HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 59507837, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 59507594 | HCID 59507594 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59507837 | HCID 59507837 | 87% |
Reaction Steps
To a solution of N1-(6-chloro-2-morpholinopyrimidin-4-yl)-N2-phenylethane-1,2-diamine (100 mg, 0.3 mmol) in DCM (15 mL) at 0° C. under nitrogen, a solution of phosgene in toluene (1.89 M, 0.32 mL, 0.6 mmol) was slowly added. After 20 minutes, the reaction was allowed to warm to RT. After 18 hours, DIEA (0.42 mL, 2.4 mmol) was added and the reaction solution was heated to 40-50° C. for 40 hours. The reaction mixture was evaporated under reduced pressure and the crude product was purified by silica gel chromatography eluting with 70% EtOAc/hexane to give 1-(6-chloro-2-morpholinopyrimidin-4-yl)-3-phenylimidazolidin-2-one as a white solid (94 mg, 87%). LC/MS (m/z): 360.1 (MH+), Rt 3.41 minutes.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08563549B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-5b041ab1e66c41e0acb61aa1cefa378a |
| Source note | uspto-grants-2013_10 |