Dimethylformamide → HCID 57461790, compound

HRID 1020344Notes

Reaction equation

HRID 1020344 reaction equation
[Br:1][C:2]1[O:3][C:4]([C:11]([OH:13])=O)=[C:5]([C:7]([F:10])([F:9])[F:8])[N:6]=1.C(Cl)(=O)C([Cl:17])=O.CN(C=O)C>C(Cl)Cl>[Br:1][C:2]1[O:3][C:4]([C:11]([Cl:17])=[O:13])=[C:5]([C:7]([F:10])([F:9])[F:8])[N:6]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 574617891227935-03-6

Product 1

HCID 57461790HCID 57461790, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-bromo-4-trifluoromethyloxazole-5-carboxylic acid (A-38) (1.30 g, 5.0 mmol) in CH2Cl2 (25 mL) was added oxalyl chloride (8.5 mL, 10.0 mmol) and DMF (0.019 mL), respectively, at RT under a nitrogen atmosphere. The reaction was stirred for 6 h at RT. The solvent was concentrated, and the residue was dried in vacuo to yield 2-bromo-4-trifluoromethyloxazole-5-carbonyl chloride (A-39) as yellow oil (1.30 g, 96% yield).

Workup

  1. customat RT
  2. concentrationThe solvent was concentrated
  3. customthe residue was dried in vacuo

Sources & evidence

ORD record
ord-60281d4e7883452cbb5de290661af749
Source dataset
uspto-grants-2014_05
Patent number
US08716312B2

Reaction notes

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