N-[2-(4-Methoxy-phenyl)-2-oxo-ethyl]-isophthalamic Acid Methylester → 3-[5-(4-Methoxy-phenyl)-oxazol-2-yl]-benzoic Acid Methyl Ester

HRID 349436Notes

Reaction equation

[CH3:1][O:2][C:3](=[O:24])[C:4]1[CH:23]=[CH:22][CH:21]=[C:6]([C:7]([NH:9][CH2:10][C:11]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)=[O:12])=O)[CH:5]=1>O>[CH3:1][O:2][C:3](=[O:24])[C:4]1[CH:23]=[CH:22][CH:21]=[C:6]([C:7]2[O:12][C:11]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)=[CH:10][N:9]=2)[CH:5]=1

Participants

Conditions

Temperature: 80 °C

Procedure

0.5 g 1.5 mmol) of N-[2-(4-Methoxy-phenyl)-2-oxo-ethyl]-isophthalamic acid methylester from Preparation 2 was dissolved in ˜15 mL of poly phosphoric acid. The mixture was stirred at 80° C. for 2 hours before allowing it to cool to room temperature. Water (60 mL) was added, and the product precipitated upon agitation. The solid was filtered and washed with water. Slurried solid product in hot methanol and filtered. Dried in vacuum oven overnight to obtain 0.38 (80%) desired product.

Workup

temperatureto cool to room temperature
customthe product precipitated upon agitation
filtrationThe solid was filtered
washwashed with water
filtrationSlurried solid product in hot methanol and filtered
customDried in vacuum oven overnight

Sources & evidence

ORD record: ord-77c2d0ddb35345ba92bacbf5f38d3e8b
Source dataset: uspto-grants-2007_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07179822B2

Reaction notes

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