2-Methylpropanimidamide hydrochloride → 6-chloro-3-((5-isopropyl-4H-1,2,4-triazol-3-yl)methyl)-2-phenylimidazo[1,2-a]pyridine

HRID 455145Notes

Reaction equation

HRID 455145 reaction equation
ClC1C=[CH:6][C:5]([C:8]2[N:9]=C3C=CC=CN3C=2CC2NC(C3C=CC=CN=3)=NN=2)=[CH:4]C=1.[Cl:29][C:30]1[CH:31]=[CH:32][C:33]2[N:34]([C:36]([CH2:45][C:46]([NH:48][NH2:49])=O)=[C:37]([C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)[N:38]=2)[CH:35]=1.Cl.C(=N)(N)C(C)C>>[Cl:29][C:30]1[CH:31]=[CH:32][C:33]2[N:34]([C:36]([CH2:45][C:46]3[NH:9][C:8]([CH:5]([CH3:6])[CH3:4])=[N:49][N:48]=3)=[C:37]([C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)[N:38]=2)[CH:35]=1

Participants

4

Reactant 3

HCID 27820532-Methylpropanimidamide hydrochlorideHCID 670288652-(6-Chloro-2-phenylimidazo[1,2-a]pyridin-3-yl)acetohydrazideHCID 178477970HCID 178477970, compound

Product 1

HCID 1784403356-chloro-3-((5-isopropyl-4H-1,2,4-triazol-3-yl)methyl)-2-phenylimidazo[1,2-a]pyridine

Procedure

The title compound was prepared according to the experimental described for compound 230 from 2-(6-chloro-2-phenylimidazo[1,2-a]pyridin-3-yl)acetohydrazide and isobutyrimidamide hydrochloride. M/e+ 352 for C19H19ClN5 (M+H)+; 1H-NMR (400 MHz, CDCl3) δ 8.23 (s, 1H), 7.72 (d, J=8.4 Hz, 2H), 7.29 (m, 5H), 7.00 (dd, J=9.5, 1.8 Hz, 1H), 4.40 (s, 2H), 3.03 (m, 1H), 1.29 (s, 3H), 1.28 (s, 3H) ppm.

Sources & evidence

ORD record
ord-9b058801b53946cd80d92dc7fb525a30
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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