Anisole → 1-(2,3-Dimethylimidazo[1,2-a]pyridin-6-yl)-4-hydroxy-2(1h)-pyridinone

HRID 2202982Notes

Reaction equation

C([O:8][C:9]1[CH:14]=[CH:13][N:12]([C:15]2[CH:16]=[CH:17][C:18]3[N:19]([C:21]([CH3:25])=[C:22]([CH3:24])[N:23]=3)[CH:20]=2)[C:11](=[O:26])[CH:10]=1)C1C=CC=CC=1.C1(OC)C=CC=CC=1>C(O)(C(F)(F)F)=O>[CH3:24][C:22]1[N:23]=[C:18]2[CH:17]=[CH:16][C:15]([N:12]3[CH:13]=[CH:14][C:9]([OH:8])=[CH:10][C:11]3=[O:26])=[CH:20][N:19]2[C:21]=1[CH3:25]

Participants

Conditions

Temperature: 130 °C

Procedure

To a stirred solution of 4-(benzyloxy)-1-(2,3-dimethylimidazo[1,2-a]pyridin-6-yl)pyridin-2(1H)-one (500 mg) in TFA (21 ml) was added anisole (7 ml), and the reaction mixture was heated at 130° C. for 4 h. The mixture was concentrated in vacuo to afford the title compound (310 mg) as a white solid.

Workup

concentrationThe mixture was concentrated in vacuo

Sources & evidence

ORD record: ord-726eb8123bb64aacb13c6ae5117e92be
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09365540B2

Reaction notes

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