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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56214Generated: October 30, 2026

Triethyl orthoacetate → 3-(4-((2-(adamantan-1-yl)ethyl)amino)-3-fluorophenyl)-2,6-dimethyl-pyrimidin-4(3H)-one

https://huagongshe.com/reaction/56214

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethyl orthoacetateHCID 66221—
Reactant(Z)-N-(4-((2-(adamantan-1-yl)ethyl)amino)-3-fluorophenyl)-3-aminobut-2-enamideHCID 117966106—
Product3-(4-((2-(adamantan-1-yl)ethyl)amino)-3-fluorophenyl)-2,6-dimethyl-pyrimidin-4(3H)-oneHCID 900229623%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of (Z)—N-(4-((2-(adamantan-1-yl)ethyl)amino)-3-fluorophenyl)-3-aminobut-2-enamide (0.31 g, 0.83 mmol) and triethyl orthoacetate (20 mL) was stirred at 150° C. for 12 h. The mixture was cooled to rt and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=4:1) to give the title compound as a red brown solid (10 mg, 3%). The compound was characterized by the following spectroscopic data:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434695B2
Source datasetuspto-grants-2016_09
ORD IDord-3151ad68060645269d3198a65c3b0456
Source noteuspto-grants-2016_09