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

HRID 1946474

反応式

HRID 1946474 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-b5c25d47e394482c9d3a5d4d89a20562
出典データセット
uspto-grants-2013_03
特許番号
US08399444B2

関連ノート

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