1-Vinylimidazole → 2-(4-chlorophenyl)-3-((1-vinyl-1H-imidazol-2-yl)methyl)imidazo[1,2-a]pyridine

HRID 455127Notes

Reaction equation

HRID 455127 reaction equation
F[C:2]1C=C[C:5]2[N:6]([C:8](CC3N(C)C=CN=3)=[C:9](C3C=CC(F)=CC=3)[N:10]=2)[CH:7]=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.C(N1C=CN=C1)=C>>[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[CH2:41][C:5]2[N:6]([CH:7]=[CH2:2])[CH:8]=[CH:9][N:10]=2)=[CH:28][CH:27]=1

Participants

4

Reactant 3

HCID 661711-VinylimidazoleHCID 27577932-(4-Chlorophenyl)imidazo[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 670289332-(4-chlorophenyl)-3-((1-vinyl-1H-imidazol-2-yl)methyl)imidazo[1,2-a]pyridine

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 1-vinyl-1H-imidazole. (34 mg, 18%). m/e+=335 (M+H+). 1H-NMR (400 MHz, CDCl3, δ): 8.28 (d, 1H, D, J=7.0 Hz), 7.66 (d, 2H, D, J=10.2 Hz), 7.61 (d, 1H, D, J=9.2 Hz), 7.46 (d, 2H, D, J=8.5 Hz), 7.19 (t, 1H, D, J=7.9 Hz), 7.08 (d, 1H), 6.96 (d, 1H), 6.80 (t, 1H, D, J=7.0 Hz), 6.46 (m, 1H), 5.03 (m, 1H), 4.62 (m, 1H), 4.56 (s, 2H).

Sources & evidence

ORD record
ord-bd0adb78bd4140ecbb4124bda0ccbd24
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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