Sodium borohydride → 3-[(3,4-Dichlorophenyl)methyl]-2-(1-methylethyl)-3,4,5,6,7,8-hexahydrocyclohepta[d]imidazol-4-ol

HRID 1946474

반응식

HRID 1946474 반응식
[BH4-].[Na+].[Cl:3][C:4]1[CH:5]=[C:6]([CH2:11][N:12]2[C:16]3[C:17](=[O:22])[CH2:18][CH2:19][CH2:20][CH2:21][C:15]=3[N:14]=[C:13]2[CH:23]([CH3:25])[CH3:24])[CH:7]=[CH:8][C:9]=1[Cl:10]>ClCCl.CO>[Cl:3][C:4]1[CH:5]=[C:6]([CH2:11][N:12]2[C:16]3[CH:17]([OH:22])[CH2:18][CH2:19][CH2:20][CH2:21][C:15]=3[N:14]=[C:13]2[CH:23]([CH3:25])[CH3:24])[CH:7]=[CH:8][C:9]=1[Cl:10]

참가 물질

5

반응물 2

HCID 4311764Sodium borohydrideHCID 584601573-[(3,4-dichlorophenyl)methyl]-2-(1-methylethyl)-5,6,7,8-tetrahydrocyclohepta[d]imidazol-4(3H)-one

생성물 1

HCID 584601473-[(3,4-Dichlorophenyl)methyl]-2-(1-methylethyl)-3,4,5,6,7,8-hexahydrocyclohepta[d]imidazol-4-ol수율 94.7%

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매

실험 절차

Sodium borohydride (204 mg) was added to a stirred solution of Intermediate 7 (630 mg) in dichloromethane (2 mL) and methanol (2 mL). The reaction mixture was stirred for 3 hours. The reaction mixture was partitioned between EtOAc (50 ml) and water (30 ml). The two phases were separated and the aqueous phase was extracted again with EtOAc (30 ml). The phases were separated; the organic extracts were combined, dried (hydrophobic frit) and concentrated under vacuum to give the title compound (600 mg). LC/MS MH+ 353/355, Rt 1.13 min (2 minute run).

후처리

  1. customThe reaction mixture was partitioned between EtOAc (50 ml) and water (30 ml)
  2. customThe two phases were separated
  3. extractionthe aqueous phase was extracted again with EtOAc (30 ml)
  4. customThe phases were separated
  5. customdried (hydrophobic frit)
  6. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-b5c25d47e394482c9d3a5d4d89a20562
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399444B2

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