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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2381345Generated: November 1, 2026

Isoquinolin-5-ol → HCID 57919137, compound

https://huagongshe.com/reaction/2381345

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsoquinolin-5-olHCID 30386—
Reactant4,5-Dichloro-2-(tetrahydro-pyran-2-yl)-2H-pyridazin-3-oneHCID 10729262—
ReactantMethyl 2-bromo-3-cyclopentylpropanoateHCID 57919172—
ProductHCID 57919137HCID 5791913773%

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 isoquinolin-5-ol and alkylating with 2-bromo-3-cyclopentyl-propionic acid methyl ester (Intermediate 10) afforded 3-cyclopentyl-2-[4-(isoquinolin-5-yloxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid (10.1 g, 73%) as a brown solid; ESI-MS 380 [M+H+]; HPLC: >96% (purity). 1H-NMR (300 MHz, DMSO-d6): δ 1.11 (m, 2H), 1.52 (m, 7H), 2.01 (m, 1H), 2.22 (m, 1H), 5.32 (m, 1H), 5.89 (s, 1H), 7.77 (m, 3H), 8.14 (m, 1H), 8.27 (m, 1H), 8.59 (m, 1H), 9.46 (s, 1H), 13.00 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08258134B2
Source datasetuspto-grants-2012_09
ORD IDord-80c6aae85cb24dbeb31a36e172cbfc34
Source noteuspto-grants-2012_09