(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 1592327노트

반응식

HRID 1592327 반응식
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

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-67ea9cb5bfa848e28ddcba112c638f28
출처 데이터셋
uspto-grants-2007_11
특허 번호
US07291744B2

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