Downstream synthetic route of 40283-41-8

40283-41-8, As the paragraph descriping shows that 40283-41-8 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.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
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Analyzing the synthesis route of 40283-41-8

40283-41-8, The synthetic route of 40283-41-8 has been constantly updated, and we look forward to future research findings.

40283-41-8, 2-Aminothiazole-4-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a reaction flask equipped with a stirrer, a condenser and a thermometer, 7.4 g of propionic acid was added, and 100 mL of dichloromethane was further added. Add EDC · HCl19.2g, then add 16g of triethylamine, stirring at room temperature for some time, adding DMAP1.5g, stirring for some time,Then, 45.8 g of oleanolic acid was added, and the reaction was stirred at room temperature. TLC was used to control the progress of the reaction.After the completion of the reaction, an appropriate amount of EDC · HCl (15.4 g) and triethylamine (12.8 g)After stirring for a while at room temperature, 14.4 g of 2-amino-4-carboxythiazole was added and the reaction was continued at room temperature. TLC controlled the progress of the reaction. After completion of the reaction, the reaction solution was washed with 3 x 100 mL of dilute hydrochloric acid aqueous solution and then washed with 3 x 100 mL of saturated brine, dried, evaporated to dryness, and purified by ethyl acetate-petroleum ether to give 43.8 g of a white solid product(HPLC: 99.5%), Rf = 0.21 [single point, developing solvent: v (petroleum ether): v (ethyl acetate) = 4: 1]The total yield was 68.5%

40283-41-8, The synthetic route of 40283-41-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tianjin Institute of pharmaceutical research; Liu, Ying; Liu, DengKe; Zhang, Dashuai; Niu, Duan; Wu, jiang; Zou, meixiang; (7 pag.)CN103265607; (2016); B;,
Thiazole | C3H3NS – PubChem
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Some tips on 40283-41-8

40283-41-8 2-Aminothiazole-4-carboxylic acid 1501882, athiazole compound, is more and more widely used in various fields.

40283-41-8,40283-41-8, 2-Aminothiazole-4-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of ethyl 2-aminothiazole-4-carboxylate (4.56 g) in THF (200 ml), 1M aqueous solution of sodium hydroxide (30 ml) was added and the mixture was stirred at room temperature for 3 hours. The reaction solution was combined with 1M hydrochloric acid (30 ml), concentrated, and the resultant residue was dissolved in DMF (50 ml). Then, 6-chloropyridazin-3-ylhydrazine (3.83 g) and WSCD hydrochloride (6.09 g) were added, and the mixture was stirred at room temperature. The reaction solution was combined with water, and the precipitate was collected by filtration, and washed with water and diethyl ether, combined with acetic acid (30 ml), heated under reflux, and then the reaction solution was concentrated under reduced pressure. The residue was combined with saturated aqueous solution of sodium hydrogen carbonate, and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. To this, piperidine (10 ml) was added and the mixture was heated at 100C, and the reaction solution was concentrated under reduced pressure, and the resultant residue was purified by silica gel column chromatography (eluent: chloroform_methanol=30:1) to obtain 3-(2-aminothiazol-4-yl)-6-(piperidin-1-yl)-1,2,4-triazolo[4,3-b]pyridazine (0.92 g) as yellow solids.

40283-41-8 2-Aminothiazole-4-carboxylic acid 1501882, athiazole compound, is more and more widely used in various fields.

Reference:
Patent; YAMANOUCHI PHARMACEUTICAL CO. LTD.; EP1481977; (2004); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Some tips on 40283-41-8

40283-41-8 2-Aminothiazole-4-carboxylic acid 1501882, athiazole compound, is more and more widely used in various fields.

