Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2260139Generated: October 30, 2026

Cyclohexylamine → N-Cyclohexyl-alpha-[2-(1,2,3,4,10,14b-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepin-2-yl)ethoxy]acetamide

https://huagongshe.com/reaction/2260139

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexylamineHCID 7965—
ReactantTriethylamineHCID 8471—
ReactantDiethyl cyanophosphonateHCID 76257—
Reactant2-(1,2,3,4,10,14b-Hexahydrodibenzo[c,f]pyrazino[1,2-a]azepin-2-yl)ethoxyacetic acidHCID 9928443—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductN-Cyclohexyl-alpha-[2-(1,2,3,4,10,14b-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepin-2-yl)ethoxy]acetamideHCID 1899974491.5%

Reaction Steps

0.358 g of 2-(1,2,3,4,10,14b-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepin-2-yl)ethoxyacetic acid (prepared as described in Example 2), 0.1 g of cyclohexylamine and 0.11 g of triethylamine were added to 10 ml of tetrahydrofuran, and 0.17 g of diethyl cyanophosphonate was added dropwise to the mixture, whilst ice-cooling. The mixture was then stirred at room temperature for 5 hours, after which it was mixed with water and then extracted with methylene chloride. The extract was concentrated by evaporation under reduced pressure, and the residue was subjected to column chromatography through silica gel, using 10% by volume ethanol in ethyl acetate as the eluent, to afford 0.4 g (yield 91%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05476848
Source datasetuspto-grants-1995_12
ORD IDord-f2b775bd064847b6a82ba30aa14e3f17
Source noteuspto-grants-1995_12