Oxalyl chloride → 2-Chloro-4-(trifluoromethyl)pyrimidine-5-carbonyl chloride

HRID 2394283Notes

Reaction equation

HRID 2394283 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[C:5]([C:12]([OH:14])=O)=[CH:4][N:3]=1.C(Cl)(=O)C([Cl:18])=O>C(Cl)Cl>[Cl:1][C:2]1[N:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[C:5]([C:12]([Cl:18])=[O:14])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 108231502-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylic Acid

Product 1

HCID 27367082-Chloro-4-(trifluoromethyl)pyrimidine-5-carbonyl chlorideYield 70%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared as described in Example 25, but employing a solution of 2-chloro-4-trifluoromethylpyrimidine-5-carboxylic acid (1.5 g, 7.1 mmol) and oxalyl chloride (1.0 g, 8 mmol) in CH2Cl2 (30 mL) resulted in a 70% yield (1.1 g); 1H NMR (CDCl3) δ 9.31 (s, 1H).

Workup

  1. customresulted in a 70% yield (1.1 g)

Sources & evidence

ORD record
ord-5557b908d2a645a5b909a7840fbb6120
Source dataset
uspto-grants-1998_09
Patent number
US05811428

Reaction notes

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