5-(benzyloxy)-1-biphenyl-3-yl-2-methylpyridin-4(1H)-one → 1-biphenyl-3-yl-5-hydroxy-2-methylpyridin-4(1H)-one

HRID 571068Notes

Reaction equation

C([O:8][C:9]1[C:10](=[O:28])[CH:11]=[C:12]([CH3:27])[N:13]([C:15]2[CH:16]=[C:17]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH:18]=[CH:19][CH:20]=2)[CH:14]=1)C1C=CC=CC=1>Cl>[C:17]1([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:18]=[CH:19][CH:20]=[C:15]([N:13]2[CH:14]=[C:9]([OH:8])[C:10](=[O:28])[CH:11]=[C:12]2[CH3:27])[CH:16]=1

Participants

Conditions

Temperature: 140 °C

Procedure

6.0 g (16.3 mmol) 5-(benzyloxy)-1-biphenyl-3-yl-2-methylpyridin-4(1H)-one was suspended in 150 ml 4 N aq HCl. The reaction mixture was heated at 140° C. for 18 h, then cooled to rt, concentrated in vacuo, suspended in CH2Cl2, and collected by filtration to give 1-biphenyl-3-yl-5-hydroxy-2-methylpyridin-4(1H)-one. LCMS (M+H)+=278.2.

Workup

temperaturecooled to rt
concentrationconcentrated in vacuo
filtrationcollected by filtration

Sources & evidence

ORD record: ord-b118300d20c94c1dafab2e9808de737d
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09024032B2

Reaction notes

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