HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Cyclohexenyl trifluoromethanesulfonate → (10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-[2-chloro-4-(cyclohex-1-en-1-yl)-phenyl]-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Cyclohexenyl trifluoromethanesulfonate | HCID 319440 | — |
| Reactant | (10,11-Dihydro-5H-pyrrolo[2,1-c](1,4]benzodiazepin-10-yl)-[2-chloro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone | HCID 22219716 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | (10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-[2-chloro-4-(cyclohex-1-en-1-yl)-phenyl]-methanone | HCID 22219697 | 92.9% |
Reaction Steps
(10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-[2-chloro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone of Step B (0.300 g, 0.668 mmol) and cyclohexen-1-yl trifluoromethanesulfonate (0.169 g, 0.735 mmol) were reacted by the procedure described in Example 1, Step F. The crude product was purified by flash column chromatography on silica gel, eluting with 30% ethyl acetate/hexane to afford a clear oil. The oil was dissolved in diethyl ether and precipitated with petroleum ether to afford 0.250 g of a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07022699B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-f8c79e4e56764d42a5a0be6af46a4924 |
| Source note | uspto-grants-2006_04 |