Diethyl Ether → N-(4,6-dimethyl-1-octyl-5-sulfamoylaminoindolin-7-yl)-2,2-dimethylpropanamide hydrochloride

HRID 33600Notes

Reaction equation

HRID 33600 reaction equation
C(OC([NH:8][S:9]([NH:12][C:13]1[C:14]([CH3:38])=[C:15]2[C:19](=[C:20]([NH:23][C:24](=[O:29])[C:25]([CH3:28])([CH3:27])[CH3:26])[C:21]=1[CH3:22])[N:18]([CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[CH2:17][CH2:16]2)(=[O:11])=[O:10])=O)(C)(C)C.[ClH:39].CC(O)C.C(OCC)C>C(O)=O>[ClH:39].[CH3:38][C:14]1[C:13]([NH:12][S:9](=[O:10])(=[O:11])[NH2:8])=[C:21]([CH3:22])[C:20]([NH:23][C:24](=[O:29])[C:25]([CH3:26])([CH3:27])[CH3:28])=[C:19]2[C:15]=1[CH2:16][CH2:17][N:18]2[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 21912024Isopropanol hydrochlorideHCID 23075439N-[5-(N-tert-butoxycarbonylsulfamoylamino)-4,6-dimethyl-1-octylindolin-7-yl]-2,2-dimethylpropanamide

Product 1

HCID 23075405N-(4,6-dimethyl-1-octyl-5-sulfamoylaminoindolin-7-yl)-2,2-dimethylpropanamide hydrochloride

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

The compound (1.86 g) obtained in Example 5 was dissolved in formic acid (7.5 mL) and 8.51 M hydrogen chloride—2-propanol solution (1.98 mL) was added under ice-cooling. The mixture was stirred at the same temperature for 20 min. Diethyl ether (50 mL) was added, and the precipitated crystals were collected by filtration to give the title compound as crystals (1.34 g).

Workup

  1. temperaturecooling
  2. filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-ec3ce743e04749299e8162d16b63a862
Source dataset
uspto-grants-2008_09
Patent number
US07429612B2

Reaction notes

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