HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropyl chloroformate → 1''-(Isopropyloxycarbonyl)-5-(1-methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-dispiro[2,3-dihydrofuro[2,3-c]pyridine-2,1'-cyclobutane-3',4''-piperidine]
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropyl chloroformate | HCID 7917 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-(1-Methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-dispiro[2,3-dihydrofuro[2,3-c]pyridine-2,1'-cyclobutane-3',4''-piperidine] | HCID 86701204 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1''-(Isopropyloxycarbonyl)-5-(1-methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-dispiro[2,3-dihydrofuro[2,3-c]pyridine-2,1'-cyclobutane-3',4''-piperidine] | HCID 86701206 | — |
Reaction Steps
Isopropyl chloroformate (1 mol/L in toluene; 0.15 mL) is added to a mixture of 5-(1-methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-dispiro[2,3-dihydrofuro[2,3-c]pyridine-2,1′-cyclobutane-3′,4″-piperidine] (HCl salt; 60 mg), triethylamine (40 μL), and dichloromethane (5 mL) at room temperature. The solution is stirred for 3 h and then concentrated. The residue is chromatographed on silica gel (cyclohexane/ethyl acetate 4:1→1:4) to give the title compound. LC (method 1): tR=1.02 min; Mass spectrum (ESI+): m/z=476 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08809361B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-2d8b0feaeb194a4e8a415c1088feb230 |
| Source note | uspto-grants-2014_08 |