Ethanesulfonyl chloride → HCID 19348792、化合物

HRID 1418142ノート

反応式

HRID 1418142 の反応式
[CH2:1]([S:3](Cl)(=[O:5])=[O:4])[CH3:2].[C:7]([C:11]1[CH:16]=[CH:15][C:14]([CH2:17][NH2:18])=[CH:13][C:12]=1[NH:19][C:20](=[O:38])[CH2:21][CH:22]([C:28]1[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][C:29]=1[O:36][CH3:37])[CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])([CH3:10])([CH3:9])[CH3:8]>C(Cl)Cl.C(OCC)(=O)C>[C:7]([C:11]1[CH:16]=[CH:15][C:14]([CH2:17][NH:18][S:3]([CH2:1][CH3:2])(=[O:5])=[O:4])=[CH:13][C:12]=1[NH:19][C:20](=[O:38])[CH2:21][CH:22]([C:28]1[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][C:29]=1[O:36][CH3:37])[CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])([CH3:8])([CH3:9])[CH3:10]

参加物

5

反応物 2

HCID 11667Ethanesulfonyl chlorideHCID 19348478HCID 19348478、化合物

生成物 1

HCID 19348792HCID 19348792、化合物収率 42.5%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

180 μl (1.90 mmol) of ethanesulfonyl chloride and then 213 mg (1.75 mmol) of 4-N,N-dimethylaminopyridine were added to a solution of 700 mg (1.59 mmol) of N-[2-t-butyl-5-(aminomethyl)phenyl]-3-(2,4-dimethoxyphenyl)octanamide (prepared as described in Preparation 26A) in 15 ml of methylene chloride, whilst cooling in an ice-salt bath, and the resulting mixture was stirred at the same temperature for 1 hour. At the end of this time, the reaction mixture was diluted with ethyl acetate, and the diluted solution was washed with water, with a saturated aqueous solution of sodium hydrogencarbonate and with a saturated aqueous solution of sodium chloride, in that order, after which it was dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was purified by column chromatography through 38 g of silica gel, using a 3:1 by volume mixture of ethyl acetate and hexane as the eluent, to give 360 mg of the title compound as a foam-like substance.

後処理

  1. temperaturewhilst cooling in an ice-salt bath
  2. washthe diluted solution was washed with water, with a saturated aqueous solution of sodium hydrogencarbonate and with a saturated aqueous solution of sodium chloride, in that order
  3. dry with materialafter which it was dried over anhydrous magnesium sulfate
  4. customThe solvent was removed by distillation under reduced pressure
  5. customthe resulting residue was purified by column chromatography through 38 g of silica gel
  6. additionby volume mixture of ethyl acetate and hexane as the eluent

出典と根拠

ORDレコード
ord-d7fdb425c3de450a8cfa2ecdc1f01172
出典データセット
uspto-grants-1999_03
特許番号
US05880147

反応ノート

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