Nitrogen → HCID 86664909, compound

HRID 1189381Notes

Reaction equation

HRID 1189381 reaction equation
N#N.[F:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[O:14][CH:13]=[N:12][C:11]=2[C:15]([OH:17])=O)=[CH:6][CH:5]=1.CN(C=O)C.C(Cl)(=O)C([Cl:26])=O>C1(C)C=CC=CC=1>[F:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[O:14][CH:13]=[N:12][C:11]=2[C:15]([Cl:26])=[O:17])=[CH:6][CH:5]=1

Participants

6

Reactant 4

HCID 947NitrogenHCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 529838705-(4-Fluorophenyl)-1,3-oxazole-4-carboxylic acid

Product 1

HCID 86664909HCID 86664909, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a suspension of 5-(4-fluoro-phenyl)-oxazole-4-carboxylic acid (51 mg, 0.25 mmol) in toluene (1.0 mL) was treated with a drop of DMF followed by oxalyl chloride (0.08 mL, 0.86 mmol) and the resulting yellow solution was stirred at rt for 30 min. The solvent was then removed under reduced pressure (coevaporation with toluene) to give 5-(4-fluoro-phenyl)-oxazole-4-carbonyl chloride.

Workup

  1. customThe solvent was then removed under reduced pressure (coevaporation with toluene)

Sources & evidence

ORD record
ord-f758a732194a425ab9d3a6bd7f5e63f2
Source dataset
uspto-grants-2014_03
Patent number
US08674111B2

Reaction notes

Loading…