Category: 64987-16-2

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

sodium metal, batch into 100ml refined anhydrous methanol, and continue to stir.To be sodiumAfter all was dissolved, 34.4 g (0.2 mol) of methyl 2-amino-4-thiazoleacetate was pre-dissolved in 200 ml of purified anhydrous methanol and added dropwise to a solution of sodium methoxide; 37.6 g of 2,6-dichloropurine0.2mol) was pre-dissolved in 200ml refined anhydrous methanol, slowly added dropwise to the reaction mixture, stirred at reflux, TLC followed by reaction, the reaction was completed, the column was separated and evaporated to dryness under reduced pressure to give a light yellow solid 33.8g, Yield 52.0%.

As the paragraph descriping shows that 64987-16-2 is playing an increasingly important role.

Reference：
Patent; Nanchang University; Mai Xi; Feng Lihua; Liao Yijing; Xu Zhaoxing; (7 pag.)CN107513064; (2017); A;,
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.

Step A: methyl 2-(2-bromothiazol-4-yl)acetate Methyl 2-(2-aminothiazol-4-yl)acetate (5g, 26.8mmol) was added under nitrogen to a solution of copper(ll) bromide (6.77g, 30mmol) and f-butyl nitrite (4.79ml, 40mmol) in acetonitrile (20ml) at -20C. The reaction mixture was slowly warmed to room temperature and stirred for two hours. The solution was then diluted with diethyl ether and washed with 25ml of 10 percent hydrochloric acid solution; the aqueous phase was extracted with 20ml of diethyl ether. The combined organic phases were dried and evaporated to dryness. The residue was purified by a standard method to yield the title compound. LC-MS : m/z (M+H) = = 235.9, 64987-16-2

As the paragraph descriping shows that 64987-16-2 is playing an increasingly important role.

Reference：
Patent; AGIOS PHARMACEUTICALS, INC.; LEMIEUX, Rene M.; CHEN, Yongsheng; WO2014/79136; (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.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.64987-16-2,Methyl 2-(2-aminothiazol-4-yl)acetate,as a common compound, the synthetic route is as follows.

64987-16-2, To a mixture of tert-butyl nitrite (10 mL, 80 mmol) and CuCN (7.28 g, 80 mmol) in anhydrous acetonitrile (30 mL) was added a solution of ethyl 2-(2-aminothiazol-4-yl)acetate (7.5 g, 40 mmol) in anhydrous acetonitrile (20 mL) dropwise over a period of 1 hour at 50 C., then the mixture was stirred at the temperature for 2.5 hours. The mixture was concentrated in vacuo and the residue was purified by a silica gel column chromatography (PETROLEUM ETHER/EtOAc (V/V)=25/1) to give the title compound as yellowish liquid (2 g, 25%). The compound was characterized by the following spectroscopic data: 1H NMR (400 MHz, DMSO-d6): delta 4.01 (q, 2H), 3.72 (s, 2H), 1.16 (t, 3H).

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

Reference：
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; REN, Qingyun; LIU, Xinchang; GOLDMANN, Siegfried; US2015/152096; (2015); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

64987-16-2,64987-16-2, Methyl 2-(2-aminothiazol-4-yl)acetate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

thyl 2-(2-bromothiazol-4-yl)acetate Methyl 2-(2-aminothiazol-4-yl)acetate (5g, 26.8mmol) was added under nitrogen to a solution of copper(ll) bromide (6.77g, 30mmol) and f-butyl nitrite (4.79ml, 40mmol) in acetonitrile (20ml) at -20C. The reaction mixture was slowly warmed to room temperature and stirred for two hours. The solution was then diluted with diethyl ether and washed with 25ml of 10 percent hydrochloric acid solution; the aqueous phase was extracted with 20ml of diethyl ether. The combined organic phases were dried and evaporated to dryness. The residue was purified by a standard method to yield the title compound. LC-MS : m/z (M+H) = = 235.9

The synthetic route of 64987-16-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; AGIOS PHARMACEUTICALS, INC.; LEMIEUX, Rene M.; POPOVICI-MULLER, Janeta; SALITURO, Francesco G.; SAUNDERS, Jeffrey O.; TRAVINS, Jeremey; CHEN, Yongsheng; WO2014/79150; (2014); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

64987-16-2, Methyl 2-(2-aminothiazol-4-yl)acetate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,64987-16-2

A solution of methyl 2-(2-aminothiazol-4-yl)acetate (1.044 g, 5.00 mmol) and Na2CO3 (0.530 g, 5.00 mmol) in DMF (20 mL) was stirred at room temperature for 15 min. 2,2,2-Trichloro-1-(4,5-dibromo-1H-pyrrol-2-yl)ethan-1-one (1.852 g, 5.00 mmol) was added and mixture was stirred at 80 C overnight. Solvent was removed under reduced pressure, residue was suspended in ethyl acetate (60 mL) and successively washed with 10% citric acid (2 × 30 mL), saturated aqueous NaHCO3 solution (2 × 30 mL) and brine (30 mL), dried over Na2SO4, filtered and the solvent removed under reduced pressure. The crude product was recrystallized from methanol. Yield: 1.630 g (77.0%); white crystals; m.p. 200-202 C; 1H NMR (400 MHz, DMSO-d6): delta 3.63 (s, 3H, CH3), 3.75 (s, 2H, CH2), 7.04 (s, 1H, thiazole-H), 7.45 (d, 1H, J = 2.6 Hz, pyrrole-H), 12.42 (s, 1H, NH), 13.12 (s, 1H, NH) ppm; 13C NMR (100 MHz, DMSO-d6): delta 36.4, 51.7, 98.8, 107.8, 110.8, 115.4, 125.8, 143.7, 156.6, 157.8, 170.5 ppm.

