Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2381333Generated: November 1, 2026

2,3-Difluorophenol → HCID 57919142, compound

https://huagongshe.com/reaction/2381333

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-DifluorophenolHCID 80879—
Reactant4,5-Dichloro-2-(tetrahydro-pyran-2-yl)-2H-pyridazin-3-oneHCID 10729262—
ReactantMethyl 2-bromo-3-cyclopentylpropanoateHCID 57919172—
ProductHCID 57919142HCID 5791914263%

Reaction Steps

In an analogous manner to the stepwise sequence outlined in intermediate 19, starting from 4,5-dichloro-2-(tetrahydropyran-2-yl)-2H-pyridazin-3-one (Intermediate 20) and 2,3-difluoro-phenol and alkylating with 2-bromo-3-cyclopentyl-propionic acid methyl ester (Intermediate 10) afforded 3-cyclopentyl-2-[4-(2,3-difluoro-phenoxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid (14.91 g, 63%) as a white solid; ESI-MS 364 [M+H+]; HPLC: >95% (purity). 1H-NMR (300 MHz, CDCl3) δ 7.89-7.90 (d, 1H), 7.12-7.19 (m, 2H), 6.99-7.03 (m, 1H), 6.01 (s, 1H), 5.51-5.56 (m, 1H), 2.29-2.39 (m, 1H), 2.07-2.16 (m, 1H), 1.50-1.81 (m, 7H), 1.10-1.25 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08258134B2
Source datasetuspto-grants-2012_09
ORD IDord-458a19069bc4407488059ed379933872
Source noteuspto-grants-2012_09