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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1402738Generated: October 25, 2026

(Isocyanatomethyl)cyclohexane → 3-[(4-cyclobutyl-1,4-diazepan-1-yl)carbonyl]-N-(cyclohexylmethyl)azetidine-1-carboxamide

https://huagongshe.com/reaction/1402738

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Isocyanatomethyl)cyclohexaneHCID 3414518—
Reactant1-(Azetidin-3-ylcarbonyl)-4-cyclobutyl-1,4-diazepaneHCID 66739358—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
ProductAmmoniaHCID 222—
Product3-[(4-cyclobutyl-1,4-diazepan-1-yl)carbonyl]-N-(cyclohexylmethyl)azetidine-1-carboxamideHCID 46852298159.3%

Reaction Steps

To a stirred solution of 1-(azetidin-3-ylcarbonyl)-4-cyclobutyl-1,4-diazepane (30 mg, 0.13 mmol) in DCM (1 ml) was added cyclohexanemethyl isocyanate (18 μl, 0.13 mmol) in DCM (1 ml). The reaction mixture was stirred at RT for 16 hrs then evaporated at reduced pressure and the resulting crude material purified by silica FCC (using a gradient of eluents; 99:1:1 to 90:10:1 DCM:MeOH:7M NH3 in MeOH) to provide the title compound as colourless oil (39 mg, 82% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912176B2
Source datasetuspto-grants-2014_12
ORD IDord-9d3e1443d8fa499593b36a4c9e4f702a
Source noteuspto-grants-2014_12