Dimethylformamide → HCID 14770848, compound

HRID 1090386Notes

Reaction equation

HRID 1090386 reaction equation
[NH2:1][CH:2]1[CH2:6][CH2:5][CH:4]([C:7]2[C:15]([F:16])=[CH:14][C:10]([C:11]([OH:13])=O)=[C:9]([F:17])[CH:8]=2)[CH2:3]1.[C:18](Cl)(=O)[C:19](Cl)=[O:20].CN(C)C=O.C(Cl)[Cl:30]>>[C:19]([NH:1][CH:2]1[CH2:6][CH2:5][CH:4]([C:7]2[C:15]([F:16])=[CH:14][C:10]([C:11]([Cl:30])=[O:13])=[C:9]([F:17])[CH:8]=2)[CH2:3]1)(=[O:20])[CH3:18]

Participants

5

Reactant 4

HCID 6228DimethylformamideHCID 6344DichloromethaneHCID 65578Oxalyl chlorideHCID 14770846HCID 14770846, compound

Product 1

HCID 14770848HCID 14770848, compound

Procedure

A mixture of 14.2 g (50 mmole) of 4-[3-(amino)cyclopentyl]-2,5-difluorobenzoic acid in 200 ml of methylene chloride was treated with 6.4 g (50 mmol) of oxalyl chloride and 0.5 ml of dimethylformamide. The reaction mixture was stirred at room temperature for 18 hours and the solvent removed in vacuo. The residue was triturated with toluene which was also removed in vacuo. The residue was used without further purification.

Workup

  1. customthe solvent removed in vacuo
  2. customThe residue was triturated with toluene which
  3. customwas also removed in vacuo
  4. customThe residue was used without further purification

Sources & evidence

ORD record
ord-dd4b949499bf44c39c272230d216bb67
Source dataset
uspto-grants-1992_01
Patent number
US05081254

Reaction notes

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