1-(2,6-Dimethoxy-pyridin-3-yl)-3-phenyl-prop-2-yn-1-ol → 7-(1-Hydroxy-3-phenyl-prop-2-ynyl)-8-methoxy-2-(2-trimethylsilanyl-ethoxymethyl)-2H-[1,2,4]triazolo[4,3-a]pyridin-3-one

HRID 1037312Notes

Reaction equation

HRID 1037312 reaction equation
[CH3:1][O:2][C:3]1[C:8]([CH:9]([OH:18])[C:10]#[C:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:7][CH:6]=C(OC)N=1.COC1[C:24]2[N:25]([C:31](=[O:42])[N:32]([CH2:34][O:35][CH2:36][CH2:37][Si:38]([CH3:41])([CH3:40])[CH3:39])[N:33]=2)C=CC=1C=O>>[OH:18][CH:9]([C:8]1[CH:7]=[CH:6][N:25]2[C:31](=[O:42])[N:32]([CH2:34][O:35][CH2:36][CH2:37][Si:38]([CH3:40])([CH3:39])[CH3:41])[N:33]=[C:24]2[C:3]=1[O:2][CH3:1])[C:10]#[C:11][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 670678161-(2,6-Dimethoxy-pyridin-3-yl)-3-phenyl-prop-2-yn-1-olHCID 866710388-Methoxy-3-oxo-2-(2-trimethylsilanyl-ethoxymethyl)-2,3-dihydro-[1,2,4]triazolo[4,3-a]pyridine-7-carbaldehyde

Product 1

HCID 670677927-(1-Hydroxy-3-phenyl-prop-2-ynyl)-8-methoxy-2-(2-trimethylsilanyl-ethoxymethyl)-2H-[1,2,4]triazolo[4,3-a]pyridin-3-oneYield 100%

Procedure

Following the procedure used to prepare 1-(2,6-dimethoxy-pyridin-3-yl)-3-phenyl-prop-2-yn-1-ol, 8-methoxy-3-oxo-2-(2-trimethylsilanyl-ethoxymethyl)-2,3-dihydro-[1,2,4]triazolo[4,3-a]pyridine-7-carbaldehyde was reacted to give the title compound (1.05 g, 100%) as a pale yellow gum. LCMS (Method A): RT=4.75 min, [M+H]+=426.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-28b0c80979b9450b82e48f25e121a987
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

Loading…