6-Methylpyridin-2-ol → 1-((2-(4-chlorophenyl)-6-fluoroimidazo[1,2-a]pyridin-3-yl)methyl)-6-methylpyridin-2(1H)-one

HRID 455062Notes

Reaction equation

HRID 455062 reaction equation
Cl.Cl[CH2:3][C:4]1[N:8]2[CH:9]=[C:10]([F:13])[CH:11]=[CH:12][C:7]2=[N:6][C:5]=1[C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=1.[CH3:21][C:22]1[NH:27][C:26](=[O:28])[CH:25]=[CH:24][CH:23]=1>>[Cl:20][C:17]1[CH:18]=[CH:19][C:14]([C:5]2[N:6]=[C:7]3[CH:12]=[CH:11][C:10]([F:13])=[CH:9][N:8]3[C:4]=2[CH2:3][N:27]2[C:22]([CH3:21])=[CH:23][CH:24]=[CH:25][C:26]2=[O:28])=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 767726-Methylpyridin-2-olHCID 67028888HCID 67028888, compound

Product 1

HCID 670289481-((2-(4-chlorophenyl)-6-fluoroimidazo[1,2-a]pyridin-3-yl)methyl)-6-methylpyridin-2(1H)-one

Procedure

The title compound was prepared according to Method B and the experimentals described for compound 91 from 3-(chloromethyl)-2-(4-chlorophenyl)-6-fluoroimidazo[1,2-a]pyridine hydrochloride and 6-methylpyridin-2(1H)-one. 1H-NMR (CDCl3, 400 MHz, δ) 8.75 (dd, J=2.2, 4.6 Hz, 1H), 7.55 (m, 3H), 7.45 (m, 2H), 7.16 (m, 2H), 6.55 (d, J=9.1 Hz, 1H), 5.87 (d, J=6.8 Hz, 1H), 5.84 (s, 2H), 1.74 (s, 3H) ppm; m/e 368 (M+H)+

Sources & evidence

ORD record
ord-cfd0bb10bb6c4a78b31e1691d8b92723
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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