N-(5-Ethynylthiophene-2-carbonyl)-2-methylalanine → 2-(5-Ethynylthiophen-2-yl)-4,4-dimethyl-1,3-oxazol-5(4H)-one

HRID 2174705Notes

Reaction equation

HRID 2174705 reaction equation
[C:1]([C:3]1[S:7][C:6]([C:8]([NH:10][C:11]([CH3:16])([CH3:15])[C:12]([OH:14])=[O:13])=O)=[CH:5][CH:4]=1)#[CH:2]>C(OC(=O)C)(=O)C>[C:1]([C:3]1[S:7][C:6]([C:8]2[O:13][C:12](=[O:14])[C:11]([CH3:16])([CH3:15])[N:10]=2)=[CH:5][CH:4]=1)#[CH:2]

Participants

3

Reactant 1

HCID 45122350N-(5-Ethynylthiophene-2-carbonyl)-2-methylalanine

Product 1

HCID 714256472-(5-Ethynylthiophen-2-yl)-4,4-dimethyl-1,3-oxazol-5(4H)-one

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

Prepared analogously to Example 3-a from 2-[(5-ethynyl-thiophen-2-yl)-carbonylamino]-2-methyl-propionic acid in acetic anhydride at 65° C. with subsequent purification by chromatography on silica gel with the eluant (petroleum ether/ethyl acetate=2:1).

Sources & evidence

ORD record
ord-3b1036922e4b4333aa2ddb0389686b95
Source dataset
uspto-grants-2015_06
Patent number
US09062034B2

Reaction notes

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