Oxalyl chloride → HCID 86664117, compound

HRID 589624Notes

Reaction equation

HRID 589624 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[O:11][N:10]=[C:9]([C:12]([OH:14])=O)[CH:8]=2)[CH:2]=1.C(Cl)(=O)C([Cl:18])=O>ClCCl.CN(C)C=O>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[O:11][N:10]=[C:9]([C:12]([Cl:18])=[O:14])[CH:8]=2)[CH:2]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 167834555-(3-Pyridyl)isoxazole-3-carboxylic Acid

Product 1

HCID 86664117HCID 86664117, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

0.5 g (2.63 mmol) of 5-(pyridin-3-yl)-1,2-oxazole-3-carboxylic acid (known from the literature, no reference) in 25 ml of dichloromethane was admixed with 2 drops of N,N-dimethylformamide. Subsequently, 0.97 g (7.63 mmol) of oxalyl chloride was added dropwise under argon and the reaction mixture was stirred at room temperature for 1 hour. The solvent was removed under reduced pressure and the crude product was converted farther immediately.

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-4970846aaace4a09880eb382d5a7fc4a
Source dataset
uspto-grants-2016_01
Patent number
US09233951B2

Reaction notes

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