Potassium Carbonate → HCID 53847566、化合物

HRID 850676ノート

反応式

HRID 850676 の反応式
[CH2:1]([O:3][C:4](=[O:29])[C:5]([C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][CH:16]=1)[NH:13][C:12]([C:17]1[CH:22]=[C:21]([CH3:23])[CH:20]=[C:19]([CH3:24])[CH:18]=1)=[C:11]2[C@H:25]([CH3:28])[CH2:26][NH2:27])([CH3:7])[CH3:6])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[Cl-].C([N+]1(C)[CH2:44][CH2:43][C:42](=[O:45])[CH2:41][CH2:40]1)C>C(OCC)(=O)C>[CH2:1]([O:3][C:4](=[O:29])[C:5]([C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][CH:16]=1)[NH:13][C:12]([C:17]1[CH:18]=[C:19]([CH3:24])[CH:20]=[C:21]([CH3:23])[CH:22]=1)=[C:11]2[C@H:25]([CH3:28])[CH2:26][N:27]1[CH2:44][CH2:43][C:42](=[O:45])[CH2:41][CH2:40]1)([CH3:7])[CH3:6])[CH3:2]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 15523806Ethyl 3-[(1S)-2-amino-1-methylethyl]-2-(3,5-dimethylphenyl)-α,α-dimethyl-1H-indole-5-acetateHCID 22118984HCID 22118984、化合物

生成物 1

HCID 53847566HCID 53847566、化合物収率 58.9%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of (S)-2-[3-(2-amino-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid ethyl ester (EXAMPLE 1, Step 1B, 0.50 g in 2 mL ethanol) was added 18 mg potassium carbonate followed by the dropwise addition of a solution of 1-ethyl-1-methyl-piperidinium-4-one chloride (513 mg in 0.80 mL water) and the mixture heated to reflux on an oil bath. After 1 hour, the mixture was cooled to room temperature, diluted with ethyl acetate and washed successively with 10% aqueous sodium bisulfate, water, saturated aqueous sodium bicarbonate and brine. The organic portion was dried over sodium sulfate, concentrated in vacuo and the residue purified by flash chromatography on silica gel (hexane:ethyl acetate, 7:3) to give the title compound (356 mg).

後処理

  1. temperaturethe mixture heated
  2. temperatureto reflux on an oil bath
  3. washwashed successively with 10% aqueous sodium bisulfate, water, saturated aqueous sodium bicarbonate and brine
  4. dry with materialThe organic portion was dried over sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customthe residue purified by flash chromatography on silica gel (hexane:ethyl acetate, 7:3)

出典と根拠

ORDレコード
ord-b5f99b75fd0e419f83d0a6e674d97e3c
出典データセット
uspto-grants-2000_01
特許番号
US06017944

反応ノート

読み込み中…