Formic Acid → 3-(3,4-Difluorophenyl)-3-methoxy-1-methylpyrrolidine

HRID 575955ノート

反応式

HRID 575955 の反応式
[F:1][C:2]1[CH:3]=[C:4]([C:9]2([O:14][CH3:15])[CH2:13][CH2:12][NH:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[F:8].[CH:16](O)=O>C=O>[F:1][C:2]1[CH:3]=[C:4]([C:9]2([O:14][CH3:15])[CH2:13][CH2:12][N:11]([CH3:16])[CH2:10]2)[CH:5]=[CH:6][C:7]=1[F:8]

参加物

4

反応物 2

HCID 284Formic AcidHCID 462192213-(3,4-Difluorophenyl)-3-methoxypyrrolidine

生成物 1

HCID 462192283-(3,4-Difluorophenyl)-3-methoxy-1-methylpyrrolidine

試薬・触媒・溶媒 1

HCID 712Formaldehyde溶媒

反応条件

温度
85 °C

実験手順

A mixture of (−)-3-(3,4-difluorophenyl)-3-methoxypyrrolidine (0.013 g, 0.061 mmol) in formic acid (1 ml) and formaldehyde (37% solution in water, 1 ml) was heated at 85° C. for 5 h. The solution was allowed to reach room temperature. The crude mixture was purified on a Biotage Isolute SCX-3 SPE column (washed with methanol and eluted with methanol/triethylamine, 4:1). The solvent was evaporated. The crude product analyzed by GCMS. Analysis showed 87% conversion. MS m/z (relative intensity, 70 eV) 227 (M+, 5), 212 (26), 197 (30), 141 (47), 57 (bp).

後処理

  1. customto reach room temperature
  2. customThe crude mixture was purified on a Biotage Isolute SCX-3 SPE column (washed with methanol and eluted with methanol/triethylamine, 4:1)
  3. customThe solvent was evaporated

出典と根拠

ORDレコード
ord-6231150692704a9db4a31d22d565cfe4
出典データセット
uspto-grants-2015_05
特許番号
US09035073B2

反応ノート

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