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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1826443Generated: November 3, 2026

HCID 22141253, compound → N-[3-(6-methyl-3-azabicyclo[3.1.0]hex-6-yl)phenyl)methanesulfonamide

https://huagongshe.com/reaction/1826443

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 22141253HCID 22141253—
CatalystHCID 178418397HCID 178418397—
SolventDichloromethaneHCID 6344—
ProductN-[3-(6-methyl-3-azabicyclo[3.1.0]hex-6-yl)phenyl)methanesulfonamideHCID 22141143—

Reaction Conditions

Temperature35 °C

Reaction Steps

A stirred mixture of N-[3-(3-allyl-6-methyl-3-azabicyclo[3.1.0]hex-6-yl)phenyl]methanesulfonamide (Example 56, 1.90 g, 6.19 mmol), tetrakis(triphenylphosphine)palladium (0) (71.8 mg, 62.1 μmol) and N,N-dimethylbarbituric acid (2.91 g, 18.6 mmol) in dichloromethane (15 ml) was degassed and then heated to 35° C. under nitrogen for 3 h. The solution was rapidly stirred with aqueous hydrochloric acid solution (2M, 40 ml) and the aqueous portion was separated, this process was repeated. The combined aqueous layers were washed with dichloromethane (7×50 ml), and then concentrated in vacuo to give the hydrochloride salt of the title compound as an off white solid (1.40 g, 74%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07049444B2
Source datasetuspto-grants-2006_05
ORD IDord-a2c32dfaa0b44703a7a0b1b7f97a36cc
Source noteuspto-grants-2006_05