Water → 5-(2-Fluorophenyl)-N-methyl-1H-pyrrole-3-methanamine

반응식

[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[NH:12][CH:11]=[C:10]([CH:13]=O)[CH:9]=1.[BH4-].[Na+].O.[CH3:18][NH2:19]>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[NH:12][CH:11]=[C:10]([CH2:13][NH:19][CH3:18])[CH:9]=1

참가 물질

반응물 4

HCID 962Water

HCID 6329Methylamine

HCID 4311764Sodium borohydride

HCID 469085935-(2-fluorophenyl)-1H-pyrrole-3-carbaldehyde

생성물 1

HCID 901686945-(2-Fluorophenyl)-N-methyl-1H-pyrrole-3-methanamine

실험 절차

5-(2-Fluorophenyl)-1H-pyrrol-3-carboxaldehyde 1d (1.89 g, 10 mmol, prepared by a known method disclosed in “Journal of Medicinal Chemistry”, 2012, 55(9), 4446-4456) was dissolved in 20 mL of methylamine, and the reaction solution was stirred for 1 h. Sodium borohydride (1.14 g, 30 mmol) was added and continuously stirred for 1 h. 10 mL of water were added to the reaction solution, and the reaction solution was concentrated under reduced pressure to obtain the title product 1-(5-(2-fluorophenyl)-1H-pyrrol-3-yl)-N-methylmethanamine 1e (2.0 g, a yellow oil), which was used directly in the next step.