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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120669Generated: October 25, 2026

Propionic Acid → (+)9-[6-(4-Methoxy-benzylamino)-pyridin-2-yl]-3-pyrimidin-5-yl-non-4-enoic acid ethyl ester

https://huagongshe.com/reaction/2120669

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropionic AcidHCID 1032—
ReactantTriethyl orthoacetateHCID 66221—
Reactant7-[6-(4-Methoxy-benzylamino)-pyridin-2-yl]-1-pyrimidin-4-yl-hept-1-en-3-olHCID 69667103—
ReactantHydrochloric acid brineHCID 131718760—
Product(+)9-[6-(4-Methoxy-benzylamino)-pyridin-2-yl]-3-pyrimidin-5-yl-non-4-enoic acid ethyl esterHCID 69666458—

Reaction Steps

A solution of the allylic alcohol 6-9 (1.6 g, 3.37 mmol) in (EtO)3CMe (10 mL) was treated with 100 uL of a 1 mL solution of (EtO)3CMe containing 10 uL of propionic acid. The yellow solution was heated at 150° for 90 minutes. The solution was cooled to room temperature and poured into 1N HCl/brine. The mixture was extracted with CHCl3, dried, concentrated, and purified on silica gel (5%MeOH/CHCl3) to give 2.01 g of 6-10.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06693101B2
Source datasetuspto-grants-2004_02
ORD IDord-c0ec9f9fb856437b8b4b8f8e697695d4
Source noteuspto-grants-2004_02