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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2381334Generated: November 2, 2026

2,4-Difluorophenol → HCID 57919176, compound

https://huagongshe.com/reaction/2381334

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-DifluorophenolHCID 123051—
Reactant4,5-Dichloro-2-(tetrahydro-pyran-2-yl)-2H-pyridazin-3-oneHCID 10729262—
ReactantMethyl 2-bromo-3-cyclopentylpropanoateHCID 57919172—
ProductHCID 57919176HCID 5791917653%

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 2,4-difluoro-phenol and alkylating with 2-bromo-3-cyclopentyl-propionic acid methyl ester (Intermediate 10) afforded 3-cyclopentyl-2-[4-(2,4-difluoro-phenoxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid (10 g, 53%) as a white solid; ESI-MS 364 [M+H+]; HPLC: >98% (purity). 1H-NMR (300 MHz, CDCl3) δ 7.89-7.90 (d, 1H), 7.15-7.21 (m, 1H), 6.94-7.05 (m, 2H), 5.94 (s, 1H), 5.50-5.55 (m, 1H), 2.30-2.40 (m, 1H), 2.09-2.16 (m, 1H), 1.50-1.79 (m, 7H), 1.14-1.21 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08258134B2
Source datasetuspto-grants-2012_09
ORD IDord-5f96c86991d74eb0805ee081a4fa62cb
Source noteuspto-grants-2012_09