HCID 68351212, compound → HCID 68351184, compound

HRID 1854072Notes

Reaction equation

HRID 1854072 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH:12]=[C:11]([C:14]2[CH:15]=[C:16]([C:26]([O:28][CH2:29][CH3:30])=[O:27])[C:17]3[CH:22]=[N:21][N:20]([CH:23]([CH3:25])[CH3:24])[C:18]=3[N:19]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CCO.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:15]=[C:16]([C:26]([O:28][CH2:29][CH3:30])=[O:27])[C:17]3[CH:22]=[N:21][N:20]([CH:23]([CH3:25])[CH3:24])[C:18]=3[N:19]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 1

HCID 68351212HCID 68351212, compound

Product 1

HCID 68351184HCID 68351184, compoundYield 75.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 23938PalladiumSolvent

Procedure

To a stirred solution of ethyl 6-(1-(tert-butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)-1-isopropyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylate (0.45 g, 1.086 mmol) in EtOH (10 mL), 10% Pd/C in catalytic amount was added and stirred it at room temperature under hydrogen pressure (bladder pressure) for 3 hr. On completion of reaction, reaction mass was filtered through celite bed, then filtrate was concentrated under reduce pressure to give the desired compound (0.34 g, 75%).

Workup

  1. customOn completion of reaction, reaction mass
  2. filtrationwas filtered through celite bed
  3. concentrationfiltrate was concentrated

Sources & evidence

ORD record
ord-14b50246bbe94a7eb9a40f224883d1f1
Source dataset
uspto-grants-2015_02
Patent number
US08962620B2

Reaction notes

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