Nitrogen → HCID 83854993, compound

HRID 1189368Notes

Reaction equation

HRID 1189368 reaction equation
N#N.[F:3][C:4]([F:18])([CH3:17])[CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[O:10][CH:11]=[C:12]([C:14](O)=[O:15])[N:13]=1.CN(C=O)C.C(Cl)(=O)C([Cl:27])=O>C1(C)C=CC=CC=1>[F:3][C:4]([F:18])([CH3:17])[CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[O:10][CH:11]=[C:12]([C:14]([Cl:27])=[O:15])[N:13]=1

Participants

6

Reactant 4

HCID 947NitrogenHCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 67128604HCID 67128604, compound

Product 1

HCID 83854993HCID 83854993, 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 2-(5,5-difluoro-hexyl)-oxazole-4-carboxylic acid (280 mg, 1.20 mmol) in toluene (12 mL) was treated at 0° C. with a drop of DMF followed by oxalyl chloride (0.13 mL, 1.44 mmol) and the resulting yellow solution was stirred at rt for 1 h. The solvent was then removed under reduced pressure (coevaporation with toluene) to give 2-(5,5-difluoro-hexyl)-oxazole-4-carbonyl chloride as a brown oil.

Workup

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

Sources & evidence

ORD record
ord-c90736f9f1ec4be794dd109d28b0b4dd
Source dataset
uspto-grants-2014_03
Patent number
US08674111B2

Reaction notes

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