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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1016132Generated: November 2, 2026

Tetrahydrofuran → N-[(1R)-1-[[(4S)-4-(4-Chlorophenyl)-4-hydroxy-3,3-dimethyl-1-piperidinyl]carbonyl]-2-methylpropyl]-N′-methylurea

https://huagongshe.com/reaction/1016132

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantMethyl IsocyanateHCID 12228—
ReactantHCID 67299922HCID 67299922—
SolventTriethylamineHCID 8471—
ProductN-[(1R)-1-[[(4S)-4-(4-Chlorophenyl)-4-hydroxy-3,3-dimethyl-1-piperidinyl]carbonyl]-2-methylpropyl]-N′-methylureaHCID 57888697—

Reaction Steps

A reaction tube was charged with methyl isocyanate (3 μL), (R)-2-amino-1-((S)-4-(4-chlorophenyl)-4-hydroxy-3,3-dimethylpiperidin-1-yl)-3-methylbutan-1-one hydrochloride (20 mg) and THF (2 mL). Triethylamine (7.4 μL) was added and the reaction mixture was shaken overnight at rt. After this time, the resulting solution concentrated and purified by preparative silica gel chromatography (100% EtOAc to 20% MeOH/CH2Cl2) to provide Example 510. MS found: (M+H)+=396.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07985861B2
Source datasetuspto-grants-2011_07
ORD IDord-b7e643d71a484422ba0b5e98c99f2e0a
Source noteuspto-grants-2011_07