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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 428933Generated: October 30, 2026

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

https://huagongshe.com/reaction/428933

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 mmol) 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 numberUS06313312B1
Source datasetuspto-grants-2001_11
ORD IDord-a2769deb2ad447fa823bd7fe9c3b9a30
Source noteuspto-grants-2001_11