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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1514402Generated: November 2, 2026

Sodium Carbonate → (R)-4-(8-(4-benzoyl-2-methylpiperazin-1-yl)pyrido[2,3-d]pyridazin-5-yl)benzonitrile

https://huagongshe.com/reaction/1514402

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Cyanophenylboronic acidHCID 2734326—
Reactant(R)-(4-(5-chloropyrido[2,3-d]pyridazin-8-yl)-3-methylpiperazin-1-yl)(phenyl)methanoneHCID 57657595—
CatalystHCID 178418397HCID 178418397—
Product(R)-4-(8-(4-benzoyl-2-methylpiperazin-1-yl)pyrido[2,3-d]pyridazin-5-yl)benzonitrileHCID 2522471132%

Reaction Steps

Using methods described in Example 6, and starting with (R)-(4-(5-chloropyrido[2,3-d]pyridazin-8-yl)-3-methylpiperazin-1-yl)(phenyl)methanone 79 (360 mg, 979 mmol), 2 M sodium carbonate (979 μl, 196 mmol), 4-cyanophenylboronic acid (216 mg, 1.47 mmol), and tetrakis(triphenylphosphine)palladium (57 mg, 49 μmol) afforded (R)-4-(8-(4-benzoyl-2-methylpiperazin-1-yl)pyrido[2,3-d]pyridazin-5-yl)benzonitrile 85 (138 mg, 32% yield) after chromatographic purification. MS 434.2 (calc'd) 435.1 (M+H, found).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222251B2
Source datasetuspto-grants-2012_07
ORD IDord-377264d2ac5c443e9d991cf70af47b23
Source noteuspto-grants-2012_07