Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | 8-bromo-2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diaza-benzo[e]azulene | HCID 58204313 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Product | HCID 68312674 | HCID 68312674 | 61% |
Reaction Steps
A mixture of 12-bromo-4-[1-(propan-2-yl)-1H-1,2,4-triazol-5-yl]-9-oxa-3,6-diazatricyclo[8.4.0.02,6]tetradeca1(14),2,4,10,12-pentaene (3.00 g, 8.04 mmol), Pd(OAc)2 (0.18 g, 0.81 mmol), Xantphos (930 mg, 1.61 mmol) in MeOH (10.0 mL) and TEA (50.0 mL) was heated at 80° C. under CO (1 atm) overnight. The solid was filtered, the filtrate was concentrated and purified by silica gel chromatography eluting with a 50% gradient of EtOAc in petroleum ether to give methyl 4-[1-(propan-2-yl)-1H-1,2,4-triazol-5-yl]-9-oxa-3,6-diazatricyclo[8.4.0.02,6]tetradeca1(14),2,4,10,12-pentaene-13-carboxylate (1.7 g, 61% yield) as a white solid. LCMS (ESI) m/z: 354.2 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09090628B2 |
|---|
| Source dataset | uspto-grants-2015_07 |
|---|
| ORD ID | ord-65ca95f03b2a4c7db23178949ca866a4 |
|---|
| Source note | uspto-grants-2015_07 |
|---|
