3-((1H-imidazol-1-yl)methyl)-6-methyl-2-p-tolylimidazo[1,2-a]pyridine → Methyl 4-((2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)methyl)-4H-furo[3,2-b]pyrrole-5-carboxylate

HRID 455025Notes

Reaction equation

HRID 455025 reaction equation
N1(CC2N3C=C(C)C=CC3=NC=2C2C=CC(C)=CC=2)C=CN=C1.[CH3:24][O:25][C:26]([C:28]1[NH:32][C:31]2[CH:33]=[CH:34][O:35][C:30]=2[CH:29]=1)=[O:27].Cl.Cl[CH2:38][C:39]1[N:43]2[CH:44]=[CH:45][CH:46]=[CH:47][C:42]2=[N:41][C:40]=1[C:48]1[CH:53]=[CH:52][C:51]([Cl:54])=[CH:50][CH:49]=1>>[Cl:54][C:51]1[CH:50]=[CH:49][C:48]([C:40]2[N:41]=[C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][N:43]3[C:39]=2[CH2:38][N:32]2[C:28]([C:26]([O:25][CH3:24])=[O:27])=[CH:29][C:30]3[O:35][CH:34]=[CH:33][C:31]2=3)=[CH:53][CH:52]=1

Participants

3

Reactant 2

HCID 583370713-((1H-imidazol-1-yl)methyl)-6-methyl-2-p-tolylimidazo[1,2-a]pyridineHCID 670287153-(chloromethyl)-2-(4-chlorophenyl)imidazo[1,2-a]pyridine hydrochloride methyl 4H-furo[3,2-b]pyrrole-5-carboxylate

Product 1

HCID 67028740Methyl 4-((2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)methyl)-4H-furo[3,2-b]pyrrole-5-carboxylate

Procedure

The title compound was prepared according to Method A and the experimentals described for compound 1 from 3-(chloromethyl)-2-(4-chlorophenyl)imidazo[1,2-a]pyridine hydrochloride methyl 4H-furo[3,2-b]pyrrole-5-carboxylate. M/e+ 406 for C22H17ClN3O3 (M+H)+; 1H-NMR (400 MHz, CDCl3) δ 9.18 (s, 1H), 7.95 (d, J=7.71 Hz, 1H), 7.71 (d, J=8.4 Hz, 2H), 7.63 (t, J=8.8 Hz, 1H), 7.39 (d, J=8.4 Hz, 2H), 7.22 (m, 2H), 6.82 (t, J=6.6 Hz, 1H), 5.98 (s, 1H), 4.45 (s, 2H), 3.83 (s, 3H) ppm.

Sources & evidence

ORD record
ord-6f1b3fff4b32471e9a6d0e11901fe768
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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