4-Oxiranylmethoxy-1,3-dihydro-2-benzimidazolone → 1-[N-benzyl-N-(6,7,8,9-tetrahydro-2-hydroxy-5H-benzocyclohepten-6-yl) amino]-3-(1,3-dihydro-2-benzoimidazolon-4-yloxy)-2-propanol

HRID 1351871ノート

反応式

HRID 1351871 の反応式
[O:1]1[CH2:3][CH:2]1[CH2:4][O:5][C:6]1[C:14]2[NH:13][C:12](=[O:15])[NH:11][C:10]=2[CH:9]=[CH:8][CH:7]=1.[CH2:16]([NH:23][CH:24]1[CH2:30][CH2:29][CH2:28][C:27]2[CH:31]=[C:32]([OH:35])[CH:33]=[CH:34][C:26]=2[CH2:25]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(O)C>[CH2:16]([N:23]([CH2:3][CH:2]([OH:1])[CH2:4][O:5][C:6]1[C:14]2[NH:13][C:12](=[O:15])[NH:11][C:10]=2[CH:9]=[CH:8][CH:7]=1)[CH:24]1[CH2:30][CH2:29][CH2:28][C:27]2[CH:31]=[C:32]([OH:35])[CH:33]=[CH:34][C:26]=2[CH2:25]1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

参加物

4

反応物 2

HCID 129015214-Oxiranylmethoxy-1,3-dihydro-2-benzimidazoloneHCID 18007216N-benzyl-(6,7,8,9-tetrahydro-2-hydroxy-5H-benzocyclohepten-6-yl)amine

生成物 1

HCID 98910181-[N-benzyl-N-(6,7,8,9-tetrahydro-2-hydroxy-5H-benzocyclohepten-6-yl) amino]-3-(1,3-dihydro-2-benzoimidazolon-4-yloxy)-2-propanol収率 64.9%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 4-oxiranylmethoxy-1,3-dihydro-2-benzimidazolone (82.5 mg) and N-benzyl-(6,7,8,9-tetrahydro-2-hydroxy-5H-benzocyclohepten-6-yl)amine (107 mg) in ethanol (1.5 ml) was stirred under reflux for 13 hours, cooled to room temperature and evaporated in vacuo. The residue was chromatographed (dichloromethane-methanol)by silica gel (4.2 g) to afford 1-[N-benzyl-N-(6,7,8,9-tetrahydro-2-hydroxy-5H-benzocyclohepten-6-yl)amino]-3-(1,3-dihydro-2-benzoimidazolon-4-yloxy)-2-propanol (123 mg) as a colorless powder.

後処理

  1. temperatureunder reflux for 13 hours
  2. customevaporated in vacuo
  3. customThe residue was chromatographed (dichloromethane-methanol)by silica gel (4.2 g)

出典と根拠

ORDレコード
ord-fc9a93461cb542e591911a146c6ec0c9
出典データセット
uspto-grants-2007_05
特許番号
US07217706B2

反応ノート

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