Methyl 4-carbamoylbenzoate → Methyl 4-[4-(4-difluoromethoxylphenyl)-2-oxazolyl]benzoate

HRID 1264927Notes

Reaction equation

HRID 1264927 reaction equation
[C:1]([C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][CH:5]=1)(=[O:3])[NH2:2].[F:14][CH:15]([F:27])[O:16][C:17]1[CH:26]=[CH:25][C:20]([C:21](=O)[CH2:22]Br)=[CH:19][CH:18]=1>>[F:14][CH:15]([F:27])[O:16][C:17]1[CH:26]=[CH:25][C:20]([C:21]2[N:2]=[C:1]([C:4]3[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][CH:5]=3)[O:3][CH:22]=2)=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 596094Methyl 4-carbamoylbenzoateHCID 7034962-Bromo-1-(4-(difluoromethoxy)phenyl)ethan-1-one

Product 1

HCID 18613860Methyl 4-[4-(4-difluoromethoxylphenyl)-2-oxazolyl]benzoateYield 21%

Procedure

In the same manner as in Example 1, methyl 4-carbamoylbenzoate was reacted with 4-difluoromethoxylphenacyl bromide to obtain methyl 4-[4-(4-difluoromethoxylphenyl)-2-oxazolyl]benzoate. The product was recrystallized from ethanol. Yield: 21%. Pale yellow prisms. Melting Point: 160 to 161° C.

Sources & evidence

ORD record
ord-c88fa49dd84c4ec3b0764e11aff07171
Source dataset
uspto-grants-2003_04
Patent number
US06545009B1

Reaction notes

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