HCID 86635347, compound → HCID 68995687, compound

HRID 657067Notes

Reaction equation

HRID 657067 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][C:9](=[O:33])[N:10]2[CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][CH2:18][C@@H:17]([CH2:21][NH:22]C(=O)OCC3C=CC=CC=3)[CH2:16]2)=[N:5][CH:4]=1>CO.[Pd]>[NH2:22][CH2:21][C@@H:17]1[CH2:18][CH2:19][CH2:20][N:15]([CH2:14][CH2:13][N:10]2[C:11]3[C:6](=[N:5][CH:4]=[C:3]([O:2][CH3:1])[CH:12]=3)[CH:7]=[CH:8][C:9]2=[O:33])[CH2:16]1

Participants

4

Reactant 1

HCID 86635347HCID 86635347, compound

Product 1

HCID 68995687HCID 68995687, compoundYield 107%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of phenylmethyl [((3S)-1-{2-[7-(methyloxy)-2-oxo-1,5-naphthyridin-1(2H)-yl]ethyl}-3-piperidinyl)methyl]carbamate (0.21 g, 0.44 mmol) in MeOH (30 mL) was added 10% Palladium on carbon (0.20 g) and the solution subjected to H2 at 50 PSI on a Parr shaker. The solution was filtered through a pad of Celite® and concentrated under reduced pressure to give desired product (0.149 g, 100%)

Workup

  1. filtrationThe solution was filtered through a pad of Celite®
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-027e73bcce7042b885f8576100d03a90
Source dataset
uspto-grants-2011_12
Patent number
US08071592B2

Reaction notes

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