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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2375178Generated: October 30, 2026

Diisobutylaluminumhydride → 4-Chloro-2-(4-hydroxybutyl)-6-morpholinopyrimidine

https://huagongshe.com/reaction/2375178

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisobutylaluminumhydrideHCID 21225700—
Reactant4-Chloro-2-(4-ethoxy-4-oxo-butyl)-6-morpholinopyrimidineHCID 22046909—
SolventTetrahydrofuranHCID 8028—
Product4-Chloro-2-(4-hydroxybutyl)-6-morpholinopyrimidineHCID 2204692979.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 4-chloro-2-(4-ethoxy-4-oxo-butyl)-6-morpholinopyrimidine (1.108 g, 3.54 mmol) in 50 mL THF at −78° C., a diisobutylaluminum hydride (DIBAL) solution (4.72 mL 1.5 M in Toluene, 7.08 mmol) was slowly added. After addition, the obtained reaction mixture was warmed up slowly to 0° C. and kept at 0° C. for 10 min. After routine workup, flash chromatography was performed to obtain 4-chloro-2-(4-hydroxybutyl)-6-morpholinopyrimidine (0.76 g, 2.80 mmol, 79%) as light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465725B2
Source datasetuspto-grants-2008_12
ORD IDord-96b27f5a869e4707b4d251c1d3aa7726
Source noteuspto-grants-2008_12