Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14542-13-3,2-Methoxythiazole,as a common compound, the synthetic route is as follows.

14542-13-3, Production Example 36 Synthesis of (2-methoxy-5-thiazolyl)ethyl bromide 2-Methoxythiazole (3.9 g) was treated as in the above Production Example 35 to give the title compound (1.4 g) as a brown oil (yield: 19%). 1H-NMR (400 MHz, CDCl3): delta(ppm) 3.20(2H, t, J=7Hz), 3.51(2H, t, J=7Hz), 4.03(3H, s), 6.89(1H, s).

The synthetic route of 14542-13-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Eisai Co., Ltd.; US2002/19531; (2002); 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.40283-41-8,2-Aminothiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of (+/-)-cis-N?-(2-(5,7-difluoro-1-tosyl-1H-indol-3-yl)-6-phenylpyrimidin-4-yl)cyclohexane- 1,3 -diamine (50 mg, 0.09 mmol) and2-aminothiazole-4-carboxylic acid (27 mg, 0.19 mmol) in a mixed solvent of dimethyl sulfoxide (2 mL) and tetrahydrofuran (4 mL) was added DIPEA (46 1iL, 0.28 mmol).The mixture was stirred at rt for 10 mm then HATU (68 mg, 0.18 mmol) was added. The resulting mixture was stirred at rt overnight. To the reaction mixture was added water (30 mL), and the mixture was exttracted with ethyl acetate (30 mL x 3). The combined organic layers were washed with a saturated aqueous sodium chloride solution(60 mL), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated in vacuo to give the title compound as a light yellow solid (89 mg), which was used in the next step without further purification.

40283-41-8, As the paragraph descriping shows that 40283-41-8 is playing an increasingly important role.

Reference：
Patent; SUNSHINE LAKE PHARMA CO., LTD.; REN, Qingyun; TANG, Changhua; YIN, Junjun; YI, Kai; ZHANG, Yingjun; (264 pag.)WO2018/33082; (2018); 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

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

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

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

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

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.

A solution of benzothiazole-6-carboxylic acid (4.48 g, 25.0 mmol), tert-butyl carbazate (3.63 g, 27.5 mmol), 3-(3-dimethylaminopropyl)-1-ethylcarbodiimide hydrochloride (5.75 g, 30.0 mmol) and 1-hydroxybenzotriazole (4.05 g, 30.0 mmol) in N,N-dimethylformamide (50 mL) was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate, washed twice with water and once with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (ethyl acetate/tetrahydrofuran=2/1), and crystallized from hexane/acetone to give the title compound (5.51 g, yield 75%) as colorless crystals. melting point 128-129 C.1NMR (CDCl3) delta 1.52 (9H, s), 6.81 (1H, brs), 7.89 (1H, dd, J=1.7, 8.7 Hz), 8.12 (1H, d, J=8.7 Hz), 8.40 (1H, brs), 8.47 (1H, dd, J=0.6, 1.7 Hz), 9.12 (1H, s).Elemental analysis (for C13H15N3O3S)Calculated (%): C, 53.23; H, 5.15; N, 14.32.Found (%): C, 53.10; H, 5.13; N, 14.38., 3622-35-3

The synthetic route of 3622-35-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Itoh, Fumio; US2010/69381; (2010); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

939-69-5, 6-Hydroxybenzo[d]thiazole-2-carbonitrile is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

939-69-5, Method A: Preparation of a 5-Oxymethyl-D-Luciferin Cycloheximide Conjugate [00190] 5-Hydroxymethyl-D-Luciferin. A modification of the procedure of Seto, S., et al., 1963 is used. A mixture of 2-Cyano-6-hydroxybenzthiazole (200 mg), ?-hydroxymethyl D-Cysteine (200 mg), potassium carbonate (160 mg) and 50% aqueous methanol (10 mL) is stirred under a stream of nitrogen gas, at room temperature for 2.5 hours. After neutralization with 1 N aqueous HCl, the precipitate is collected, washed with water and recrystallized from 95% ethanol to give the title compound. [00191] 6′-O-t-butyldimethylsilyl-5-hydroxymethyl-D-Luciferin, t-butyldimethylsilyl ester. Under anhydrous conditions. 5-hydroxymethyl-D-Luciferin (45mg, 0.145 mmole) is dissolved in anhydrous dimethylformamide (7 mL), cooled to 0 C. (ice-bath) and imidazole (300 muL) and t-butyldimethylsilyl chloride solution (50% solution in tetrahydrofuran, 52 muL, 2.1 equiv.) is added. The reaction mixture is allowed to stir at 0 C. for 2 hours and at room temperature overnight. The major product is purified by silicagel column chromatography using dichloromethane:ethylacetate gradient elution. Fractions containing the first major product to elute from the column are combined and evaporated to give the title compound as a white solid.

939-69-5 6-Hydroxybenzo[d]thiazole-2-carbonitrile 9881912, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; Marker Gene Technologies, Inc.; US6656917; (2003); B1;,
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.3034-53-5,2-Bromothiazole,as a common compound, the synthetic route is as follows.

Example 4 1-phenyl-8-[[2-(2-thiazolyl)phenyl]methyl]-1,3,8-triazaspiro[4.5]decan-4-one (Compound 24) Step A: To a mixture of 2-bromothiazole (826 mg, 4.99 mmol) and tetrakis(triphenylphosphine) palladium (0) (175 mg, 0.151 mmol) in 1,2-dimethoxyethane (20 mL) was added 2-formylbenzeneboronic acid (0.9017 g, 6.01 mmol) and 1 N aqueous NaHCO3 (8 mL). The resultant mixture was heated at reflux for 6 hrs. The reaction mixture was diluted with water and extracted with EtOAc (2 X 50 mL). The organic solution was dried over Na2SO4, filtered and concentrated. The crude product was purified by gradient flash chromatography (10% to 25% EtOAc in hexane) to yield 2-(2-thiazolyl)benzaldehyde as a white solid. MS (loop pos) MH+ = 190.1 1 H NMR (300 MHz, CDCl3) 7.50 (m, 1 H), 7.55-7.60 (m, 1 H), 7.65-7.70 (m, 1 H), 7.75-7.80 (m, 1 H), 7.95-7.97 (m, 1 H), 8.00-8.05 (m, 1 H), 10.5 (s, 1 H)

3034-53-5, The synthetic route of 3034-53-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Janssen Pharmaceuticals, Inc.; JORDAN, Alfonzo; PAN, Kevin; REITZ, Allen, B.; (71 pag.)EP1392687; (2017); B1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica