2-fluoro-5-nitro-N-(1,3-benzodioxol-5-ylmethyl)benzamide → HCID 178522768、化合物

HRID 1934645

反応式

HRID 1934645 の反応式
F[C:2]1[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][C:3]=1[C:4]([NH:6][CH2:7][C:8]1[CH:16]=[CH:15][C:11]2[O:12][CH2:13][O:14][C:10]=2[CH:9]=1)=[O:5].[NH2:24][C@H:25]1[CH2:30][CH2:29][C@H:28]([OH:31])[CH2:27][CH2:26]1>N1C=CC=CC=1>[OH:31][C@H:28]1[CH2:29][CH2:30][C@H:25]([NH:24][C:2]2[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][C:3]=2[C:4]([NH:6][CH2:7][C:8]2[CH:16]=[CH:15][C:11]3[O:12][CH2:13][O:14][C:10]=3[CH:9]=2)=[O:5])[CH2:26][CH2:27]1

参加物

4

反応物 2

HCID 224676412-fluoro-5-nitro-N-(1,3-benzodioxol-5-ylmethyl)benzamideHCID 178511715HCID 178511715、化合物

生成物 1

HCID 178522768HCID 178522768、化合物収率 84.2%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a solution of 2-fluoro-5-nitro-N-(1,3-benzodioxol-5-ylmethyl)benzamide (150 mg) in anhydrous pyridine (3 mL) was added trans-4-aminocyclohexanol (81.4 mg), and the mixture was stirred for 15 hours at ambient temperature, and then for 3 hours at 60° C. The mixture was partitioned between ethyl acetate and water. The separated organic layer was washed with water and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was subjected to a silica gel column chromatography eluting with a mixture of chloroform and methanol (20:1). The eluent was concentrated and the residue was triturated with diisopropyl ether to give 2-(trans-4-hydroxycyclohexylamino)-5-nitro-N-(1,3-benzodioxol-5-ylmethyl)benzamide as yellow powders (164 mg).

後処理

  1. waitfor 3 hours at 60° C
  2. customThe mixture was partitioned between ethyl acetate and water
  3. washThe separated organic layer was washed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in vacuo
  6. washeluting with a mixture of chloroform and methanol (20:1)
  7. concentrationThe eluent was concentrated
  8. customthe residue was triturated with diisopropyl ether

出典と根拠

ORDレコード
ord-51cea3d5a0df4652af0750f4f91785be
出典データセット
uspto-grants-2002_05
特許番号
US06384080B1

関連ノート

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