl) piperazine (0.30 g, 1.8 mmol) and acetic acid (0.1 mL, 1.8 mmol) were mixed with 10 mL of methanol and then 37% aqueous formalin (0.16 mL, 18 mmol) was added. After stirring at room temperature overnight, 2-hydroxy-4-isopropyl-7-[4-(2-thiazolyl)piperazinomethyl]-2,4,6-cycloheptatrien-1-one (0.3 g, 0.87 mmol, 49%) was obtained by collecting the formed crystals by filtration.

42270-37-1 2-(Piperazin-1-yl)thiazole 911806, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; Nippon Kayaku Kabushiki Kaisha; EP1504759; (2005); 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.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

Under nitrogen atmosphere at -78 C, 11BuLi/Hex(2.5M) (28.5 mL, 71.4 mmol) was added dropwise into the solution of 6-carboxybenzothiazole (6.566 g, 37 mmol) in THF (450 mL) over 25 minutes. After the mixture was stirred for additional half an hour, the solution of Boc-HN-Arg(Mtr) Weinreb amide (1.633 g, 3.08 mmol) in THF (60 mL) was added slowly over 20 mm at -78C. After the addition then the mixture was stirred at -24 C to -20 C for 1.5 hours. The reaction was quenched with saturated aqueous NH4C1 (270 mL). The layers were separated and the aqueous layer was extracted with AcOEt. The organic phase was collected and washed with water and brine, dried with Na2SO4 then concentrated in vacuo. To the resulting residue MeOH (50 mL) was added. The mixture was cooled at -25 C and sodium borohydride (0.706 g, 18.7 mmol) was added. The mixture was stirred at -25 -20 C for 1 hour. Acetone (10 mL) was added to quench the reaction and the mixture was stirred for 15 minutes then concentrated in vacuo. The residue was suspended in water, acidified to pH 34, and extracted with AcOEt. The organic phase was washed with brine, dried with Na2SO4, then concentrated in vacuo. The resulting residue was dissolved in CH2C12/MeOH (17/3 v/v, 40 mL), cooled to 0 C. Into it, (trimethylsilyl)diazomethane (2 M in hexane, 9.2 mL, 18.4 mmol) was added dropwise over 25 minutes. The mixture was stirred at 0 C for ihour. MeOH (5 mL) was added and the mixture was concentrated in vacuo. The residue was purified by silica gel chromatography with CHC13/MeOH combination as eluent to give BocHN-Arg(Mtr)-CH(OH)benzothiazole-6-COOMe a (0.445 g, mixture of diastereomers) in 22% yield. MS(ESI): found: [M + Hj, 664.5., 3622-35-3

3622-35-3 Benzo[d]thiazole-6-carboxylic acid 601670, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; WASHINGTON UNIVERSITY; JANETKA, James,, W.; HAN, Zhenfu; HARRIS, Peter; KARMAKAR, Partha; (163 pag.)WO2016/144654; (2016); 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.2941-58-4,2-Bromo-6-methoxybenzothiazole,as a common compound, the synthetic route is as follows.

A mixture of 2-bromo-6-methoxy-benzothiazole (1.14 g), 5-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)pyridin-2-amine (1.23g, 1.2 eq.)5 Pd(dppf)Cl2*DCM (170 mg, 0.05 eq.) and 2.0 M aq. K2CO3 (10 ml, 4 eq.) in DMF(20 ml) was heated at 80 0C for 2 h under o argon while stirring. Ethyl acetate (200 ml) was subsequently added before concentrating the sol. onto diatomaceous earth in vacuo. Purification by flash chromatography (DCM:methanol, 99:1 to 95:5) provided the title compound (730 mg) as a yellow solid. 1H NMR delta 8.56 (d, 1 H) 7.96 (dd, 1 H) 7.82 (d, 1 H) 7.64 (d, 1 H) 7.07 (dd, 1 H) 6.67 (br. s, 2 H) 6.55 (d, 1 H) 3.83 (s, 3 H); MS m/z (M+H) 258.1., 2941-58-4

2941-58-4 2-Bromo-6-methoxybenzothiazole 11218765, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; ASTRAZENECA AB; WO2007/86800; (2007); 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.64987-16-2,Methyl 2-(2-aminothiazol-4-yl)acetate,as a common compound, the synthetic route is as follows.

