Oxalyl chloride → HCID 178499880, compound

HRID 1883503Notes

Reaction equation

HRID 1883503 reaction equation
[OH:1][NH:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH:12]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=2)[C:13]([OH:15])=[O:14])=[CH:7][CH:6]=1)=[NH:4].[C:26](Cl)(=O)C(Cl)=O>CO>[CH3:26][O:14][C:13](=[O:15])[CH:12]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:24])([F:23])[F:25])[CH:17]=1)[CH2:11][C:8]1[CH:7]=[CH:6][C:5]([C:3](=[NH:4])[NH:2][OH:1])=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 178513294HCID 178513294, compound

Product 1

HCID 178499880HCID 178499880, compoundYield 102.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 3-[4-(N-hydroxycarbamimidoyl)-phenyl]-2-(3-trifluoromethyl-phenyl)-propionic acid (300 mg, 0.85 mmol, example 258/259 b1)) and oxalyl dichloride (119 mg, 0.95 mmol) in methanol (10 ml) was stirred for 1.5 days. The solvent was evaporated, and the residue solved in water and lyophilized to give 320 mg of the desired product (quantitative). MS m/z: 367.2 (M+H)+.

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-8dc71b646c9c4c2496b2aa01549e5486
Source dataset
uspto-grants-2004_07
Patent number
US06759420B1

Reaction notes

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