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64230-41-7

1H-Pyrrole-2-carboxamide,1-methyl-(9CI) synthesis

12synthesis methods
-

Yield:64230-41-7 100%

Reaction Conditions:

with ammonium hydroxide in acetonitrile at 20; for 0.5 h;

Steps:

Compound 2. (Known Compound. Ref. J. Org. Chem. 2003, 68, 1158.)

To a stirred solution of 1 (2.26 g, 10 mmol) in CH3CN (20 mL) at room temperature was added 25% aq. NH3solution (7.5 mL) and the resulting mixture was stirred for 30 min. The reaction was extracted twice withEtOAc. The combined organic layers were washed with brine, dried over Na2SO4, and then concentrated underreduced pressure. The residue was purified by short pad of silica gel column chromatography (SiO2,hexane/EtOAc = 1/2) to give the desired product 2 (1.24 g, quantitative yield) as white solid.

References:

Shiga, Naoki;Takayanagi, Shihori;Muramoto, Risa;Murakami, Tasuku;Qin, Rui;Suzuki, Yuta;Shinohara, Ken-ichi;Kaneda, Atsushi;Nemoto, Tetsuhiro [Bioorganic and Medicinal Chemistry Letters,2017,vol. 27,# 10,p. 2197 - 2200] Location in patent:supporting information