Oxalyl chloride → 2-Phenoxypyrimidine-4-carbonyl chloride

HRID 7647Notes

Reaction equation

HRID 7647 reaction equation
[O:1]([C:8]1[N:13]=[C:12]([C:14]([OH:16])=O)[CH:11]=[CH:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(Cl)(=O)C([Cl:20])=O>C(Cl)Cl.CN(C=O)C>[O:1]([C:8]1[N:13]=[C:12]([C:14]([Cl:20])=[O:16])[CH:11]=[CH:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 219922022-Phenoxy-pyrimidine-4-carboxylic acid

Product 1

HCID 129701582-Phenoxypyrimidine-4-carbonyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-phenoxy-pyrimidine-4-carboxylic acid, 17, (0.19 g, 0.89 mmol) in methylene chloride (10 mL) containing a few drops of DMF is added oxalyl chloride (0.1 mL). The solution is stirred for 2 hours at room temperature and concentrated in vacuo to afford the desired product which is used without further purification.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-8b5716b643fe46a79cfea718435d5ecd
Source dataset
uspto-grants-2006_08
Patent number
US07087615B2

Reaction notes

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