HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropyl chloroformate → HCID 70856319, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropyl chloroformate | HCID 7917 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-((1S,2R)-2-(piperidin-4-yl)cyclopropyl)ethanol | HCID 86711178 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 70856319 | HCID 70856319 | 74% |
Reaction Steps
Isopropyl chloroformate (0.12 μL, 1.0 mmol) was added dropwise to a solution of 2-((1S,2R)-2-(piperidin-4-yl)cyclopropyl)ethanol (170 mg, 1.0 mmol) and cesium carbonate (650 mg, 2.0 mmol) in acetonitrile (5 mL). After total addition, the mixture was stirred for 2 hours at RT. The solution was concentrated under reduced pressure and the residue taken-up in 10 mL DCM. The solution was washed with water, the organics were collected, dried over sodium sulfate, filtered and the filtrate concentrated to dryness under reduced pressure. The residue by flash chromatography (20 g of silica gel, ISCO, eluted with a gradient 0-100% ethyl acetate in Hexane) to afford the title compound (189 mg, 74%). LC/MS 256 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08957062B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-4c4842c428c04cb6bdcab76a402b8a72 |
| Source note | uspto-grants-2015_02 |