Phenol → 7-Phenoxy-2-pyridin-2-yl-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine

HRID 277091Notes

Reaction equation

HRID 277091 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][N:13]=3)[N:11]=[C:4]2[CH:3]=1.[C:18]1([OH:24])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CN1CCCC1=O>[O:24]([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][N:13]=3)[N:11]=[C:4]2[CH:3]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 996PhenolHCID 226297067-Bromo-2-pyridin-2-yl-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine

Product 1

HCID 183135897-Phenoxy-2-pyridin-2-yl-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

A mixture of 1 eq. 7-bromo-2-pyridin-2-yl-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine, 5 eq. phenol and a catalytic amount of CS2CO3 in 200 μl N-methyl-pyrrolidon was heated for 2 h to 160°. The mixture was, after filtration, purified with reversed phase column chromatography eluting with an acetonitrile/water gradient yielding the title compound, MS m/e (%): 303 M+H+ (100%).

Workup

  1. additionA mixture of 1 eq
  2. filtrationafter filtration
  3. custompurified with reversed phase column chromatography
  4. washeluting with an acetonitrile/water

Sources & evidence

ORD record
ord-1bd8d286fd1c48fe8a96c8f415c013d3
Source dataset
uspto-grants-2002_03
Patent number
US06355653B1

Reaction notes

Loading…