Methyl iodide → HCID 86701772、化合物

HRID 2174128ノート

反応式

HRID 2174128 の反応式
[C:1]([CH:3]([C:8]1[C:16]([O:17][CH3:18])=[CH:15][C:14]([CH3:19])=[C:13]2[C:9]=1[CH:10]=[CH:11][N:12]2[C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[C:4]([O:6][CH3:7])=[O:5])#[N:2].IC.[C:29](=O)([O-])[O-].[K+].[K+]>CC(C)=O>[C:1]([C:3]([C:8]1[C:16]([O:17][CH3:18])=[CH:15][C:14]([CH3:19])=[C:13]2[C:9]=1[CH:10]=[CH:11][N:12]2[C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])([CH3:29])[C:4]([O:6][CH3:7])=[O:5])#[N:2]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 86701771HCID 86701771、化合物

生成物 1

HCID 86701772HCID 86701772、化合物

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

(±)-tert-Butyl 4-(1-cyano-2-methoxy-2-oxoethyl)-5-methoxy-7-methyl-1H-indole-1-carboxylate (Example 155-C) (1.1 g, 3.07 mmol) was dissolved in acetone (6.14 ml) and then added iodomethane (0.576 ml, 9.21 mmol) followed by potassium carbonate (0.636 g, 4.60 mmol) and stirred at room temperature for 2.5 hours. The reaction was then cooled in an ice bath and quenched with a saturated aqueous solution of ammonium chloride and diluted with DCM. The layers were separated and the organic layer was dried and concentrated to obtain the title compound. MS (ESI+) m/z 373.4 (M+H).

後処理

  1. temperatureThe reaction was then cooled in an ice bath
  2. customquenched with a saturated aqueous solution of ammonium chloride
  3. additiondiluted with DCM
  4. customThe layers were separated
  5. customthe organic layer was dried
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-0f6a7c07b9b24f5ab142092c406ade42
出典データセット
uspto-grants-2015_06
特許番号
US09056874B2

反応ノート

読み込み中…