2-(2-Methoxycarbonyl-phenyl)-6-methyl-4-quinolinecarboxylic acid → HCID 15816898, compound

HRID 1956761Notes

Reaction equation

[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[CH:20]=[C:19](C(O)=O)[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([CH3:24])[CH:17]=2)[N:12]=1)=[O:4]>C1(OC2C=CC=CC=2)C=CC=CC=1>[CH3:24][C:16]1[CH:17]=[C:18]2[C:13](=[CH:14][CH:15]=1)[N:12]=[C:11]([C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[C:3]([O:2][CH3:1])=[O:4])[CH:20]=[CH:19]2

Participants

Conditions

Temperature: 225 °C

Procedure

267 mg (0.831 mmol) of 2-(2-methoxycarbonylphenyl)-6-methyl-4-quinolinecarboxylic acid obtained in Example 4 was dissolved in 4.0 ml of diphenyl ether and heated at 225° C. for 10 minutes. After allowing the mixture to cool to room temperature, purification was carried out by flash silica gel chromatography using a mixed solvent of hexane and ethyl acetate (10/1) to obtain 154 mg of methyl 2-(6-methylquinolin-2-yl)benzoate. NMR (270 MHz, CDCl3):

Workup

temperatureto cool to room temperature
custompurification

Sources & evidence

ORD record: ord-435a2f6856f04c6baef45afac5c0df84
Source dataset: uspto-grants-1998_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05780634

Reaction notes

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