2-(4-Chlorophenyl)imidazo[1,2-a]pyridine-3-carbaldehyde → 3-((2-(4-Chlorophenyl)imidazo[1,2-a]pyridin-3-yl)methyl)-5-methyl-1,2,4-oxadiazole

HRID 455121Notes

Reaction equation

HRID 455121 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][CH:37]=[CH:36][N:35]3[C:40]=2[CH:41]=O)=[CH:28][CH:27]=1.[CH3:43][C:44]1[O:48][N:47]=[CH:46][N:45]=1>>[Cl:25][C:26]1[CH:27]=[CH:28][C:29]([C:32]2[N:33]=[C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][N:35]3[C:40]=2[CH2:41][C:46]2[N:45]=[C:44]([CH3:43])[O:48][N:47]=2)=[CH:30][CH:31]=1

Participants

4

Reactant 3

HCID 27577932-(4-Chlorophenyl)imidazo[1,2-a]pyridine-3-carbaldehydeHCID 183820655-Methyl-1,2,4-oxadiazoleHCID 670290646-fluoro-2-(4-fluorophenyl)-3-((1-methyl-1H-imidazol-2-yl)methyl)imidazo[1,2-a]pyridine

Product 1

HCID 670289753-((2-(4-Chlorophenyl)imidazo[1,2-a]pyridin-3-yl)methyl)-5-methyl-1,2,4-oxadiazole

Procedure

The title compound was prepared according to Method C and the experimentals described for compound 199 from 2-(4-chlorophenyl)imidazo[1,2-a]pyridine-3-carbaldehyde and 5-methyl-1,2,4-oxadiazole. M/e+ 325 for C17H14ClN4O (M+H)+; 1H-NMR (400 MHz, CDCl3) δ 8.22 (d, J=6.9 Hz, 1H), 7.91 (d, J=8.4 Hz, 2H), 7.66 (d, J=8.8 Hz, 1H), 7.47 (d, J=8.4 Hz, 2H), 7.23 (m, 1H), 6.88 (t, J=6.9 Hz, 1H), 4.42 (d, J=0.7 Hz, 2H), 2.56 (s, 3H) ppm.

Sources & evidence

ORD record
ord-55977095bc1446278e22070381eb2507
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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