Potassium Carbonate → 4-[2-[2-Butyl-4-methyl-6-oxo-1,6-dihydro-1-pyrimidinyl]ethoxy]benzaldehyde

HRID 382273Notes

Reaction equation

[CH2:1]([C:5]1[NH:6][C:7](=[O:12])[CH:8]=[C:9]([CH3:11])[N:10]=1)[CH2:2][CH2:3][CH3:4].Br[CH2:14][CH2:15][O:16][C:17]1[CH:24]=[CH:23][C:20]([CH:21]=[O:22])=[CH:19][CH:18]=1.C([O-])([O-])=O.[K+].[K+]>>[CH2:1]([C:5]1[N:6]([CH2:14][CH2:15][O:16][C:17]2[CH:24]=[CH:23][C:20]([CH:21]=[O:22])=[CH:19][CH:18]=2)[C:7](=[O:12])[CH:8]=[C:9]([CH3:11])[N:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

Reactant 3

HCID 11430Potassium Carbonate

HCID 2627064-(2-Bromoethoxy)Benzaldehyde

HCID 1354243772-Butyl-6-methyl-4-pyrimidinol

Product 1

HCID 219601734-[2-[2-Butyl-4-methyl-6-oxo-1,6-dihydro-1-pyrimidinyl]ethoxy]benzaldehydeYield 25.3%

Procedure

The title compound (1.1 g, 25%) was prepared from 2-butyl-4-methyl-1,6-dihydro-6-pyrimidone (2.3 g, 13.85 mmol), 4-[2-bromoethoxy]benzaldehyde (3.17 g, 13.85 mmol) in the presence of K2CO3 (3.82 g, 27.7 mmol) as base by a similar procedure that described in preparation 1.

Workup

customdescribed in preparation 1

Sources & evidence

ORD record: ord-f63d5a54934c40c9893d95509fac8d94
Source dataset: uspto-grants-2001_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06310069B1

Reaction notes

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