4-benzyloxycarbonylamino-N-(4,4-difluorocyclohexyl)bicyclo[2.2.2]octane-1-carboxamide → 4-amino-N-(4,4-difluorocyclohexyl)bicyclo[2.2.2]octane-1-carboxamide

HRID 228036노트

반응식

HRID 228036 반응식
C(OC([NH:11][C:12]12[CH2:19][CH2:18][C:15]([C:20]([NH:22][CH:23]3[CH2:28][CH2:27][C:26]([F:30])([F:29])[CH2:25][CH2:24]3)=[O:21])([CH2:16][CH2:17]1)[CH2:14][CH2:13]2)=O)C1C=CC=CC=1.[H][H]>O1CCCC1.[C].[Pd]>[NH2:11][C:12]12[CH2:19][CH2:18][C:15]([C:20]([NH:22][CH:23]3[CH2:28][CH2:27][C:26]([F:29])([F:30])[CH2:25][CH2:24]3)=[O:21])([CH2:16][CH2:17]1)[CH2:14][CH2:13]2

참가 물질

5

반응물 2

HCID 231505664-benzyloxycarbonylamino-N-(4,4-difluorocyclohexyl)bicyclo[2.2.2]octane-1-carboxamideHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 231507184-amino-N-(4,4-difluorocyclohexyl)bicyclo[2.2.2]octane-1-carboxamide수율 101%

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 8028Tetrahydrofuran용매

실험 절차

4-Benzyloxycarbonylamino-N-(4,4-difluorocyclohexyl)bicyclo[2.2.2]octane-1-carboxamide (55.4 mg) was dissolved in tetrahydrofuran (6 mL). To this solution, 10% palladium carbon (20.0 mg) was added and the mixture was stirred at room temperature for 6 hours in a hydrogen atmosphere. The reaction mixture was filtered to remove the catalyst and the filtrate was concentrated under reduced pressure. The resulting residue was purified by a silica gel column (eluant:ethyl acetate:methanol=10:1) to give 4-amino-N-(4,4-difluorocyclohexyl)bicyclo[2.2.2]octane-1-carboxamide (38.1 mg) as a white solid.

후처리

  1. filtrationThe reaction mixture was filtered
  2. customto remove the catalyst
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe resulting residue was purified by a silica gel column (eluant:ethyl acetate:methanol=10:1)

출처 및 근거

ORD 기록
ord-a2c10124e97a477da46648bdd070ac3b
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07560569B2

반응 노트

불러오는 중…