HCID 68865751, compound → HCID 54690872, compound

HRID 494103Notes

Reaction equation

HRID 494103 reaction equation
C([O:8][C:9]1[C:17]2[C:16](=[O:18])[N:15]([CH2:19][C:20]3[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=3)[N:14]=[CH:13][C:12]=2[N:11]2[CH:27]([CH3:33])[CH2:28][N:29]([CH3:32])[C:30](=[O:31])[C:10]=12)C1C=CC=CC=1>[OH-].[OH-].[Pd+2].CO>[F:26][C:23]1[CH:24]=[CH:25][C:20]([CH2:19][N:15]2[C:16](=[O:18])[C:17]3[C:9]([OH:8])=[C:10]4[C:30](=[O:31])[N:29]([CH3:32])[CH2:28][CH:27]([CH3:33])[N:11]4[C:12]=3[CH:13]=[N:14]2)=[CH:21][CH:22]=1

Participants

4

Reactant 1

HCID 68865751HCID 68865751, compound

Product 1

HCID 54690872HCID 54690872, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A mixture of 10-(benzyloxy)-2-(4-fluorobenzyl)-6,8-dimethyl-7,8-dihydropyrazino-[1′,2′:1,5]pyrrolo-[2,3-d]pyridazine-1,9(2H,6H)-dione (99 mg, 0.22 mmol) and Pearlman's catalyst (20 mg, 20% Pd(OH)2 on carbon) in methanol (2 mL) was stirred under an atmosphere of hydrogen gas (1 atm) at room temperature for one hour. The reaction mixture was filtered through a pad of Celite. The filtrate was concentrated under vacuum, and the residue triturated with diethyl ether. The solid precipitated was obtained by filtration to provide the titled product.

Workup

  1. filtrationThe reaction mixture was filtered through a pad of Celite
  2. concentrationThe filtrate was concentrated under vacuum
  3. customthe residue triturated with diethyl ether
  4. customThe solid precipitated
  5. customwas obtained by filtration

Sources & evidence

ORD record
ord-691ab6e4b50e45d7a943b722ea7e5dde
Source dataset
uspto-grants-2009_05
Patent number
US07538112B2

Reaction notes

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