1H-indole-4-sulfonyl chloride → N-{1-[(4-methylpiperidin-1-yl)carbonyl]-3-pyridin-3-ylpropyl}-1H-indole-4-sulfonamide

HRID 537399Notes

Reaction equation

HRID 537399 reaction equation
C(OC(=O)[NH:7][CH:8]([C:17]([N:19]1[CH2:24][CH2:23][CH:22]([CH3:25])[CH2:21][CH2:20]1)=[O:18])[CH2:9][CH2:10][C:11]1[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=1)(C)(C)C.[NH:27]1[C:35]2[CH:34]=[CH:33][CH:32]=[C:31]([S:36](Cl)(=[O:38])=[O:37])[C:30]=2[CH:29]=[CH:28]1>>[CH3:25][CH:22]1[CH2:21][CH2:20][N:19]([C:17]([CH:8]([NH:7][S:36]([C:31]2[C:30]3[CH:29]=[CH:28][NH:27][C:35]=3[CH:34]=[CH:33][CH:32]=2)(=[O:37])=[O:38])[CH2:9][CH2:10][C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)=[O:18])[CH2:24][CH2:23]1

Participants

3

Reactant 2

HCID 552807991H-indole-4-sulfonyl chlorideHCID 91338103Tert-butyl{1-[(4-methylpiperidin-1-yl)carbonyl]-3-pyridin-3-ylpropyl}carbamate

Product 1

HCID 58504861N-{1-[(4-methylpiperidin-1-yl)carbonyl]-3-pyridin-3-ylpropyl}-1H-indole-4-sulfonamide

Procedure

Example 52 is prepared from 70 mg (0.19 mmol) of tert-butyl{1-[(4-methylpiperidin-1-yl)carbonyl]-3-pyridin-3-ylpropyl}carbamate and indole-4-sulfonyl chloride in the same manner as Example 49 (39 mg, 46% yield). ESI MS Calc. 440.2; Found: 441.3 (M+H)+.

Sources & evidence

ORD record
ord-64ef046628af46879f509ef8396ce604
Source dataset
uspto-grants-2014_10
Patent number
US08859814B2

Reaction notes

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