2-Azetidinone → 1-(6-Chloro-2-phenyl-imidazo[1,2-a]pyridin-3-ylmethyl)-azetidin-2-one

HRID 455057Notes

Reaction equation

HRID 455057 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[CH:5][C:6]2[N:7]([C:9]([CH2:18]Cl)=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[N:11]=2)[CH:8]=1.[NH:20]1[CH2:23][CH2:22][C:21]1=[O:24]>>[Cl:2][C:3]1[CH:4]=[CH:5][C:6]2[N:7]([C:9]([CH2:18][N:20]3[CH2:23][CH2:22][C:21]3=[O:24])=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[N:11]=2)[CH:8]=1

Participants

3

Reactant 2

HCID 1367212-AzetidinoneHCID 670287296-Chloro-3-(chloromethyl)-2-phenylimidazo[1,2-a]pyridine hydrochloride

Product 1

HCID 670289391-(6-Chloro-2-phenyl-imidazo[1,2-a]pyridin-3-ylmethyl)-azetidin-2-one

Procedure

The title compound was prepared according to Method B and the experimentals described for compound 91 from 6-chloro-3-(chloromethyl)-2-phenylimidazo[1,2-a]pyridine hydrochloride and azetidin-2-one. m/e+ 312 for C17H15ClN3O [M+H]+; 1H-NMR (400 MHz, CDCl3) δ 8.45 (d, J=1.4 Hz, 1H), 7.72 (d, J=1.4, 3.3 Hz, 2H), 7.62 (d, J=9.5 Hz, 1H), 7.49 (m, 2H), 7.25 (dd, J=2.5, 9.5 Hz, 2H), 4.81 (t, J=4.0 Hz, 2H), 3.20 (t, J=4.0 Hz, 2H), 3.00 (t, J=4.0 Hz, 2H) ppm.

Sources & evidence

ORD record
ord-151b49f48ba5499e92c1a80aeedce4a3
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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