HCID 68277965, compound → HCID 68278351, compound

HRID 1526909Notes

Reaction equation

HRID 1526909 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-db7be7ffe55443339f5589d7979b1272
Source dataset
uspto-grants-2015_07
Patent number
US09085570B2

Reaction notes

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