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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1479986Generated: October 28, 2026

Sodium Bicarbonate → HCID 59191510, compound

https://huagongshe.com/reaction/1479986

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant1,4-dichloro-5H,6H,7H-cyclopenta[d]pyridazineHCID 15401908—
ReactantHCID 178419772HCID 178419772—
CatalystHCID 178418397HCID 178418397—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59191510HCID 5919151076%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 1,4-dichloro-6,7-dihydro-5H-cyclopenta[d]pyridazine (compound 39, 500 mg, 2.64 mmol) in THF (5 mL) is added Pd(PPh3)4 (383 mg, 0.33 mmol). The mixture is degassed and benzyl zinc bromide (11 mL, 0.5 M in THF, 5.6 mmol) is added. The mixture is heated at 60° C. for 5 h. The reaction mixture is cooled down to RT and saturated aq. NaHCO3 solution is added and the mixture is extracted with EtOAc. The combined orgaqnic layers are washed with water, brine, dried over NaSO4, filtered and concentrated. The crude product is purified by flash chromatography (EtOAc/heptane 10%-30%) to give compound 44 (490 mg, 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409871B2
Source datasetuspto-grants-2016_08
ORD IDord-3d9d2d1276034f62af407f17a670dc3d
Source noteuspto-grants-2016_08