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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 560559Generated: October 30, 2026

4-(Chloromethyl)pyrimidine → 2-(Pyridazin-3-ylmethyl)isoindoline-1,3-dione

https://huagongshe.com/reaction/560559

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Chloromethyl)pyrimidineHCID 13123553—
Reactant3-(Chloromethyl)pyridazineHCID 14239712—
ReactantPhthalimide potassium saltHCID 24194345—
Product2-(Pyridazin-3-ylmethyl)isoindoline-1,3-dioneHCID 6663061617%

Reaction Steps

Following the procedure as described in step A of Preparation 14, making variations as required to replace 4-(chloromethyl)pyrimidine with 3-(chloromethyl)pyridazine (prepared according to R. W. Carling, et al., J. Med. Chem., (2004), Vol. 47, pp. 1807-1822) to react with potassium phthalimide, 2-(pyridazin-3-ylmethyl)isoindoline-1,3-dione was obtained as a colorless solid in 17% yield: 1H NMR (300 MHz, CDCl3) δ 9.12 (d, J=3.0 Hz, 1H), 7.90-7.85 (m, 2H), 7.78-7.72 (m, 2H), 7.51-7.43 (m, 2H), 5.21 (s, 2H):MS (ES+) m/z 240.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063084B2
Source datasetuspto-grants-2011_11
ORD IDord-9bdfefe33d2542aaa2ef2db533555412
Source noteuspto-grants-2011_11