HCID 20281892, compound → HCID 20281893, compound

HRID 462932Notes

Reaction equation

HRID 462932 reaction equation
[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]([CH:26]=[CH:27][CH:28]=2)[O:11][CH2:12][CH:13]([OH:25])[CH2:14][NH:15][C:16]2[N:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:19]3=[N:18][N:17]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>C(O)C>[N:18]1[N:17]=[C:16]([NH:15][CH2:14][CH:13]([OH:25])[CH2:12][O:11][C:10]2[CH:26]=[CH:27][CH:28]=[C:8]([CH2:7][N:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)[CH:9]=2)[N:20]2[CH2:21][CH2:22][CH2:23][CH2:24][C:19]=12

Participants

3

Reactant 1

HCID 20281892HCID 20281892, compound

Product 1

HCID 20281893HCID 20281893, compoundYield 71.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1-[3-(1-piperidinylmethyl)phenoxy]-3-[(1,2,4-triazolo[4,3-a]pyridin-3-yl)amino]-2-propanol (252 mg) in absolute ethanol (25 ml) was hydrogenated over a 5% platinium on carbon catalyst (150 mg). After 8 h, additional catalyst (200 mg) was added and the mixture was hydrogenated for a further 8 h. The mixture was filtered through hyflo and the filtrate was evaporated to give a white solid which was recrystallised from ethyl acetate-methanol to give the title compound (182 mg) as white microcrystals, m.p. 141°-2°.

Workup

  1. waitthe mixture was hydrogenated for a further 8 h
  2. filtrationThe mixture was filtered through hyflo
  3. customthe filtrate was evaporated
  4. customto give a white solid which
  5. customwas recrystallised from ethyl acetate-methanol

Sources & evidence

ORD record
ord-b5017ded0c5d474d8eeee949032525b9
Source dataset
uspto-grants-1985_05
Patent number
US04518598

Reaction notes

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