HCID 68277965, compound → HCID 68278351, compound

HRID 931524Notes

Reaction equation

HRID 931524 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[O:12][C:13]([CH3:24])=[C:14]([CH2:16][CH:17](C(O)=O)[C:18]([OH:20])=[O:19])[N:15]=2)=[CH:7][CH:6]=1)=[O:4]>CS(C)=O>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]([C:11]2[O:12][C:13]([CH3:24])=[C:14]([CH2:16][CH2:17][C:18]([OH:20])=[O:19])[N:15]=2)=[CH:9][CH:10]=1)=[O:4]

Participants

3

Reactant 1

HCID 68277965HCID 68277965, compound

Product 1

HCID 68278351HCID 68278351, compoundYield 86.4%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A solution of 2-([2-[4-(methoxycarbonyl)phenyl]-5-methyl-1,3-oxazol-4-yl]methyl)propanedioic acid (2.0 g, 6.00 mmol, 1.00 equiv) in dimethylsulfoxide (30 mL) was stirred at 160° C. for 30 min. The reaction mixture was cooled to room temperature and the product was precipitated by the addition of 150 mL ice and water. The solid was collected by filtration, washed with 1×50 mL of water and dried in vacuum to give 1.5 g (86%) of 3-[2-[4-(methoxycarbonyl)phenyl]-5-methyl-1,3-oxazol-4-yl]propanoic acid as a white solid. LC-MS: (ES, m/z): 290 [M+H]+, 272, 146, 120.

Workup

  1. customthe product was precipitated by the addition of 150 mL ice and water
  2. filtrationThe solid was collected by filtration
  3. washwashed with 1×50 mL of water
  4. customdried in vacuum

Sources & evidence

ORD record
ord-6c384ed14c8b4abe823b8743e181fb00
Source dataset
uspto-grants-2016_03
Patent number
US09296732B2

Reaction notes

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