Diisopropylethylamine → 8-[[3-(5-fluoro-1H-indol-3-yl)propyl](methyl)amino]-2,3,8,9-tetrahydropyrano[3,2-e]isoindol-1(7H)-one

HRID 1727388ノート

反応式

HRID 1727388 の反応式
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH2:11][CH2:12][CH2:13][NH:14][CH:15]1[CH2:27][O:26][C:25]2[CH:24]=[CH:23][C:22]3[CH2:21][NH:20][C:19](=[O:28])[C:18]=3[C:17]=2[CH2:16]1.[CH3:29]CN(C(C)C)C(C)C>C(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH2:11][CH2:12][CH2:13][N:14]([CH3:29])[CH:15]1[CH2:27][O:26][C:25]2[CH:24]=[CH:23][C:22]3[CH2:21][NH:20][C:19](=[O:28])[C:18]=3[C:17]=2[CH2:16]1

参加物

4

反応物 2

HCID 81531DiisopropylethylamineHCID 160921078-{[3-(5-fluoro-1H-indol-3-yl)propyl]amino}-2,3,8,9-tetrahydropyrano[3,2-e]isoindol-1(7H)-one

生成物 1

HCID 462251658-[[3-(5-fluoro-1H-indol-3-yl)propyl](methyl)amino]-2,3,8,9-tetrahydropyrano[3,2-e]isoindol-1(7H)-one

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
50 °C

実験手順

To a mixture of (3) (52 mg, 0.137 mmol) and Me3OBF4 (40 mg, 0.274 mmol) in methylene chloride (5 ml) was added Hunig's base (40 μl, 0.274 mmol). The reaction mixture was stirred at 50° C. for 2 hr, then diluted with 100 ml of methylene chloride. It was washed with H2O, saturated NaCl. The organic solution was dried over Na2SO4 and concentrated in vacuo. The residue was purified on silica gel eluting with (80% EtOAc/Hexane) to give the title compound, which was treated with 1 equivalent of etherate HCl to give HCl salt. MS (ES) m/z 394.1.

後処理

  1. washIt was washed with H2O, saturated NaCl
  2. dry with materialThe organic solution was dried over Na2SO4
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified on silica gel eluting with (80% EtOAc/Hexane)

出典と根拠

ORDレコード
ord-de5452f6fd70452b9de82a393a1c9ade
出典データセット
uspto-grants-2009_02
特許番号
US07495111B2

反応ノート

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