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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486821Generated: October 29, 2026

Hydrochloric Acid → HCID 90417433, compound

https://huagongshe.com/reaction/1486821

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantCesium carbonateHCID 10796—
Reactant3,6-Dihydro-2H-pyran-4-boronic acid pinacol esterHCID 11218053—
ReactantMethyl 6-chloropyridazine-3-carboxylateHCID 12379801—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 90417433HCID 9041743379.2%

Reaction Steps

Methyl 6-chloropyridazine-3-carboxylate (1.00 g, 5.79 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyran (1.22 g, 5.79 mmol), Pd(PPh3)4 (536 mg, 0.44 mmol) and Cs2CO3 (3.40 g, 10.4 mmol) were suspended in dioxane (8 mL) and water (8 mL) and heated in a microwave reactor at 125° C. for 30 min. 1M aq HCl (10 mL) was added, the precipitate was removed by filtration and the filtrate was concentrated in vacuo. The residue was passed through a silica pad eluting with 30% MeOH in DCM and concentrated in vacuo to give the title compound as a white solid (946 mg, 79.2%). LCMS (ES+): 207.1 [MH]+. HPLC: Rt 3.30 min, 49.9% purity.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428498B2
Source datasetuspto-grants-2016_08
ORD IDord-c3eb75805b934c7dba8ff3f9dd3aa768
Source noteuspto-grants-2016_08