HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → (R)-tert-butyl 4-(2-(1H-indol-4-yl)-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-5(6H)-yl)-1H-indole-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | tert-Butyl 4-bromo-1H-indole-1-carboxylate | HCID 40425427 | — |
| Reactant | (R)-2-(1-(tert-butyldimethylsilyl)-1H-indol-4-yl)-5,6,6a,7,9,10-hexahydro-[1,4]oxazino[3,4-h]pteridine | HCID 68194816 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (R)-tert-butyl 4-(2-(1H-indol-4-yl)-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-5(6H)-yl)-1H-indole-1-carboxylate | HCID 68195017 | — |
Reaction Steps
The title compound was prepared in a manner similar to EXAMPLE 181 using (R)-2-(1-(tert-butyldimethylsilyl)-1H-indol-4-yl)-5,6,6a,7,9,10-hexahydro-[1,4]oxazino[3,4-h]pteridine (PREPARATION x12, 60 mg, 0.142 mmol), cesium carbonate (93 mg, 0.285 mmol), palladium(II)acetate (1.59 mg, 0.007 mmol), dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (10.2 mg, 0.021 mmol), and tert-butyl 4-bromo-1H-indole-1-carboxylate (126 mg, 0.427 mmol) in dioxane 2 mL (8 mg, 12%). ESI-MS m/z [M+H]+ calc'd for C30H30N6O3, 523.24. found 523.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08791107B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-e53188ce657a473b8f2fa3e9e1486017 |
| Source note | uspto-grants-2014_07 |