Reaction #502144

ord-3c7e7b0e2cf54d5c8f026a89132cbed0

Reaction equation

CCOc1ccccc1Cc1nc(SC)c(C#N)c(=O)[nH]1
2-(2-ethoxybenzyl)-4-(methylsulphanyl)-6-oxo-1,6-dihydro-5-pyrimidinecarbonitrile
OCCC1CCNCC1
2-(4-piperidinyl)ethan-1-ol
CCOc1ccccc1Cc1nc(N2CCC(CCO)CC2)c(C#N)c(=O)[nH]1
title compound
CCOc1ccccc1Cc1nc(N2CCC(CCO)CC2)c(C#N)c(=O)[nH]1
2-(2-Ethoxybenzyl)-4-[4-(2-hydroxyethyl)-1-piperidinyl]-6-oxo-1,6-dihydro-5-pyrimidinecarbonitrile

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherthe crude product is purified by preparative HPLC

Procedure

0.1 g (0.37 mmol) of 2-(2-ethoxybenzyl)-4-(methylsulphanyl)-6-oxo-1,6-dihydro-5-pyrimidinecarbonitrile is heated with 0.13 g (0.99 mmol) of 2-(4-piperidinyl)ethan-1-ol in 3 ml of acetonitrile at 90° C. under argon for five days. After cooling to room temperature, the crude product is purified by preparative HPLC. 45 mg (43% of theory) of the title compound are obtained as a colourless solid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08088769B2uspto-grants-2012_01