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Sodium hydride → HCID 15490948, compound

HRID 1953083
Notes
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Reaction equation

HRID 1953083 reaction equation
[CH2:1]([C:8]1[NH:9][C:10](=[O:15])[CH:11]=[C:12]([CH3:14])[N:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:17][CH2:18][O:19][C:20]1[CH:27]=[CH:26][C:23]([CH:24]=[O:25])=[CH:22][CH:21]=1.[H-].[Na+]>>[CH2:1]([C:8]1[N:9]([CH2:17][CH2:18][O:19][C:20]2[CH:27]=[CH:26][C:23]([CH:24]=[O:25])=[CH:22][CH:21]=2)[C:10](=[O:15])[CH:11]=[C:12]([CH3:14])[N:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 2627064-(2-Bromoethoxy)BenzaldehydeHCID 1354479702-Benzyl-6-methyl-4(3H)-pyrimidinone

Product 1

HCID 15490948HCID 15490948, compoundYield 20.6%

Procedure

The title compound (2.0 g, 20.6%) was prepared from 2-benzyl-4-methyl-1,6-dihydro-6-pyrimidone (5.6 g, 28.0 mmol), 4-[2-bromoethoxy]benzaldehyde (17.05 g, 30.1 mmol) in the presence of 95% NaH (873 mg, 35.0 mmol) as base by a similar procedure to that described in preparation 1.

Workup

  1. custom
that described in preparation 1

Sources & evidence

ORD record
ord-29fecc9c993f49e3935676ec1543ba03
Source dataset
uspto-grants-2000_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06114526

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes