HCID 58857943, compound → HCID 54692333, compound

HRID 2114822Notes

Reaction equation

HRID 2114822 reaction equation
[F:1][C:2]1[CH:33]=[CH:32][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][N:10]3[C:13]4[C:27]([CH3:28])=[CH:26][N:25]([CH3:29])[C:24](=[O:30])[C:14]=4[C:15]([O:16]CC4C=CC=CC=4)=[C:9]3[C:8]2=[O:31])=[CH:4][CH:3]=1>[OH-].[OH-].[Pd+2].C(O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][N:10]3[C:13]4[C:27]([CH3:28])=[CH:26][N:25]([CH3:29])[C:24](=[O:30])[C:14]=4[C:15]([OH:16])=[C:9]3[C:8]2=[O:31])=[CH:32][CH:33]=1

Participants

4

Reactant 1

HCID 58857943HCID 58857943, compound

Product 1

HCID 54692333HCID 54692333, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

A mixture of 8-(4-fluorobenzyl)-10-benzyloxy-2,4-dimethyl-7,8-dihydropyrido-[3′,4′:4,5]pyrrolo[1,2-a]pyrazine-1,9(2H,6H)-dione (27 mg, 0.06 mmol) and Pearlman's catalyst (2.5 mg, 20% Pd(OH)2 on carbon) in ethanol (5 mL) was stirred under an atmosphere of hydrogen gas (1 atm) at room temperature for 1 hr. The reaction product precipitated out of solution. The suspension was treated with chloroform, and the mixture was filtered through a pad of Celite. The filtrate was concentrated under vacuum, and the residue recrystallized from ethanol to provide the title product.

Workup

  1. customThe reaction product precipitated out of solution
  2. additionThe suspension was treated with chloroform
  3. filtrationthe mixture was filtered through a pad of Celite
  4. concentrationThe filtrate was concentrated under vacuum
  5. customthe residue recrystallized from ethanol

Sources & evidence

ORD record
ord-c711bb3be1f44d629b89d1b4de7b5437
Source dataset
uspto-grants-2008_10
Patent number
US07435735B2

Reaction notes

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