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

Reference：
Article; Campos, Ludmila E.; Garibotto, Francisco M.; Angelina, Emilio; Kos, Jiri; Toma?i?, Tihomir; Zidar, Nace; Kikelj, Danijel; Gonec; Marvanova, Pavlina; Mokry, Petr; Jampilek; Alvarez, Sergio E.; Enriz, Ricardo D.; Bioorganic Chemistry; vol. 91; (2019);,
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

Step: 2; Preparation of methyl (2-{[(pyridin-3-ylmethoxy)carbonyl]amino}-l,3-thiazol-4- yl)acetate; To a suspension of l,l’-carbonylbis(lH-imidazole) (2.43g, 15 mmol) in THF (12 mL) at 0-5 0C was added pyridine-3 -methanol (1.63 g, 15 mmol) in THF (5 mL), and stirred at room temperature for 5 hours. The above reaction mixture was added to a solution of methyl (2-amino-l,3-thiazol-4-yl)acetate (2.58 g, 15 mmol), DBU (2.28 g, 15mmol) and triethylamine (1.51 g, 15 mmol) in THF (24 ml) and stirred at room temperature, overnight. The THF was removed under reduced pressure and the crude compound was taken in dichloromethane (100 ml), washed with water, the organic layer dried over anhydrous Na2Stheta4, concentrated and purified by silica gel column chromatography using EtOAc/hexanes (4:6) to afford the title compound as a pale yellow colored solid (1 g, 23% yield).

The synthetic route of 64987-16-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ORCHID RESEARCH LABORATORIES LIMITED; WO2007/17728; (2007); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

64987-16-2, Methyl 2-(2-aminothiazol-4-yl)acetate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Boc-anhydride (1 .53 mL, 6.6 mmol) was added to methyl 2-(2-aminothiazol-4-yl)acetate (1 .08 g, 6.28 mmol), N,N-diisopropylethylamine (1 .21 mL, 6.91 mmol) and DMAP (8 mg, 0.06 mmol) in THF (20 mL) at 0 C. The reaction mixture was warmed to room temperature and stirred overnight, then heated to 90 C. After 2 h the reaction was concentrated, and the residue was purified on silica gel, eluting with a 0%-100% EtOAc-hexanes gradient to give the title compound (1 .35 g, 79%). 1H NMR (400 MHz, CD3SOCD3) delta 1 .44 (s, 9 H), 1 .96 (s, 2 H), 3.62 (s, 3 H), 6.89 (s, 1 H), 1 1 .39 (s, 1 H); LC-MS (LC-ES) M-H = 271 ., 64987-16-2

The synthetic route of 64987-16-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DEATON, David Norman; GUO, Yu; HANCOCK, Ashley Paul; SCHULTE, Christie; SHEARER, Barry George; SMITH, Emilie Despagnet; STEWART, Eugene L.; THOMSON, Stephen Andrew; (556 pag.)WO2018/69863; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

64987-16-2,64987-16-2, Methyl 2-(2-aminothiazol-4-yl)acetate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of methyl(2-{[(pyridin-3-ylmethoxy)carbonyl]amino}-1,3-thiazol-4-yl)acetate To a suspension of 1,1′-carbonylbis(1H-imidazole) (2.43 g, 15 mmol) in THF (12 mL) at 0-5 C. was added pyridine-3-methanol (1.63 g, 15 mmol) in THF (5 mL), and stirred at room temperature for 5 hours. The above reaction mixture was added to a solution of methyl (2-amino-1,3-thiazol-4-yl)acetate (2.58 g, 15 mmol), DBU (2.28 g, 15 mmol) and triethylamine (1.51 g, 15 mmol) in THF (24 ml) and stirred at room temperature, overnight. The THF was removed under reduced pressure and the crude compound was taken in dichloromethane (100 ml), washed with water, the organic layer dried over anhydrous Na2SO4, concentrated and purified by silica gel column chromatography using EtOAc/hexanes (4:6) to afford the title compound as a pale yellow colored solid (1 g, 23% yield).

As the paragraph descriping shows that 64987-16-2 is playing an increasingly important role.

Reference：
Patent; Srinivas, Akella Satya Surya Visweswara; Mathiyazhagan, Kasinathan; Sharada, Duddu Savaraiah; Ponpandian, Thanasekaran; Revathy, Kulasekharan; Reddy, Gaddam Om; Kamarai, Mani; Raiagopal, Sriram; US2010/152188; (2010); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica