Dichloromethane → N-(1-(6-Methylpyrimidin-4-yl)piperidin-4-yl)-8-morpholino-[1,2,4]triazolo[1,5-a]pyridin-2-amine

HRID 451480Notes

Reaction equation

HRID 451480 reaction equation
[N:1]1([C:7]2[C:8]3[N:9]([N:13]=[C:14]([NH2:16])[N:15]=3)[CH:10]=[CH:11][CH:12]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[CH3:17][C:18]1[N:23]=[CH:22][N:21]=[C:20]([N:24]2[CH2:29][CH2:28][C:27](=O)[CH2:26][CH2:25]2)[CH:19]=1.C(Cl)Cl>C(Cl)Cl.CO>[CH3:17][C:18]1[N:23]=[CH:22][N:21]=[C:20]([N:24]2[CH2:29][CH2:28][CH:27]([NH:16][C:14]3[N:15]=[C:8]4[C:7]([N:1]5[CH2:2][CH2:3][O:4][CH2:5][CH2:6]5)=[CH:12][CH:11]=[CH:10][N:9]4[N:13]=3)[CH2:26][CH2:25]2)[CH:19]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 61226887HCID 61226887, compoundHCID 673352998-Morpholin-4-yl-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine

Product 1

HCID 67343856N-(1-(6-Methylpyrimidin-4-yl)piperidin-4-yl)-8-morpholino-[1,2,4]triazolo[1,5-a]pyridin-2-amine

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

Prepared in analogy to example 1h, starting from 8-morpholin-4-yl-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine and 1-(6-methylpyrimidin-4-yl)piperidin-4-one (see example 93b). The title compound was obtained as a white solid (yield: 34%) after column chromatography on silica gel using a gradient from methylene chloride to methylene chloride/methanol 19:1 (v/v) as eluent.

Workup

  1. customPrepared in analogy to example 1h

Sources & evidence

ORD record
ord-6292d860a11b411885a8220b4c447937
Source dataset
uspto-grants-2013_07
Patent number
US08486967B2

Reaction notes

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