Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1444837Generated: October 31, 2026

Triethylamine → HCID 59025498, compound

https://huagongshe.com/reaction/1444837

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl 4-piperidinecarboxylateHCID 70770—
ReactantDiethyl cyanophosphonateHCID 76257—
Reactant[5-(2-Bromophenyl)-7-chloro-1-isobutyl-2-oxo-1,2,4,5-tetrahydrobenzo[d]azepin-3-yl]acetic acidHCID 59025465—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 59025498HCID 59025498—

Reaction Steps

190 mg of the compound from Example 6 (0.39 mol) and 65 mg of ethyl piperidine-4-carboxylate (0.41 mol) are dissolved in 5.0 ml of dimethylformamide, and 75 mg of diethyl cyanophosphonate (0.43 mol) and 81 μl of triethylamine (59 mg, 0.58 mol) are added. The reaction mixture is stirred at room temperature for 2.5 h, then mixed with ethyl acetate and washed with 5% strength potassium bisulphate solution, saturated sodium bicarbonate solution and saturated sodium chloride. The organic phase is dried over sodium sulphate, the solvent is removed in a rotary evaporator, and the residue is purified by preparative HPLC (eluent: acetonitrile/water, gradient 20:80→95:5). 204 mg (87% of theory) of the title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07662956B2
Source datasetuspto-grants-2010_02
ORD IDord-34795e2c416f4f258c0c9e6f3f530d2c
Source noteuspto-grants-2010_02