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ChemicalBook CAS DataBase List METHYL 4-AMINOTHIOPHENE-3-CARBOXYLATE

METHYL 4-AMINOTHIOPHENE-3-CARBOXYLATE synthesis

3synthesis methods
-

Yield: 93%

Reaction Conditions:

with hydroxylamine hydrochloride in methanol for 1 h;Reflux;

Steps:

N-(1-Cyclopropyl-2,2,2-trifluoroethyl)-7-methyl-5-(pyridin-3-yl)thieno j3,2-bl pyridine-3- carboxamide
A mixture of methyl 4-oxotetrahydrothiophene-3-carboxylate (2.3 g, 14.37 mmol) and NH2OHHC1 (1.2 g, 17.25 mmol) in MeOH (40 mL) was stirred under reflux for 1 h, quenched with saturated NaHCO3 (200 mL) and extracted with EA (100 mL x 3). The combined organic phases were dried over anhydrous Na2SO4, filtered and concentrated in vacuo to afford methyl 4-aminothiophene-3-carboxylate (2.1 g, 93%) as a light yellow oil. LC15 MS m/z: 158.0 [M+H]+ tR= 1.44 mm

References:

LYSOSOMAL THERAPEUTICS INC.;SKERLJ, Renato, T.;BOURQUE, Elyse Marie Josee;GREENLEE, William, J.;LANSBURY, Peter, T. WO2017/192930, 2017, A1 Location in patent:Paragraph 00412

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