HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylamine → HCID 86755484, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 69943700 | HCID 69943700 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86755484 | HCID 86755484 | — |
Reaction Steps
4-{[4-(2-Hydroxy-ethyl)-5-oxo-4-pyridin-4-ylmethyl-1-((+)-(2,6,6-trimethyl-bicyclo[3.1.1]hept-3-ylmethyl))-imidazolidin-2-ylidene]-acetyl}-benzonitrile (1.76 g, 3.44 mMol) and diisopropylamine (0.90 mL, 5.16 mMol) were dissolved in CH2Cl2 (20 mL) under an atmosphere of dry N2. To this solution was added methanesulfonyl chloride (0.41 mL, 5.16 mMol) and the mixture was stirred at ambient temperature for 20 minutes. The mixture was concentrated under vacuum and was partitioned between Et2O-EtOAc (50:50) and water. The organic layer was washed succesively with saturated aquoeus NaHCO3 solution, brine and then dried over MgSO4, filtered and concentrated under vacuum to give the titled compound as an oil as a 1:1 mixture of diastereomers.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06080769 |
| Source dataset | uspto-grants-2000_06 |
| ORD ID | ord-596e6a1208794c1d8f748ba1a2c08467 |
| Source note | uspto-grants-2000_06 |