2-Hydroxy-3-methylpyridine → HCID 67028918, compound
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[C:23](=[O:28])[NH:24][CH:25]=[CH:26][CH:27]=1.C(/C(O)=O)=C\C(O)=O.N.N>>[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:24]2[CH:25]=[CH:26][CH:27]=[C:22]([CH3:21])[C:23]2=[O:28])=[CH:15][CH:16]=1Participants
4
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 3-methylpyridin-2(1H)-one. 1H-NMR (CDCl3, 400 MHz, δ) 8.43 (dd, J=2.4, 4.1 Hz, 1H), 7.64 (d, J=8.5 Hz, 2H), 7.58 (dd, J=5.0, 9.6 Hz, 1H), 7.45 (d, J=8.6 Hz, 2H), 7.17 (m, 1 h), 7.13 (m, 1H), 6.65 (dd, J=1.4, 6.9 Hz, 1H), 5.93 (t, J=6.8 Hz, 1H), 5.63 (s, 2H), 2.16 (s, 3H) ppm; m/e368 (M+H)+
Sources & evidence
- ORD record
- ord-e7eddcde434b4d0a8b6693a05f6609fe
- Source dataset
- uspto-grants-2013_07
- Patent number
- US08497278B2
Reaction notes
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