Phenylmethanesulfonyl chloride → HCID 9874688, 화합물

HRID 603929노트

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HRID 603929 반응식
[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

참가 물질

5

반응물 3

HCID 74740Phenylmethanesulfonyl chlorideHCID 516892Sodium Bicarbonate2회HCID 16116212HCID 16116212, 화합물

생성물 1

HCID 9874688HCID 9874688, 화합물수율 86%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-96ba1873a14d4acab5cdfc43e4f46d10
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07906548B2

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