2-Azetidinone → HCID 67028786, compound

HRID 455056Notes

Reaction equation

HRID 455056 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[CH:5][C:6]2[N:7]([C:9]([CH2:19]Cl)=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=3)[N:11]=2)[CH:8]=1.[NH:21]1[CH2:24][CH2:23][C:22]1=[O:25]>>[Cl:2][C:3]1[CH:4]=[CH:5][C:6]2[N:7]([C:9]([CH2:19][N:21]3[CH2:24][CH2:23][C:22]3=[O:25])=[C:10]([C:12]3[CH:13]=[CH:14][C:15]([Cl:18])=[CH:16][CH:17]=3)[N:11]=2)[CH:8]=1

Participants

3

Reactant 2

HCID 1367212-AzetidinoneHCID 67028658HCID 67028658, compound

Product 1

HCID 67028786HCID 67028786, compound

Procedure

The title compound was prepared according to Method B and the experimentals described for compound 91 from 6-chloro-3-(chloromethyl)-2-(4-chlorophenyl)imidazo[1,2-a]pyridine hydrochloride and azetidin-2-one. m/e+ 346 for C17H14Cl2N3O4 [M+H]+; 1H-NMR (400 MHz, CDCl3) δ 8.44 (s, 1H), 7.65 (d, J=8.4 Hz, 2H), 7.59 (d, J=9.5 Hz, 1H), 7.46 (d, J=8.4 Hz, 2H), 7.25 (m, 1H), 4.79 (s, 2H), 3.18 (t, J=4.0 Hz, 2H), 3.00 (t, J=4.0 Hz, 2H) ppm; 13C-NMR (100 MHz, CDCl3, δ) 168.269, 145.293, 143.807, 134.791, 132.129, 129.877, 129.324, 127.269, 122.325, 121.771, 118.185, 115.333, 39.400, 37.512, 35.449 ppm.

Sources & evidence

ORD record
ord-ec9e74a934c14d5a893c1031e242f378
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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