HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Naphthyl trifluoromethanesulfonate → 10-[5-Chloro-4-(3,4-dihydro-naphthalen-1-yl)-2-methoxybenzoyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Naphthyl trifluoromethanesulfonate | HCID 378884 | — |
| Reactant | [10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl][5-chloro-2-methoxy-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]methanone | HCID 22219703 | — |
| Product | 10-[5-Chloro-4-(3,4-dihydro-naphthalen-1-yl)-2-methoxybenzoyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine | HCID 10162897 | 87.8% |
Reaction Steps
(10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-[5-chloro-2-methoxy-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone of Example 1 Step E (0.170 g, 0.355 mmol) and naphthalen-1-yl trifluoromethanesulfonate (0.109 g, 0.391 mmol) were reacted in the manner of Example 1, Step F. Purification by flash column chromatography on silica gel, eluting with 40% ethyl acetate in hexane followed by recrystallization from diethyl ether/pentane afforded the title compound (0.150 g) as white crystals, m.p.: 209–210° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07022699B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-885db94a297d4cf2891c62f4fcea6428 |
| Source note | uspto-grants-2006_04 |