40283-41-8, 2-Aminothiazole-4-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 2-aminothiazole-4-carboxylic acid (40 mg, 028 mmol) and HBTU (201 mg, 0.53 mmol) in a mixed solvent of dimethyl sulfoxide (2 mL) and tetrahydrofuran (4 mL) was stirred for 10 min at rt, then (+/-) -cis-6- ( (3-aminocyclohexyl) amino) -2- (5, 7-difluoro-1-tosyl-1H-indol-3-yl) -5-fluoro-4-phenylnicotinonitrile (108 mg, 0.18 mmol) and DIPEA (0.10 mL, 0.61 mmol) were added into the mixture. The resulting mixture was stirred at rt overnight. To the reaction mixture was added water (30 mL) , and the mixture was extracted with EtOAc (30 mL × 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 dry, and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v) 5/1 1/5) to give the title compound as a white solid (37 mg, 28 %). 1H NMR (400 MHz, CDCl3) delta (ppm) : 8.67 (s, 1H) , 7.92 (d, J 7.9 Hz, 2H) , 7.71 (dd, J 8.9, 2.2 Hz, 1H) , 7.54 (s, 5H) , 7.32 (m, 3H) , 7.04 (d, J 8.1 Hz, 1H) , 6.85 (ddd, J 11.4, 9.0, 2.3 Hz, 1H) , 5.23 (dd, J 7.8, 2.4 Hz, 1H) , 5.03 (s, 2H) , 4.28 (m, 1H) , 4.03 (m, 1H) , 2.51 (d, J 11.5 Hz, 1H) , 2.39 (s, 3H) , 2.28 (d, J 12.0 Hz, 1H) , 2.12 (d, J 11.1 Hz, 1H) , 1.93 (d, J 14.1 Hz, 1H) , 1.76 (s, 2H) , 1.59 (d, J 13.4 Hz, 1H)., 40283-41-8

40283-41-8 2-Aminothiazole-4-carboxylic acid 1501882, athiazole compound, is more and more widely used in various fields.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; ZHANG, Yingjun; (161 pag.)WO2018/41091; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Analyzing the synthesis route of 40283-41-8

40283-41-8, The synthetic route of 40283-41-8 has been constantly updated, and we look forward to future research findings.

40283-41-8, 2-Aminothiazole-4-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-Aminothiazole-4~carboxylic acid (1A) (0.5 g, 3.47 mmol) and 4-(3-Amino- pyhdin~4-yl)-piperazine-1-carboxylic acid tert-butyl ester (1B) (Ig5 3.59) were combined with anhydrous dmethylformamide (15 mL) and N, N-diisopropylethylamine (1 mL, 5.5 mmol), before adding N-[(dimethylamino)-1H-1 .2l3-triazolo[4.5-jb]pyridine- 1 -yImethyfene]-A/-methylmethanaminium Hexaffuorophosphate N-oxle (HATU) (2 g, (5.3 mmol). The reaction was stirred at room temperature for 16 hours, then stripped of solvent and stirred with a mixture (25:75 v/v) of 1 M aqueous KOH and saturated aqueous NaHCtheta3. The sticky brown residue was filtered, then rinsed with acetone to provide compound 1C (700 mg, 1.73 mmol, 50%) as an off-white solid. HPLC-MS tR ~ 1.076 min (UV 254). Mass calculated for formula C18H24N6O3S 404.49; observed IvIH+ (LCMS) 405.1 (m/z).

40283-41-8, The synthetic route of 40283-41-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2009/58739; (2009); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

New learning discoveries about 40283-41-8

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

40283-41-8, 2-Aminothiazole-4-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,40283-41-8

[00324] To a solution of N1-(2-chloro-6-phenylpyrimidin-4-yl)cyclohexane-1,3-diamine (63 mg, 0.21 mmol) in a mixed solvent of tetrahydrofuran (4 mL) and dimethyl sulfoxide (1 mL) was added N,N-diisopropylethylamine (0.08 mL, 0.62 mmol) and 2-aminothiazole-4-carboxylic acid (59 mg, 0.42 mmol). The mixture was stirred at rt overnight. To the reaction mixture was added water (10 mL), and the resulting mixture was extracted with ethyl acetate (10 mL x 3).The combined organic layers were washed with saturated brine (10 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to give the title compound as a white solid (89 mg, 100%).MS (ESI, pos. ion) m/z: 429.2[M+H]1H NMR (400 MHz, CD3OD) (ppm): 7.92 (s, 2H), 7.49 (s, 3H), 7.26 (s, 1H), 6.77 (s, 1H), 4.59 (s, 1H), 2.68 (s, 1H), 2.32 (d, J 11.1 Hz, 1H), 2.11- 1.90 (m, 4H), 1.59 (d, J 13.1 Hz, 1H).

