Sodium hydride → HCID 86674586、化合物

HRID 2170657ノート

反応式

HRID 2170657 の反応式
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[CH3:11])=[CH:8][C:7]([C:12]([O:14][CH2:15][CH:16]=[CH2:17])=[O:13])=[CH:6][CH:5]=2.[H-].[Na+].Br[CH2:21][C:22]1[CH:23]=[C:24]([CH:32]=[CH:33][C:34]=1[Cl:35])[O:25][C@@H:26]([CH3:31])[C:27]([O:29][CH3:30])=[O:28]>CN(C=O)C.CCOC(C)=O>[Cl:35][C:34]1[CH:33]=[CH:32][C:24]([O:25][C@@H:26]([CH3:31])[C:27]([O:29][CH3:30])=[O:28])=[CH:23][C:22]=1[CH2:21][N:3]1[C:4]2[C:9](=[CH:8][C:7]([C:12]([O:14][CH2:15][CH:16]=[CH2:17])=[O:13])=[CH:6][CH:5]=2)[C:10]([CH3:11])=[C:2]1[CH3:1]

参加物

6

反応物 3

HCID 24758Sodium hydrideHCID 27187797HCID 27187797、化合物HCID 86674588HCID 86674588、化合物

生成物 1

HCID 86674586HCID 86674586、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of the allyl 2,3-dimethyl-1H-indole-5-carboxylate (0.34 g, 1.483 mmol) in anhydrous DMF (3 mL) at 0° C. under argon protection was added NaH (0.08 g, 2.22 mmol). The mixture was stirred at rt for 30 min and re-cooled to 0° C., and then the (S)-methyl 2-(3-(bromomethyl)-4-chlorophenoxy)propanoate (0.55 g, 1.78 mmol) was added. The reaction was stirred at rt for another 1 h. The solvent was removed to obtain the crude, which was dissolved in EtOAc, then washed with water and brine and dried over Na2SO4. The solvent was removed to obtain the crude. The crude was purified by flash chromatography (AcOEt/Hexane 0-100%) to obtain the title compound. ESI-MS (m/z): 456 [M+1]+.

後処理

  1. temperaturere-cooled to 0° C.
  2. stirringThe reaction was stirred at rt for another 1 h
  3. customThe solvent was removed
  4. customto obtain the crude, which
  5. washwashed with water and brine
  6. dry with materialdried over Na2SO4
  7. customThe solvent was removed
  8. customto obtain the crude
  9. customThe crude was purified by flash chromatography (AcOEt/Hexane 0-100%)

出典と根拠

ORDレコード
ord-523b7a85a4ed4bf6acbec41cb21c9a87
出典データセット
uspto-grants-2015_06
特許番号
US09051265B2

反応ノート

読み込み中…