HuagongsheHuagongshe Chemistry Print Report · For research reference only
10-(Benzyloxy)-2-(4-fluorobenzyl)-4,8-dimethyl-7,8-dihydropyrazino-[1',2':1,5]pyrrolo-[2,3-d]pyridazine-1,9(2H,6H)-dione → 2-(4-Fluorobenzyl)-10-hydroxy-4,8-dimethyl-7,8-dihydropyrazino-[1',2':1,5]pyrrolo[2,3-d]pyridazine-1,9(2H,6H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 10-(Benzyloxy)-2-(4-fluorobenzyl)-4,8-dimethyl-7,8-dihydropyrazino-[1',2':1,5]pyrrolo-[2,3-d]pyridazine-1,9(2H,6H)-dione | HCID 68863629 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-(4-Fluorobenzyl)-10-hydroxy-4,8-dimethyl-7,8-dihydropyrazino-[1',2':1,5]pyrrolo[2,3-d]pyridazine-1,9(2H,6H)-dione | HCID 54706900 | — |
Reaction Steps
A mixture of 10-(benzyloxy)-2-(4-fluorobenzyl)-4,8-dimethyl-7,8-dihydropyrazino-[1′,2′:1,5]pyrrolo-[2,3-d]pyridazine-1,9(2H,6H)-dione (17 mg, 38 μmol) and Pearlman's catalyst (6.0 mg, 20% Pd(OH)2 on carbon) in ethanol (20 mL) was stirred under an atmosphere of hydrogen gas (1 atm) at room temperature for 30 minutes. The reaction mixture was diluted with acetonitrile and filtered through a pad of Celite. The filtrate was concentrated under vacuum, and the residue triturated with a mixture of methanol and diethyl ether. A solid precipitate was obtained by filtration to provide the titled compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07538112B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-c1c698ccd4174a86af731850c3515450 |
| Source note | uspto-grants-2009_05 |