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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2381332Generated: November 1, 2026

2-Fluorophenol → HCID 57919288, compound

https://huagongshe.com/reaction/2381332

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-FluorophenolHCID 9707—
Reactant4,5-Dichloro-2-(tetrahydro-pyran-2-yl)-2H-pyridazin-3-oneHCID 10729262—
ReactantMethyl 2-bromo-3-cyclopentylpropanoateHCID 57919172—
ProductHCID 57919288HCID 5791928870%

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-fluoro-phenol and alkylating with 2-bromo-3-cyclopentyl-propionic acid methyl ester (Intermediate 10) afforded 3-cyclopentyl-2-[4-(2-fluoro-phenoxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid (10.2 g, 70%); ESI-MS 347 [M+H+]; HPLC: >98% (purity). 1H-NMR (300 MHz, CDCl3) δ 7.91 (s, 1H), 7.18-7.33 (m, 4H), 5.98 (s, 1H), 5.51-5.56 (m, 1H), 2.30-2.40 (m, 1H), 2.07-2.16 (m, 1H), 1.50-1.80 (m, 7H), 1.11-1.21 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08258134B2
Source datasetuspto-grants-2012_09
ORD IDord-d7b383ded6b54429a22688e46d121199
Source noteuspto-grants-2012_09