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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693565Generated: October 31, 2026

3-Chloropyridazine → 5-(4-Chloro-phenyl)-1-phenyl-6-(4-pyridazin-3-yl-phenyl)-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one

https://huagongshe.com/reaction/1693565

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-ChloropyridazineHCID 11274989—
Reactant5-(4-Chloro-phenyl)-1-phenyl-6-[4-(4,4,5,5-tetramethyl [1,3,2]dioxaborolan-2-yl)-phenyl]-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-oneHCID 57897972—
Product5-(4-Chloro-phenyl)-1-phenyl-6-(4-pyridazin-3-yl-phenyl)-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-oneHCID 57898009—

Reaction Steps

5-(4-Chloro-phenyl)-1-phenyl-6-(4-pyridazin-3-yl-phenyl)-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one is prepared from 3-chloropyridazine and 5-(4-chloro-phenyl)-1-phenyl-6-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one by using the same method described in example 338. The crude product is purified by flash column chromatography (silica gel, 0˜70% EtOAc/hexane). 1H NMR (CDCl3) δ (ppm) 9.19 (b, 1H), 8.34(s, 1H), 8.15(d, 2H), 8.02(d, 2H), 7.84(d, 1H), 7.51(m, 5H), 7.33 (m, 3H), 7.15(d, 2H). HPLC-MS calculated C27H17ClN6O (M+1+): 477.1. Found: 477.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158634B2
Source datasetuspto-grants-2012_04
ORD IDord-f83c279bfa104de285af8d427cba3f24
Source noteuspto-grants-2012_04