Potassium Carbonate → HCID 58201446, compound

HRID 2392012Notes

Reaction equation

HRID 2392012 reaction equation
CC([N:5]([CH2:9][CH:10]([N:18]([C:28]([C:30]1[S:31][CH:32]=[C:33]([Br:35])[CH:34]=1)=[O:29])[O:19]C(C1SC=C(Br)C=1)=O)[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6](=[O:8])[O-:7])(C)C.C([O-])([O-])=O.[K+].[K+]>CO>[Br:35][C:33]1[CH:34]=[C:30]([C:28]([N:18]([OH:19])[CH:10]([CH2:11][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:9][NH:5][C:6](=[O:8])[O:7][C:12]([CH3:17])([CH3:13])[CH3:11])=[O:29])[S:31][CH:32]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 86633556HCID 86633556, compound

Product 1

HCID 58201446HCID 58201446, compoundYield 37%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1,1-dimethylethyl[2-([(4-bromo-2-thienyl)carbonyl]{[(4-bromo-2-thienyl)carbonyl]oxy}amino)-3-phenylpropyl]carbamate in MeOH (5 mL) was added K2CO3 (1.0 g, 7.3 mmol). The mixture was stirred at RT for 2 h. The mixture was concentrated under vacuum and purified on silica gel (EtOAc/Hexane, 30%) to give the title compound (410 mg, 37% for two steps) as an off white solid: LC-MS (ES) m/z=456 (M+H)+.

Workup

  1. concentrationThe mixture was concentrated under vacuum
  2. custompurified on silica gel (EtOAc/Hexane, 30%)

Sources & evidence

ORD record
ord-538e3b05da834f789736f05cc9059c5c
Source dataset
uspto-grants-2012_09
Patent number
US08273782B2

Reaction notes

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