Phenylmethanesulfonyl chloride → HCID 9874688、化合物

HRID 603929ノート

反応式

HRID 603929 の反応式
[NH2:1][CH2:2][CH2:3][C:4]1[N:5]([CH:27]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:6]2[C:11]([C:12]=1[CH2:13][CH2:14][O:15][C:16]1[CH:25]=[CH:24][C:19]([C:20]([O:22]C)=[O:21])=[CH:18][CH:17]=1)=[CH:10][C:9]([Cl:26])=[CH:8][CH:7]=2.C([O-])(O)=O.[Na+].[C:45]1([CH2:51][S:52](Cl)(=[O:54])=[O:53])[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1>C(Cl)Cl>[CH:27]([N:5]1[C:6]2[C:11](=[CH:10][C:9]([Cl:26])=[CH:8][CH:7]=2)[C:12]([CH2:13][CH2:14][O:15][C:16]2[CH:17]=[CH:18][C:19]([C:20]([OH:22])=[O:21])=[CH:24][CH:25]=2)=[C:4]1[CH2:3][CH2:2][NH:1][S:52]([CH2:51][C:45]1[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1)(=[O:54])=[O:53])([C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1)[C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1

参加物

5

反応物 3

HCID 74740Phenylmethanesulfonyl chlorideHCID 516892Sodium Bicarbonate2 回HCID 16116212HCID 16116212、化合物

生成物 1

HCID 9874688HCID 9874688、化合物収率 86%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To methyl 4-{2-[2-(2-aminoethyl)-1-benzhydryl-5-chloro-1H-indol-3-yl]ethoxy}benzoate (1.0 equiv) and sat. NaHCO3 (0.14 M) in CH2Cl2 (0.07 M) was added α-toluenesulfonyl chloride (1.0 equiv). After 1 h the mixture was poured into saturated sodium bicarbonate and extracted with CH2Cl2. The combined organic phase was washed with brine, dried over sodium sulfate and purified by column chromatography (gradient elution using 20% EtOAc-hexanes e 50% EtOAc-hexanes) to afford 86% of the desired product.

後処理

  1. extractionextracted with CH2Cl2
  2. washThe combined organic phase was washed with brine
  3. dry with materialdried over sodium sulfate
  4. custompurified by column chromatography (gradient elution using 20% EtOAc-hexanes e 50% EtOAc-hexanes)

出典と根拠

ORDレコード
ord-96ba1873a14d4acab5cdfc43e4f46d10
出典データセット
uspto-grants-2011_03
特許番号
US07906548B2

反応ノート

読み込み中…