Dimethylformamide → HCID 136138548, compound

HRID 1883504Notes

Reaction equation

HRID 1883504 reaction equation
[CH3:1][O:2][C:3](=[O:31])[CH:4]([C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:29])[F:28])[CH:22]=1)[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([C:12](=[NH:20])[NH:13][O:14][C:15](OCC)=[O:16])=[CH:8][CH:7]=1.C(=O)([O-])[O-].[Na+].[Na+].CN(C)C=O>O>[CH3:1][O:2][C:3](=[O:31])[CH:4]([C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:28])[F:29])[CH:22]=1)[CH2:5][C:6]1[CH:7]=[CH:8][C:9]([C:12]2[NH:20][C:15](=[O:16])[O:14][N:13]=2)=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 10340Sodium CarbonateHCID 178473667HCID 178473667, compound

Product 1

HCID 136138548HCID 136138548, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3-[4-(N-ethoxycarbonyloxycarbamimidoyl)-phenyl]-2-(3-trifluoromethyl-phenyl)-propionic acid methyl ester (30 mg, 68 μmol), sodium carbonate (2.0 g), dimethylformamide (10 ml), and water (10 ml) was stirred at room temperature for 2 days. The reaction mixture was evaporated, and the residue solved in potassium hydrogen sulfate solution and ethyl acetate. The organic layer was evaporated and gave after lyophilization 22 mg of the desired product (85% yield). MS m/z: 379.1 (M+H)+.

Workup

  1. customThe reaction mixture was evaporated
  2. customThe organic layer was evaporated

Sources & evidence

ORD record
ord-fcffb94503c041aa95aa642a4954a862
Source dataset
uspto-grants-2004_07
Patent number
US06759420B1

Reaction notes

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