2-Pyrrolidone → 1-(6,8-Dichloro-2-p-tolyl-imidazo[1,2-a]pyridin-3-ylmethyl)-pyrrolidin-2-one

HRID 455058Notes

Reaction equation

HRID 455058 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([Cl:21])[C:6]2[N:7]([C:9]([CH2:19]Cl)=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=3)[N:11]=2)[CH:8]=1.[NH:22]1[CH2:26][CH2:25][CH2:24][C:23]1=[O:27]>>[Cl:2][C:3]1[CH:4]=[C:5]([Cl:21])[C:6]2[N:7]([C:9]([CH2:19][N:22]3[CH2:26][CH2:25][CH2:24][C:23]3=[O:27])=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=3)[N:11]=2)[CH:8]=1

Participants

3

Reactant 2

HCID 120252-PyrrolidoneHCID 670289006,8-Dichloro-3-(chloromethyl)-2-p-tolylimidazo[1,2-a]pyridine hydrochloride

Product 1

HCID 670290001-(6,8-Dichloro-2-p-tolyl-imidazo[1,2-a]pyridin-3-ylmethyl)-pyrrolidin-2-one

Procedure

The title compound was prepared according to Method B and the experimentals described for compound 91 from 6,8-dichloro-3-(chloromethyl)-2-p-tolylimidazo[1,2-a]pyridine hydrochloride and pyrrolidin-2-one. m/e+ 374 for C19H18Cl2N3O [M+H]+; 1H-NMR (300 MHz, CDCl3) δ 8.49 (d, J=1.5 Hz, 1H), 7.63 (d, J=8.1 Hz, 2H), 7.33 (m, 3H), 4.93 (s, 2H), 3.11 (t, J=6.9 Hz, 2H), 2.43 (m, 5H), 1.92 (m, 2H) ppm.

Sources & evidence

ORD record
ord-7c9e1de89ed744c9903a04550a80641d
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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