2-Methyl-1,3,4-oxadiazole → 2-((2-(4-Chlorophenyl)-6-methylimidazo[1,2-a]pyridin-3-yl)methyl)-5-methyl-1,3,4-oxadiazole

HRID 455122Notes

Reaction equation

HRID 455122 reaction equation
FC1C=CC2N(C(CC3N(C)C=CN=3)=C(C3C=CC(F)=CC=3)N=2)C=1.[Cl:25][C:26]1[CH:31]=[CH:30][C:29]([C:32]2[N:33]=[C:34]3[CH:39]=[CH:38][C:37]([CH3:40])=[CH:36][N:35]3[C:41]=2[CH:42]=O)=[CH:28][CH:27]=1.[CH3:44][C:45]1[O:46][CH:47]=[N:48][N:49]=1>>[Cl:25][C:26]1[CH:27]=[CH:28][C:29]([C:32]2[N:33]=[C:34]3[CH:39]=[CH:38][C:37]([CH3:40])=[CH:36][N:35]3[C:41]=2[CH2:42][C:47]2[O:46][C:45]([CH3:44])=[N:49][N:48]=2)=[CH:30][CH:31]=1

Participants

4

Reactant 3

HCID 5584472-Methyl-1,3,4-oxadiazoleHCID 27578062-(4-Chlorophenyl)-6-methylimidazo[1,2-a]pyridine-3-carbaldehydeHCID 670290646-fluoro-2-(4-fluorophenyl)-3-((1-methyl-1H-imidazol-2-yl)methyl)imidazo[1,2-a]pyridine

Product 1

HCID 670274922-((2-(4-Chlorophenyl)-6-methylimidazo[1,2-a]pyridin-3-yl)methyl)-5-methyl-1,3,4-oxadiazole

Procedure

The title compound was prepared according to Method C and the experimentals described for compound 199 from 2-(4-chlorophenyl)-6-methylimidazo[1,2-a]pyridine-3-carbaldehyde and 2-methyl-1,3,4-oxadiazole. M/e+ 339 for C18H16ClN4O (M+H)+; 1H-NMR (400 MHz, CDCl3) δ 7.95 (s, 1H), 7.76 (d, J=8.4 Hz, 2H), 7.56 (d, J=9.1 Hz, 1H), 7.45 (d, J=8.4 Hz, 2H), 7.10 (dd, J=9.1, 1.4 Hz, 1H), 4.54 (s, 2H), 2.49 (s, 3H), 2.35 (s, 3H) ppm.

Sources & evidence

ORD record
ord-01079419ffa9439db91c9810754c18a5
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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