Reaction #2298632

ord-b4a943759f394824b8ff1e1b565bee26

Reaction equation

CCc1nc(C)c(CC)c(=O)[nH]1
2,5-diethyl-4-methyl-1,6-dihydro-6-pyrimidone
O=Cc1ccc(OCCBr)cc1
4-[2-bromoethoxy]benzaldehyde
[H-].[Na+]
NaH
CCc1c(C)nc(CC)n(CCOc2ccc(C=O)cc2)c1=O
title compound
Yield 28.0%
CCc1c(C)nc(CC)n(CCOc2ccc(C=O)cc2)c1=O
4-[2-[2,5-Diethyl-4-methyl-6-oxo-1,6-dihydro-1-pyrimidinyl]ethoxy]benzaldehyde
Yield 28.0%

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherthat described in preparation 1

Procedure

The title compound (1.42 g, 28%) was prepared from 2,5-diethyl-4-methyl-1,6-dihydro-6-pyrimidone (2.70 g, 16.26 mmol) and 4-[2-bromoethoxy]benzaldehyde (4.09 g, 17.86 mmol) in the presence of 95% NaH (508 mg, 20 mmol) as base by a similar procedure to that described in preparation 1.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE039266E1uspto-grants-2006_09