3-Hydroxypyridine → HCID 67027547, compound

HRID 455098Notes

Reaction equation

HRID 455098 reaction equation
Cl.Cl[CH2:3][C:4]1[N:8]2[CH:9]=[C:10]([CH3:13])[CH:11]=[CH:12][C:7]2=[N:6][C:5]=1[C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=1.N1(O)C2C=CC=CC=2N=N1.[N:31]1[CH:36]=[CH:35][CH:34]=[C:33]([OH:37])[CH:32]=1>>[CH3:13][C:10]1[CH:11]=[CH:12][C:7]2[N:8]([C:4]([CH2:3][O:37][C:33]3[CH:32]=[N:31][CH:36]=[CH:35][CH:34]=3)=[C:5]([C:14]3[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=3)[N:6]=2)[CH:9]=1

Participants

4

Reactant 3

HCID 79713-HydroxypyridineHCID 757711-HydroxybenzotriazoleHCID 670287243-(Chloromethyl)-6-methyl-2-p-tolylimidazo[1,2-a]pyridine hydrochloride

Product 1

HCID 67027547HCID 67027547, compound

Procedure

The title compound was prepared according to Method A and the experimentals described for compound 139 from 3-(chloromethyl)-6-methyl-2-p-tolylimidazo[1,2-a]pyridine hydrochloride and 1H-benzo[d][1,2,3]triazol-1-ol. and pyridin-3-ol. m/e+ 350 for C21H20N3O [M+H]+; 1H-NMR (400 MHz, CDCl3) δ 8.38 (d, J=1.8 Hz, 1H), 8.27 (dd, J=1.8, 4.4 Hz, 1H), 8.21 (d, J=2.5 Hz, 1H), 8.02 (d, J=4.4 Hz, 1H), 7.91 (s, 1H), 7.59 (dd, J=1.4, 8.0 Hz, 2H), 7.23 (d, J=1.4, 8.0 Hz, 2H), 7.15 (m, 2H), 5.42 (s, 2H), 2.36 (s, 3H), 2.35 (s, 3H) ppm.

Sources & evidence

ORD record
ord-f4237a37f0ac4475afcef70e3e3f955f
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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