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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2352127Generated: November 1, 2026

Water → HCID 11744819, compound

https://huagongshe.com/reaction/2352127

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIsobutyraldehydeHCID 6561—
Reactant5-BromopyrimidineHCID 78344—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 11744819HCID 11744819—

Reaction Steps

To a solution of n-butyl lithium (20 ml of 2.6 M, 52 mmol) in dry tetrahydrofuran (60 ml) at -78° C., was added a cold solution of 5-bromopyrimidine (6.36 g, 40 mmol) in dry tetrahydrofuran (30 ml) over a period of 5 minutes. After 10 minutes a cold solution of iso-butyraldehyde (2.88 g, 40 mmol) in dry tetrahydrofuran (30 ml) was added dropwise. The mixture was allowed to warm to room temperature and stirred for 16 hours. The reaction mixture was poured into water and extracted with ether (2×100 ml). The organic layer was collected, washed with brine and dried over magnesium sulphate before removing the solvent. Flash chromatography (silica gel, petrol/ether elution) gave the product as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04875922
Source datasetuspto-grants-1989_10
ORD IDord-3596b19308224c6c8da2a833bab66d26
Source noteuspto-grants-1989_10