Benzamide → Ethyl 5-methyl-2-phenyl-4-oxazoleacetate

HRID 1168066Notes

Reaction equation

Br[CH:2]([CH3:11])[C:3](=O)[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].[C:12]([NH2:20])(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[CH3:11][C:2]1[O:19][C:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[N:20][C:3]=1[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6]

Participants

Reactant 2

HCID 2331Benzamide

HCID 12780443Ethyl 4-bromo-3-oxopentanoate

Product 1

HCID 11288037Ethyl 5-methyl-2-phenyl-4-oxazoleacetate

Procedure

reacting methyl 4-bromo-3-oxovalerate with benzamide to give methyl 2-(5-methyl-2-phenyl-4-oxazolyl)acetate, or reacting ethyl 4-bromo-3-oxovalerate with benzamide to give ethyl 2-(5-methyl-2-phenyl-4-oxazolyl)acetate,

Sources & evidence

ORD record: ord-7943c7c20f354d3a879eb32bdf4fe356
Source dataset: uspto-grants-2003_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06620941B2

Reaction notes

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