Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | HCID 86723441 | HCID 86723441 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 77106010 | HCID 77106010 | — |
Reaction Steps
To a mixture of ammonium formate (45.6 mg, 0.723 mmol), 1,3-dimethyl-9-(5-methylfuran-2-yl)-5-phenyl-1H-pyrimido[4,5-a]pyrrolizine-2,4(3H,7H)-dione (step 5) (27 mg, 0.072 mmol), and Pd/C (7.69 mg, 7.23 μmol) with a chip of dry ice was added ethanol (1446 μL). The reaction mixture was heated to 60° C. for 25 mins and allowed to stand at RT overnight. The reaction mixture was diluted with DCM and filtered through glass filter paper. The filtrate was washed with water and the organics collected and dried by passing through a phase separator cartridge. The organics were concentrated in vacuo. The crude product was loaded onto a 4 g silica cartridge and purified using an ISCO. The product was eluted with 0-80% EtOAc in iso-hexanes to afford the title compound;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09359381B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-ef028cb91bca405fbfcecc46bc03fa8a |
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| Source note | uspto-grants-2016_06 |
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