7-(6-Chloro-pyridin-3-yl)-2-pyridin-2-yl-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine → 7-(6-Isopropylamino-pyridin-3-yl)-2-pyridin-2-yl-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine

HRID 277117Notes

Reaction equation

HRID 277117 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([NH2:14])[N:11]3[N:15]=[C:16]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=4)[N:17]=[C:10]3[CH:9]=2)=[CH:4][CH:3]=1>C(N)(C)C>[CH:18]([NH:19][C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([NH2:14])[N:11]3[N:15]=[C:16]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=4)[N:17]=[C:10]3[CH:9]=2)=[CH:4][CH:3]=1)([CH3:23])[CH3:16]

Participants

3

Reactant 1

HCID 183136187-(6-Chloro-pyridin-3-yl)-2-pyridin-2-yl-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine

Product 1

HCID 183136477-(6-Isopropylamino-pyridin-3-yl)-2-pyridin-2-yl-[1,2,4]triazolo[1,5-a]pyridin-5-ylamineYield 82.7%

Reagents, catalysts & solvents 1

HCID 6363IsopropylamineSolvent

Procedure

A solution of 0.16 g (0.00035 mol) 7-(6-chloro-pyridin-3-yl)-2-pyridin-2-yl-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine in 80 ml isopropylamine were stirred at 150° C. for 150 hours in an autoclav. Removal of the amine and chromatography on silicagel with dichloro-methane/methanol 9/1 gave 0.05 g (29%) 7-(6-isopropylamino-pyridin-3-yl)-2-pyridin-2-yl-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine as beige solid, MS m/e (%): 346 (M+H+,100).

Workup

  1. customRemoval of the amine and chromatography on silicagel with dichloro-methane/methanol 9/1

Sources & evidence

ORD record
ord-3eb35b368d4e4a34b740d396d6f94c65
Source dataset
uspto-grants-2002_03
Patent number
US06355653B1

Reaction notes

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