Ammonium formate → HCID 58662435, compound

HRID 644808Notes

Reaction equation

HRID 644808 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH:11]([CH2:12][CH3:13])[CH2:10][CH:9]([NH:14]C(OCC2C=CC=CC=2)=O)[C:8]2[C:25]([CH3:29])=[N:26][N:27]([CH3:28])[C:7]1=2)=[O:5])[CH3:2].C([O-])=O.[NH4+]>[Pd].CO>[CH2:1]([O:3][C:4]([N:6]1[CH:11]([CH2:12][CH3:13])[CH2:10][CH:9]([NH2:14])[C:8]2[C:25]([CH3:29])=[N:26][N:27]([CH3:28])[C:7]1=2)=[O:5])[CH3:2]

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 58662445HCID 58662445, compound

Product 1

HCID 58662435HCID 58662435, compoundYield 76%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
40 °C

Procedure

4-Benzyloxycarbonylamino-6-ethyl-1,3-dimethyl-1,4,5,6,-tetrahydro-pyrazolo[3,4-b]pyridine-7-carboxylic acid ethyl ester (0.34 g, 0.85 mmol) obtained in step (iii), methanol (5 mL), and ammonium formate were charged to a flask under a nitrogen atomsphere. To this mixture was added 10% Pd/C (50% wet) (0.1 g), and the resulting slurry was heated at about 40° C. for around 1 hour. The reaction mixture was then cooled to room temperature and filtered through Celite™, and the filtrate was concentrated under vacuum to afford the title compound (0.171 g, 76%).

Workup

  1. temperatureThe reaction mixture was then cooled to room temperature
  2. filtrationfiltered through Celite™
  3. concentrationthe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-b13c30a810c3461f9b056c5d2c85ebb4
Source dataset
uspto-grants-2010_04
Patent number
US07700774B2

Reaction notes

Loading…