2-(2,6-difluorophenyl)-5-ethoxy-N-phenyloxazole-4-carboxamide → Ethyl 2-(2,6-difluorophenyl)-5-(phenylamino)oxazole-4-carboxylate

HRID 389745Notes

Reaction equation

HRID 389745 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9]1[O:10][C:11]([O:23][CH2:24][CH3:25])=[C:12]([C:14]([NH:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:15])[N:13]=1>FC(F)(F)C1C=CC=CC=1>[F:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[C:3]=1[C:9]1[O:15][C:14]([NH:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:12]([C:11]([O:23][CH2:24][CH3:25])=[O:10])[N:13]=1

Participants

3

Reactant 1

HCID 595874842-(2,6-difluorophenyl)-5-ethoxy-N-phenyloxazole-4-carboxamide

Product 1

HCID 59587399Ethyl 2-(2,6-difluorophenyl)-5-(phenylamino)oxazole-4-carboxylateYield 99.4%

Reagents, catalysts & solvents 1

HCID 7368(Trifluoromethyl)benzeneSolvent

Procedure

A solution of 2-(2,6-difluorophenyl)-5-ethoxy-N-phenyloxazole-4-carboxamide (0.13 g, 0.38 mmol) in trifluorotoluene was heated at 180° C. for 5 minutes in the microwave. The solvent was removed in vacuo to give ethyl 2-(2,6-difluorophenyl)-5-(phenylamino)oxazole-4-carboxylate (0.13 g) as a brown solid which was used without further purification. LCMS (1) Rt: 2.40 min; m/z (ES+) 345.

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-2cdd120ed7f94c34a9666b8908e73cfc
Source dataset
uspto-grants-2013_02
Patent number
US08378095B2

Reaction notes

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