Hydrogen chloride-ethyl acetate → 1H-Indole-2-sulfonic acid(4-pyridin-4-yl-phenyl)-amide hydrochloride

HRID 1693128Notes

Reaction equation

C(OC([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[C:9]1[S:17](=[O:32])(=[O:31])[NH:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=2)=[CH:21][CH:20]=1)=O)(C)(C)C.[ClH:33].C(OCC)(=O)C>C(OCC)(=O)C.CCOCC>[ClH:33].[N:28]1[CH:27]=[CH:26][C:25]([C:22]2[CH:21]=[CH:20][C:19]([NH:18][S:17]([C:9]3[NH:8][C:16]4[C:11]([CH:10]=3)=[CH:12][CH:13]=[CH:14][CH:15]=4)(=[O:32])=[O:31])=[CH:24][CH:23]=2)=[CH:30][CH:29]=1

Participants

Conditions

Temperature: 45 °C

Procedure

To a solution of 2-(4-pyridin-4-yl-phenylsulfamoyl)-indole-1-carboxylic acid tert-butyl ester (0.030 g) in ethyl acetate (1.0 ml) was added 3.5 N HCl/ethyl acetate (2.0 ml). The reaction mixture was stirred at 45° C. for 8 h, then diluted with ether (40 ml). The precipitate was collected, washed with ether and dried under high vacuum over P2O5 to obtain the title compound (0.025 g) as a colorless amorphous powder. MS (ISP): 350.4 (M+H)+

Workup

customThe precipitate was collected
washwashed with ether
dry with materialdried under high vacuum over P2O5

Sources & evidence

ORD record: ord-3c5b68458571459ca06f74089d407c25
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08158655B2

Reaction notes

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