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

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; REN, Qingyun; TANG, Changhua; LIN, Xiaohong; YIN, Junjun; YI, Kai; (270 pag.)WO2017/97234; (2017); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Brief introduction of 40283-41-8

40283-41-8, The synthetic route of 40283-41-8 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.40283-41-8,2-Aminothiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of 2.84 g (19.7 mmol) of 2-aminothiazole-4-carboxylic acid in 30 ml of 1,4-dioxane was added 50 ml of concentrated hydrochloric acid, followed by cooling to 0C, and 10 ml of an aqueous solution of 2.04 g (29.6 mmol) of sodium nitrite was charged dropwise thereto at 0C to 5C. The reaction liquid was stirred at 0CFor 2 hours, and then 2.93 g (29.6 mmol) of copper chloride was charged in separate portions thereto. The reaction liquid was returned to room temperature, followed by stirring for 8 hours. To the reaction liquid were added water and ethyl acetate, followed by extraction with ethyl acetate four times. The organic layer was washed with saturated brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to prepare 1.77 g (yield 55%) of a target compound. 1H-NMR (DMSO-d6, ppm) delta 8.41 (1H, s). The proton presumed to be indicative of carboxylic acid was not detected.

40283-41-8, The synthetic route of 40283-41-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mitsui Chemicals Agro, Inc.; EP2325165; (2011); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Brief introduction of 40283-41-8

The synthetic route of 40283-41-8 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.40283-41-8,2-Aminothiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

A solution of 2-amino-1,3-thiazole-4-carboxylic acid (85 mg, 0.59 mmol), TBTU (227 mg, 0.708 mmol), tert-butylpiperidin-4-ylcarbamate (236 mg, 1.18 mmol) and DIPEA (0.403 mL, 2.36 mmol) in dry DME (5 mL) was let understirring at rt overnight. The mixture was then diluted with EtOAc, washed with a saturated solution of NaHCO3, water and brine, dried over Na2SO4 and filtered. The title compound was purified by column chromatography (eluant DCM:MeOH = 98:2) and isolated as light yellow solid (147 mg, 77%).1H NMR (500 MHz, DMSO-d6) ppm 1.21 – 1.32 (m, 2 H) 1.38 (s, 9 H) 1.65- 1.81 (m, 2 H) 2.71 -2.90 (m, 1 H) 2.96- 3.15 (m, 1 H) 3.44 -3.57 (m, 1 H) 4.21 -4.32 (m, 2 H) 6.88 (d, J=7.93 Hz, 1 H) 6.92 (s, 1 H) 7.10 (s, 2 H).HRMS (ESI+): calcd. for C14H23N403S [M + H] 327.1486; found 327.1473., 40283-41-8

The synthetic route of 40283-41-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; CASALE, Elena; CORTI, Emliana; GNOCCHI, Paola; NESI, Marcella; ORRENIUS, Sten, Christian; QUARTIERI, Francesca; RICCARDI SIRTORI, Federico; (138 pag.)WO2018/19681; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Simple exploration of 40283-41-8

40283-41-8, 40283-41-8 2-Aminothiazole-4-carboxylic acid 1501882, 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.40283-41-8,2-Aminothiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of (+/-)-cis-N1-(2-chloro-7-methyl-7H-pyrrolo[2,3 -d]pyrimidin-4-yl)cyclohexane-1,3-diamine ( 62 mg, 0.22 mmol) in a mixed solvent of tetrahydrofuran (4 mL) and dimethyl sulfoxide (1 mL) was added N,N-diisopropylethylamine (0.11 mL, 0.66 mmol) and 2-aminothiazole-4-carboxylic acid (63 mg, 0.44 mmol). The mixture was stirred at rt for 10 minitues, and then HATU (168 mg, 0.44 mmol) was added. The resulting mixture was stirred at rt for 3 h. To the reaction mixture was added water (10 mL), and the resulting mixture was extracted with ethyl acetate (10 mL x 3). The combined organic layers were washed with saturated brine (30 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to dryness to give the title compound as a colorless solid (89.9 mg, 100%).MS (ESI, pos.ion) m/z: 406.5[M+H].

40283-41-8, 40283-41-8 2-Aminothiazole-4-carboxylic acid 1501882, athiazole compound, is more and more widely used in various fields.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; REN, Qingyun; TANG, Changhua; LIN, Xiaohong; YIN, Junjun; YI, Kai; (270 pag.)WO2017/97234; (2017); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Downstream synthetic route of 40283-41-8

As the paragraph descriping shows that 40283-41-8 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.40283-41-8,2-Aminothiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

Analogously to Example 44, from 2-aminothiazole-4-carboxylic acid and (RS)-glycyl-3-phenyl-beta-alanine ethyl ester hydrochloride there is prepared ethyl (RS)-3-[2-[(2-amino-thiazol-4-ylcarbonyl)-amino]-acetylamino]-3-phenyl-propionate; MS: 377 (M+H)+., 40283-41-8

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

Reference:
Patent; Hoffman-La Roche Inc.; US6100282; (2000); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica