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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74908Generated: October 29, 2026

Isopropanol → 1-((2-Chloro-5-fluoropyrimidin-4-ylamino)methyl)cyclohexanol

https://huagongshe.com/reaction/74908

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
ReactantDiisopropylethylamineHCID 81531—
Reactant2,4-Dichloro-5-fluoropyrimidineHCID 250705—
Reactant2-(Aminomethyl)cyclohexanol hydrochlorideHCID 22933444—
Product1-((2-Chloro-5-fluoropyrimidin-4-ylamino)methyl)cyclohexanolHCID 79075802—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-(aminomethyl)cyclohexanol hydrochloride (0.09 g, 0.54 mmol) and 2,4-dichloro-5-fluoro-pyrimidine (0.10 g, 0.60 mmol) in isopropanol (2 mL) was added iPr2NEt (0.21 mL, 1.20 mmol). The reaction mixture was heated at 80° C. for 12 hours. The reaction mixture was concentrated under reduced pressure and the resulting residue was purified by silica gel chromatography (25%-75% EtOAc/hexanes) to afford desired product, 14a.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829007B2
Source datasetuspto-grants-2014_09
ORD IDord-b8b9de24efb5418aaaa7647138f7691f
Source noteuspto-grants-2014_09