64987-16-2, Each of Compounds 36 and 37 was synthesized as follows. Reaction of an amino substituted heteroaryl with (trimethylsilyl) diazomethane (2.0 M solution in hexanes) in a solvent of methanol and benzene yielded an intermediate. Substitution of the intermediate at C-4 position of DBD gave the desired product. See Scheme 2 below. Analytical data on Compound 36 are shown below. Compound 36, i. e., [4′-O-DEMETHYL-4 – [4″- (METHYL-O-ACETYL)-2″-] thiazolylamino] -4-desoxypodophyllotoxin. Yield 59%; Amorphous, mp [116-120 C] (dec. ); ESI MS: 553 [M-H], 577 [[M+NA]. LH] NMR [(CDC13)] [6] 6.85 (s, 1H, 5-H), 6.52 (s, 1H, 8-H), 6.38 (s, 1H, 5″-H), 6.30 (s, 2H, 2′, 6′-H), 5.98 and 5.96 (dd, 2H,- [OCH70-),] 5.16 (br, 1H, 4-H), 4. 59 (br, [1H,] 1-H), 4.40 (t, [1H, 11-H),] 3.95 (t, [1H,] 11- H), 3.79 (s, 6H, 3′, 5′-OCH3), 3.73 (s, 3H,-COOCH3), 3.60 (s, [2H,-CHACOOCH3),] 3.00 (m, 2H, 2-H, 2-H). Compounds 6,11, 38-42,77-82, 84,96, 118,126, 128,130-131, 140,145- 146,163, and 165 were synthesized by coupling an appropriate alcohol or amine to an amino substituted heteroaryl followed by conjugation with DBD. Analytical data on a number of compounds are shown below. Compound 39, i. e., [4′-O-DEMETHYL-40- [5″- (ETHOXYCARBONYL)-2″-] pyridylamino)]-4-desoxypodophyllotoxin. Yield 35 %; Amorphous, mp [164-168 C] (dec. ); ESI MS: 547 [M-H], 571 [[M+NA]. LH] NMR [(CDC13)] [S] 8.78 (d, 1H, [J] = 2.2 Hz, 6″-H), 8.04 and 8.01 (dd, J = 2.2 Hz, 1H, 4″-H), 6.79 (s, 1H, 5-H), 6.55 (s, 1H, 8- H), 6.42 (d, [J =] 8.8 Hz, [1H,] 5″-H), 6.33 (s, 2H, 2′, 6′-H), 5.99, 5.96 (dd, J = 1. 6 Hz, [2H,-OCHEO-),] 5.46 (br, 2H, 4-H, [NH),] 4.88 (d, J = 5.5 Hz, 1H, 1-H), 4.62 (br, 1H, [11-H),] 4.40 (br, [1H, 11-H),] 4. [36] (q, J = 7.1 Hz, 2H, [CH2CH3),] 3.79 (s, 6H, 3′, 5′- OCH3), 3.03 (m, 2H, 2-H, 2-H), 1.36 (t, J = 7.1 Hz, 3H, CH2CH3). Compound 84, i. e., [4′-O-DEMETHYL-40- [4″- (ETHOXYCARBONYL)-3″-] pyrazolylamino] -4-desoxypodophyllotoxin. Yield 40 %; White solid, mp [152-155 C] [(DEC.) ; ESI] MS: 536 [M-H]. 1H NMR [(CDC13)] [8] 7.32 (s, 1H, 5″-H), 6.66 (s, 1H, 5- H), 6.62 (s, [1H,] 8-H), 6.31 (s, 2H, 2′, 6′-H), 6.01, 6.00 (dd, J = 1. 1 Hz, [2H,-OCH70-),] 5.45 (s, 1H, NH), 5.43 (d, J = 4.9 Hz, [1H,] 4-H), 4.70 (d, J = 4.9 Hz, [1H,] 1-H), 4.68 (br, 1H, [11-H),] 4.36 (br, [1H,] [11-H),] 4.25 (m, 2H, [CH2CH3),] 3.79 (s, 6H, 3′, 5′- [OCH9,] 3.55 (m, 1H, 3-H, ), 3.25 (dd, J = 4.9 Hz, 1H, 2-H, ), 1.35 (t, J = 7.1 Hz, 3H, CH2CH3). Compound 140, i. e., [4′-O-DEMETHYL-4ss-[2″-(3″-(2″‘-CHLORO-4″‘-] pyridinylamino-carbonyl))-pyridinlylamino]-4-desoxypodophyllotoxin. Amorphous, mp > 240 C (dec); ESI MS: 630.0 [(M-1)] [;’H] NMR 6 (400 MHz, [CDC13)] : 8.65 [(1H,] d, J = 2.3 Hz, 3″‘-H of second pyridine), 8.32 [(1H,] d, J = 5.5 Hz, [6″‘-H] of second pyridine), 7.95 [(1H,] dd, J = 2.3, 9.0 Hz, 4″-H of first pyridine), 7.76 [(1H,] d, J = 2.0 Hz, 6″-H of first pyridine), 7.48 [(1H,] dd, J = 2.0, 5.9 Hz, 5″‘-H of second pyridine), 6.79 [(1H,] s, 5-H), 6.56 [(1H,] s, 8-H), 6.50 [(1H,] d, J = 9.0 Hz, 3″-H of first pyridine), 6.34 (2H, s, 2′-H, 6′-H), 5.98 (2H, d d, J = 1. 2,6. 7 Hz,-OCH20-), 5.44 [(1H,] d. [J =] 5.5 Hz, 4-H), 4.63 (1H, d, J = 3.9 Hz, [1-H),] 4.42 (1H, dd, J = 7.0, 9.4 Hz, 113035-H), 3.80 [(1H,] d, J = 2.2, 8.8 Hz, 2-H), 3.80 (6H, s, 3′, 5’-OCH3), 3.50 [(1H,] m, 3-H), 3.03 (1H, br. d, J = 4.7 Hz, 11ss-H).

