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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 617165Generated: October 30, 2026

Sodium borohydride → 3-{1-[6-Ethoxy-7-(2-hydroxyethyl)oxy-2-morpholino-4-quinazolinyl]-4-piperidinyl}-1,2,3,4-tetrahydro-1,6-dimethyl-2,4-dioxoquinazoline

https://huagongshe.com/reaction/617165

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 21851274HCID 21851274—
SolventEthanolHCID 702—
Product3-{1-[6-Ethoxy-7-(2-hydroxyethyl)oxy-2-morpholino-4-quinazolinyl]-4-piperidinyl}-1,2,3,4-tetrahydro-1,6-dimethyl-2,4-dioxoquinazolineHCID 2185123266%

Reaction Steps

In 20 ml of ethanol was dissolved 2.10 g (3.32 mmol) of Compound 54 obtained in Example 54, excess sodium borohydride was added, and the mixture was stirred under heating at reflux for 1 hour. After cooling, the solvent was removed, water was added and the mixture was subjected to extraction with ethyl acetate. The organic layer was washed with sodium chloride solution, dried and concentrated to give residue. The residue was purified by silica gel column chromatography(eluent: chloroform/methanol=100/1) and recrystallized from ethanol to give 1.29 g (yield: 66%) of Compound 55 as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05948784
Source datasetuspto-grants-1999_09
ORD IDord-3c8090a8b30f414f90631b8ff8e7bc4d
Source noteuspto-grants-1999_09