Morpholine → 7-Morpholin-4-yl-2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine

HRID 277084Notes

Reaction equation

HRID 277084 reaction equation
Br[C:2]1[CH:7]=[C:6]([NH2:8])[N:5]2[N:9]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[N:11]=[C:4]2[CH:3]=1.[NH:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1>CN(C=O)C>[N:18]1([C:2]2[CH:7]=[C:6]([NH2:8])[N:5]3[N:9]=[C:10]([C:12]4[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=4)[N:11]=[C:4]3[CH:3]=2)[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 226296737-Bromo-2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine

Product 1

HCID 183136277-Morpholin-4-yl-2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-5-ylamineYield 49.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 40 mg (0.138 mmol) 7-bromo-2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine, 241 μl (2.8 mmol) morpholin and 225 mg (0.69 mmol) CS2CO3 in 200 μl DMF was heated 20 h to 140° C. filtration and subsequent purification with reversed phase column chromatography with an acetonitrile/water gradient yielded 20 mg (49%) of the title compound, MS m/e M+H+ (100%).

Workup

  1. temperaturewas heated
  2. filtration20 h to 140° C. filtration and subsequent purification with reversed phase column chromatography with an acetonitrile/water gradient

Sources & evidence

ORD record
ord-53b5c452a47148e098a25edccc448b90
Source dataset
uspto-grants-2002_03
Patent number
US06355653B1

Reaction notes

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