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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 509273Generated: October 30, 2026

Hydrochloric Acid → HCID 58925884, compound

https://huagongshe.com/reaction/509273

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantBenzonitrile, 4-bromo-HCID 12162—
Reactant2-Methylpiperazine, (R)-HCID 7330434—
ReactantSodium t-butoxideHCID 23676156—
CatalystBinap, (A+-)-HCID 634876—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
ProductHCID 58925884HCID 5892588469%

Reaction Conditions

Temperature100 °C

Reaction Steps

4-Bromobenzonitrile (200 mg, 1.099 mmol), (R)-2-methylpiperazine (121 mg, 1.209 mmol), Pd2(dba)3 (20 mg, 0.022 mmol), BINAP (41 mg, 0.066 mmol), and sodium-tert-butoxide (211 mg, 2.199 mmol) were suspended in toluene (5 ml), and then the resulting liquid was stirred at 100° C. under nitrogen stream for 5 hours. 1N aqueous HCl solution (20 ml) was added to the resulting reaction liquid, followed by extraction with MC (10 ml×2). The aqueous layer was neutralized by addition of 5N aqueous NaOH solution, followed by extraction with 5% MeOH/MC (20 ml×2). The organic layer was dried over anhydrous sodium sulfate, followed by filtration and concentration, and then the residue thus obtained was subjected to MPLC (10% MeOH/MC), to obtain 152 mg of pale yellow oil (69%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096571B2
Source datasetuspto-grants-2015_08
ORD IDord-3d4c2eb268ea4bf88e5d91d7d5eb95aa
Source noteuspto-grants-2015_08