6-Aminoquinoline → HCID 59612362, compound

HRID 472557Notes

Reaction equation

HRID 472557 reaction equation
Cl[C:2]1[N:18]=[C:5]2[C:6]([C:10]3[C:11]([O:16][CH3:17])=[N:12][CH:13]=[CH:14][CH:15]=3)=[CH:7][CH:8]=[CH:9][N:4]2[N:3]=1.[N:19]1[C:28]2[C:23](=[CH:24][C:25]([NH2:29])=[CH:26][CH:27]=2)[CH:22]=[CH:21][CH:20]=1>>[CH3:17][O:16][C:11]1[C:10]([C:6]2[C:5]3[N:4]([N:3]=[C:2]([NH:29][C:25]4[CH:24]=[C:23]5[C:28](=[CH:27][CH:26]=4)[N:19]=[CH:20][CH:21]=[CH:22]5)[N:18]=3)[CH:9]=[CH:8][CH:7]=2)=[CH:15][CH:14]=[CH:13][N:12]=1

Participants

3

Reactant 2

HCID 113736-AminoquinolineHCID 67481470HCID 67481470, compound

Product 1

HCID 59612362HCID 59612362, compound

Procedure

[8-(2-Methoxy-pyridin-3-yl)-[1,2,4]triazolo[1,5-a]pyridine-2-yl]-quinolin-6-yl-amine was prepared from 2-chloro-8-(2-methoxy-pyridin-3-yl)-[1,2,4]triazolo[1,5-a]pyridine and quinolin-6-ylamine in a manner analogous to Example 2d (0.12 g, 65%). MP=247-249° C. 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 10.18 (s, 1H), 8.88 (d, J=6.58 Hz, 1H), 8.75 (d, 1H), 8.45 (d, 1H), 8.25 (d, 1H), 8.15 (t, 1H), 7.85-7.90 (m, 2H), 7.55 (m, 1H), 7.42 (m, 1H), 7.10 (m, 1H), 3.90 (s, 3H). MS=369 (MH)+.

Sources & evidence

ORD record
ord-924992fdb5264ea8bc6f6ae2a2f44b53
Source dataset
uspto-grants-2014_01
Patent number
US08633173B2

Reaction notes

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