Potassium Hydroxide → HCID 22025339, compound

HRID 1792848Notes

Reaction equation

HRID 1792848 reaction equation
[C:1]1([S:7]([NH:10][CH:11]([CH2:25][C:26]2[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[C:31]3[C:27]=2[CH:28]=[CH:29][N:30]3S(C2C=CC=CC=2)(=O)=O)[C:12]([NH:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:13])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[K+].[NH4+].[Cl-]>CO>[C:1]1([S:7]([NH:10][CH:11]([CH2:25][C:26]2[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[C:31]3[C:27]=2[CH:28]=[CH:29][NH:30]3)[C:12]([NH:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:13])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 25517Ammonium ChlorideHCID 22025358HCID 22025358, compound

Product 1

HCID 22025339HCID 22025339, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2-benzenesulfonylamino-3-(1-benzenesulfonyl-7-methoxy-1H-indol-4-yl)-N-(4-phenyl-butyl)-propionamide (1.0 g, 1.6 mmol) and 2.5 M KOH (2.0 mL, 5.0 mmol) is refluxed in MeOH (9 mL) for 22 h. The resulting solution is poured into a saturated NH4Cl solution and extracted twice with EtOAc. The organics are dried (MgSO4) and concentrated to provide 2-benzenesulfonylamino-3-(7-methoxy-1H-indol-4-yl)-N-(4-phenyl-butyl)-propionamide as an oil which is used as is without further purification.

Workup

  1. extractionextracted twice with EtOAc
  2. dry with materialThe organics are dried (MgSO4)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-6fff82d4d9424ce1bcf30b2a374197da
Source dataset
uspto-grants-2006_07
Patent number
US07078425B2

Reaction notes

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