HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Isocyanatomethyl)cyclohexane → 3-[(4-cyclobutyl-1,4-diazepan-1-yl)carbonyl]-N-(cyclohexylmethyl)azetidine-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Isocyanatomethyl)cyclohexane | HCID 3414518 | — |
| Reactant | 1-(Azetidin-3-ylcarbonyl)-4-cyclobutyl-1,4-diazepane | HCID 66739358 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ammonia | HCID 222 | — |
| Product | 3-[(4-cyclobutyl-1,4-diazepan-1-yl)carbonyl]-N-(cyclohexylmethyl)azetidine-1-carboxamide | HCID 46852298 | 159.3% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912176B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-9d3e1443d8fa499593b36a4c9e4f702a |
| Source note | uspto-grants-2014_12 |