64987-16-2 Methyl 2-(2-aminothiazol-4-yl)acetate 738059, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; PLANTACEUTICA INC.; WO2004/33423; (2004); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

3622-35-3, Benzo[d]thiazole-6-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

After adding benzothiazole-6-carboxylic acid (5.0 g, 27.9 mmol), HATU (15.9 g, 41.9 mmol) and DIPEA (11.7 mL, 83.7 mmol) to dichloromethane (87 mL) and N,N-dimethylformamide (22 mL), the result was stirred for 30 minutes. To the reaction solution, an N,O-dimethylhydroxylamine salt (3.0 g, 30.7 mmol) was introduced, and the result was stirred for 12 hours at room temperature. After terminating the reaction, the reaction solution was removed, and ethyl acetate was added thereto. The result was washed with water and saline, then dried using anhydrous magnesium sulfate, and filtered. The filtrate was concentrated and purified using column chromatography to obtain a target compound (6.2 g). 1H NMR spectrum (300 MHz, CDCl3) delta 9.13(s, 1H), 8.36(d, 1H), 8.16(d, 1H), 7.87(dd, 1H), 3.57(s, 3H), 3.42(s, 3H).

3622-35-3, 3622-35-3 Benzo[d]thiazole-6-carboxylic acid 601670, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; Hanmi Pharmaceutical Co., Ltd.; LEE, Kyung Ik; JUNG, Young Hee; SONG, Ji Young; JUN, Seung Ah; (89 pag.)EP3480193; (2019); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

14527-43-6, Ethyl thiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 13 (108.25?g, 0.689?mol) in THF (344?mL) was added dropwise to a suspension of LiAlH4 (26.3?g, 0.692?mmol) in THF (344?mL) at 0?C. The reaction mixture was stirred for 30?min?at 0?C (at this point TLC indicated consumption of the SM). It was then quenched by successive addition of EtOAc (50?mL), water (26?mL), 10% NaOH (26?mL) solution, and water (78?mL) (the temperature should not exceed 0?C). The precipitate was filtered and washed several times with THF. The filtrate was evaporated to give 8, which was used without purification. M?=?43.25?g. Yield?=?54%., 14527-43-6

The synthetic route of 14527-43-6 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Curreli, Francesca; Belov, Dmitry S.; Kwon, Young Do; Ramesh, Ranjith; Furimsky, Anna M.; O’Loughlin, Kathleen; Byrge, Patricia C.; Iyer, Lalitha V.; Mirsalis, Jon C.; Kurkin, Alexander V.; Altieri, Andrea; Debnath, Asim K.; European Journal of Medicinal Chemistry; vol. 154; (2018); p. 367 – 391;,
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.118452-02-1,2-Aminothiazole-4-carboxamide,as a common compound, the synthetic route is as follows.

4. g (28 mmol) 2-Aminothiazol-4-carboxamide was dissolved in 40 ml glacial acetic acid, to which added 2.8 ml (29.6 mmol) acetic anhydride, followed by reacting under reflux for 2 hr, and naturally cooling down to precipitate a large quantity of solids, which were filtered, washed and dried to obtain 4.7 g 2-acetylaminothiazol-4-carboxamide (yield 92%) with mp>250 C., 118452-02-1

118452-02-1 2-Aminothiazole-4-carboxamide 257149, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; Li, Song; Zhao, Guoming; Xia, Guangqiang; Wang, Lili; Zheng, Zhibing; Xie, Yunde; Zhong, Wu; Xiao, Junhai; Li, Xingzhou; Cui, Hao; US2010/87448; (2010); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica