Potassium Carbonate → HCID 22025325, compound

HRID 1792842Notes

Reaction equation

HRID 1792842 reaction equation
[C:1]1([S:7]([NH:10][CH:11]([CH2:25][C:26]2[CH:34]=[C:33]([Cl:35])[C:32]([O:36][CH3:37])=[C:31]3[C:27]=2[CH:28]=[N: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.C([O-])([O-])=O.[K+].[K+]>CO>[C:1]1([S:7]([NH:10][CH:11]([CH2:25][C:26]2[CH:34]=[C:33]([Cl:35])[C:32]([O:36][CH3:37])=[C:31]3[C:27]=2[CH:28]=[N: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

4

Reactant 2

HCID 11430Potassium CarbonateHCID 22025345HCID 22025345, compound

Product 1

HCID 22025325HCID 22025325, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Benzenesulfonylamino-3-(1-benzenesulfonyl-6-chloro-7-methoxy-1H-indazol-4-yl)-N-(4-phenyl-butyl)-propionamide (0.17 g, 0.25 mmol) is dissolved in MeOH (2 mL) and K2CO3 is added and the reaction is stirred for 1 h. The reaction is quenched by the addition of 2 N HCl (0.1 mL) and then concentrated. The residue is dissolved in EtOAc and washed with water, brine and dried over MgSO4. The solution is concentrated and purified by column chromatography (silica, 60% EtOAc/hexanes) to provide 2-benzenesulfonylamino-3-(6-chloro-7-methoxy-1H-indazol-4-yl)-N-(4-phenyl-butyl)-propionamide.

Workup

  1. customThe reaction is quenched by the addition of 2 N HCl (0.1 mL)
  2. concentrationconcentrated
  3. dissolutionThe residue is dissolved in EtOAc
  4. washwashed with water, brine
  5. dry with materialdried over MgSO4
  6. concentrationThe solution is concentrated
  7. custompurified by column chromatography (silica, 60% EtOAc/hexanes)

Sources & evidence

ORD record
ord-945f0118a4544b1b9d86e075f4bc99d9
Source dataset
uspto-grants-2006_07
Patent number
US07078425B2

Reaction notes

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