HCID 86723485, compound → HCID 86723486, compound

HRID 2201249Notes

Reaction equation

HRID 2201249 reaction equation
[CH3:1][N:2]1[C:7]2=[CH:8][N:9]([C@@H:17]([CH2:28][CH2:29][C:30]([O:32]CC3C=CC=CC=3)=[O:31])[C:18]([O:20]CC3C=CC=CC=3)=[O:19])[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[C:6]2[C:5](=[O:40])[N:4]([CH3:41])[C:3]1=[O:42]>[Pd].C(O)C>[CH3:1][N:2]1[C:7]2=[CH:8][N:9]([C@@H:17]([CH2:28][CH2:29][C:30]([OH:32])=[O:31])[C:18]([OH:20])=[O:19])[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[C:6]2[C:5](=[O:40])[N:4]([CH3:41])[C:3]1=[O:42]

Participants

4

Reactant 1

HCID 86723485HCID 86723485, compound

Product 1

HCID 86723486HCID 86723486, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of (S)-dibenzyl 2-(1,3-dimethyl-2,4-dioxo-5-phenyl-3,4-dihydro-1H-pyrrolo[3,4-d]pyrimidin-6(2H)-yl)pentanedioate (3 g, 5.30 mmol) and 10% palladium on carbon (0.564 g, 0.530 mmol) in ethanol (100 mL) was stirred under a hydrogen atmosphere for 140 mins. The mixture was filtered through a Celite® cartridge (10 g, filter material) and the residue rinsed well with methanol and 7N NH3/methanol. The combined filtrates were evaporated under vacuum to afford the title compound.

Workup

  1. filtrationThe mixture was filtered through a Celite® cartridge (10 g, filter material)
  2. washthe residue rinsed well with methanol and 7N NH3/methanol
  3. customThe combined filtrates were evaporated under vacuum

Sources & evidence

ORD record
ord-da2b2d9f4f7e436d8360a7ea3bd3a4bc
Source dataset
uspto-grants-2016_06
Patent number
US09359381B2

Reaction notes

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