Morpholine → 7-(6-Morpholin-4-yl-pyridin-3-yl)-2-pyridin-2-yl-[1,2,4]triazolo[1,5-a]pyridin

HRID 277116Notes

Reaction equation

HRID 277116 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12](N)[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.[NH:24]1[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1>>[N:24]1([C:2]2[N:7]=[CH:6][C:5]([C:8]3[CH:13]=[CH:12][N:11]4[N:15]=[C:16]([C:18]5[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=5)[N:17]=[C:10]4[CH:9]=3)=[CH:4][CH:3]=2)[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 183136187-(6-Chloro-pyridin-3-yl)-2-pyridin-2-yl-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine

Product 1

HCID 183136407-(6-Morpholin-4-yl-pyridin-3-yl)-2-pyridin-2-yl-[1,2,4]triazolo[1,5-a]pyridinYield 62%

Procedure

A solution of 0.10 g (0.0003 mol) 7-(6-chloro-pyridin-3-yl)-2-pyridin-2-yl-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine in 15 ml morpholine were stirred at 130° C. for 4 hours. Removal of the amine and chromatography on silicagel with dichloromethane/methanol 9/1 gave 0.07 g (62%) 7-(6-morpholin-4-yl-pyridin-3-yl)-2-pyridin-2-yl-[1,2,4]triazolo[1,5-a]pyridin beige solid, MS m/e (%):374 (M+H+,100).

Workup

  1. customRemoval of the amine and chromatography on silicagel with dichloromethane/methanol 9/1

Sources & evidence

ORD record
ord-194b8706f9c3494cbe0459387a247bfd
Source dataset
uspto-grants-2002_03
Patent number
US06355653B1

Reaction notes

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