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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1743734Generated: October 31, 2026

Dichloromethane → HCID 86590993, compound

https://huagongshe.com/reaction/1743734

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantMethyl chloroformateHCID 6586—
ReactantTriethylamineHCID 8471—
ReactantHCID 69622378HCID 69622378—
SolventWaterHCID 962—
ProductHCID 86590993HCID 8659099368.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

4-{[(2S)-2-Amino-3-(3-benzyl-3,8-diazabicyclo[3.2.1]oct-8-yl)propyl]oxy}benzonitrile (3.7 g, 9.8 mmol; from step (f) above) was mixed with DCM (50 mL) and triethylamine (2.1 g, 21.5 mmol). The mixture was cooled to 0° C. and methylchloroformate (0.8 mL, 10.7 mmol) was added dropwise. The reaction was performed under an argon atmosphere. After 2 h, the temperature was allowed to reach r.t, at which temperature it was then stirred overnight. Water was added, the organic layer was separated, dried and evaporated. Purification by chromatography (CHCl3:MeOH (95:5)) gave 2.9 g (68%) of the sub-title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07012074B2
Source datasetuspto-grants-2006_03
ORD IDord-c86a12e487794f54969267b458bf640f
Source noteuspto-grants-2006_03