HCID 86635367, compound → HCID 68809399, compound

HRID 657140Notes

Reaction equation

HRID 657140 reaction equation
[OH:1][C@@H:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][N:10]2[C:15](=[O:16])[CH:14]=[N:13][C:12]3[CH:17]=[CH:18][C:19]([O:21][CH3:22])=[N:20][C:11]2=3)[CH2:4][C@@H:3]1[CH2:23][NH:24]C(=O)OCC1C=CC=CC=1>CCO.[OH-].[OH-].[Pd+2]>[NH2:24][CH2:23][C@@H:3]1[C@H:2]([OH:1])[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][N:10]2[C:15](=[O:16])[CH2:14][NH:13][C:12]3[CH:17]=[CH:18][C:19]([O:21][CH3:22])=[N:20][C:11]2=3)[CH2:4]1

Participants

4

Reactant 1

HCID 86635367HCID 86635367, compound

Product 1

HCID 68809399HCID 68809399, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

To a solution of phenylmethyl [((3S,4R)-4-hydroxy-1-{2-[6-(methyloxy)-3-oxopyrido[2,3-b]pyrazin-4(3H)-yl]ethyl}-3-piperidinyl)methyl]carbamate (234 mg; 0.502 mmol) in EtOH was added 20% Pd(OH)2/C (100 mg). The mixture was hydrogenated at 1 atm of H2 at ambient temperature overnight. The crude product was filtered through Celite, washed with ethanol and concentrated under reduced pressure to obtain the product (170 mg; 100%)

Workup

  1. filtrationThe crude product was filtered through Celite
  2. washwashed with ethanol
  3. concentrationconcentrated under reduced pressure
  4. customto obtain the product (170 mg; 100%)

Sources & evidence

ORD record
ord-16a2df10d68c428ca990e8ef2f4162e3
Source dataset
uspto-grants-2011_12
Patent number
US08071592B2

Reaction notes

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