1H-1,2,4-Triazole, 1-methyl- → 2-(4-Chlorophenyl)-3-((1-methyl-1H-1,2,4-triazol-5-yl)methyl)imidazo[1,2-a]pyridine

HRID 455126Notes

Reaction equation

HRID 455126 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][N:44]1[CH:48]=[N:47][CH:46]=[N:45]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[CH2:41][C:48]2[N:44]([CH3:43])[N:45]=[CH:46][N:47]=2)=[CH:28][CH:27]=1

Participants

4

Reactant 3

HCID 224591H-1,2,4-Triazole, 1-methyl-HCID 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 670286342-(4-Chlorophenyl)-3-((1-methyl-1H-1,2,4-triazol-5-yl)methyl)imidazo[1,2-a]pyridineYield 89%

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-methyl-1H-1,2,4-triazole. (0.22 g, 89% yield). M/e+ 324.1 for C17H14ClN5 (M+H)+; 1H-NMR (300 MHz, DMSO-d6, δ) 8.26 (d, J=6.9 Hz, 1H), 7.74-7.70 (m, 3H), 7.65-7.61 (m, 1H), 7.54-7.51 (m, 2H), 7.33-7.28 (m, 1H), 6.93 (td, J=6.8, 1.2 Hz, 1H), 4.68 (s, 2H), 3.87 (s, 3H).

Sources & evidence

ORD record
ord-ae7db1b8aa6a4350aac3595ae86750bb
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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