3-((1H-imidazol-1-yl)methyl)-6-methyl-2-p-tolylimidazo[1,2-a]pyridine → HCID 67306311, compound

HRID 455021Notes

Reaction equation

HRID 455021 reaction equation
N1(CC2N3C=C(C)C=CC3=NC=2C2C=CC(C)=CC=2)C=CN=C1.Cl.[Cl:25][C:26]1[CH:27]=[CH:28][C:29]2[N:30]([C:32]([CH2:42]Cl)=[C:33]([C:35]3[CH:40]=[CH:39][C:38]([Cl:41])=[CH:37][CH:36]=3)[N:34]=2)[CH:31]=1.[NH:44]1[C:48]([C:49]([O:51][CH:52]([CH3:54])[CH3:53])=[O:50])=[N:47][CH:46]=[N:45]1>>[CH:52]([O:51][C:49]([C:48]1[N:44]([CH2:42][C:32]2[N:30]3[CH:31]=[C:26]([Cl:25])[CH:27]=[CH:28][C:29]3=[N:34][C:33]=2[C:35]2[CH:36]=[CH:37][C:38]([Cl:41])=[CH:39][CH:40]=2)[N:45]=[CH:46][N:47]=1)=[O:50])([CH3:54])[CH3:53]

Participants

4

Reactant 3

HCID 583370713-((1H-imidazol-1-yl)methyl)-6-methyl-2-p-tolylimidazo[1,2-a]pyridineHCID 67028658HCID 67028658, compoundHCID 67028733HCID 67028733, compound

Product 1

HCID 67306311HCID 67306311, compound

Procedure

The title compound was prepared according to Method A and the experimentals described for compound 1 from 6-chloro-3-(chloromethyl)-2-(4-chlorophenyl)imidazo[1,2-a]pyridine hydrochloride and isopropyl 1H-1,2,4-triazole-5-carboxylate. m/e+ 430 for C20H18Cl2N5O2 [M+H]+; 1H-NMR (300 MHz, CDCl3) δ 8.41 (dd, J=0.9, 1.8 Hz, 1H), 8.01 (s, 1H), 7.82 (dd, J=2.1, 6.6 Hz, 2H), 7.64 (dd, J=0.9, 9.3 Hz, 1H), 7.46 (dd, J=2.1, 6.6 Hz, 2H), 7.28 (dd, J=1.8, 9.3 Hz, 1H), 6.21 (s, 2H), 5.38 (m, 1H), 1.50 (d, J=6.0 Hz, 6H) ppm; 13C-NMR (75 MHz, CDCl3, δ) 158.353, 151.649, 146.894, 144.844, 144.190, 135.015, 132.017, 130.301, 129.199, 127.410, 122.448, 121.573, 118.355, 114.495, 71.973, 44.202, 21.946 ppm.

Sources & evidence

ORD record
ord-bce194885c5443b6b866cbfe1167f931
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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