(1R,2S)-[2-({[3-(4-fluoro-phenyl)-propyl]-methyl-amino}-methyl)-cyclohexyl]-carbamic Acid Benzyl Ester → (1R,2S)-2-({[3-(4-fluorophenyl)-propyl]-methyl-amino}-methyl)-cyclohexylamine

HRID 1592327ノート

反応式

HRID 1592327 の反応式
C(OC(=O)[NH:10][C@@H:11]1[CH2:16][CH2:15][CH2:14][CH2:13][C@H:12]1[CH2:17][N:18]([CH2:20][CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=1)[CH3:19])C1C=CC=CC=1>CO.[OH-].[OH-].[Pd+2]>[F:29][C:26]1[CH:25]=[CH:24][C:23]([CH2:22][CH2:21][CH2:20][N:18]([CH2:17][C@@H:12]2[CH2:13][CH2:14][CH2:15][CH2:16][C@H:11]2[NH2:10])[CH3:19])=[CH:28][CH:27]=1

参加物

4

反応物 1

HCID 69424744(1R,2S)-[2-({[3-(4-fluoro-phenyl)-propyl]-methyl-amino}-methyl)-cyclohexyl]-carbamic Acid Benzyl Ester

生成物 1

HCID 69426356(1R,2S)-2-({[3-(4-fluorophenyl)-propyl]-methyl-amino}-methyl)-cyclohexylamine

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 887Methanol溶媒

実験手順

A mixture of (1R,2S)-[2-({[3-(4-fluoro-phenyl)-propyl]-methyl-amino}-methyl)-cyclohexyl]-carbamic acid benzyl ester (400 mg, 970 μM) and 20% palladium hydroxide on charcoal (Pearlman's catalyst, 200 mg) in methanol (25 mL) was shaken in a pressure bottle under a hydrogen atmosphere (55 psig) for 16.5 hours. The mixture was filtered and the solid was washed with methanol. The combined filtrates were concentrated under vacuum to provide a tan viscous oil (268 mg, quantitative), used without further purification.

後処理

  1. filtrationThe mixture was filtered
  2. washthe solid was washed with methanol
  3. concentrationThe combined filtrates were concentrated under vacuum
  4. customto provide a tan viscous oil (268 mg, quantitative)
  5. customused without further purification

出典と根拠

ORDレコード
ord-67ea9cb5bfa848e28ddcba112c638f28
出典データセット
uspto-grants-2007_11
特許番号
US07291744B2

反応ノート

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