HCID 86684382, compound → Tert-Butyl 2-Amino-6,7-Dihydropyrazolo[1,5-A]Pyrazine-5(4H)-Carboxylate(WX141382)

HRID 1411801Notes

Reaction equation

HRID 1411801 reaction equation
[N+:1]([C:4]1[CH:19]=[C:7]2[CH2:8][N:9]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:10][CH2:11][N:6]2[N:5]=1)([O-])=O>[Pd].CO>[NH2:1][C:4]1[CH:19]=[C:7]2[CH2:8][N:9]([C:12]([O:14][C:15]([CH3:17])([CH3:16])[CH3:18])=[O:13])[CH2:10][CH2:11][N:6]2[N:5]=1

Participants

4

Reactant 1

HCID 86684382HCID 86684382, compound

Product 1

HCID 58440777Tert-Butyl 2-Amino-6,7-Dihydropyrazolo[1,5-A]Pyrazine-5(4H)-Carboxylate(WX141382)Yield 79%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A 100-mL single-neck round-bottomed flask was purged with nitrogen and charged with 205b (0.75 g, 2.80 mmol), 10% palladium on carbon (50% wet, 280 mg), and methanol (30 mL). The mixture was evacuated, charged with hydrogen gas, and stirred at room temperature for 2 h. The hydrogen was then evacuated and nitrogen was charged into the flask. The catalyst was removed by filtration through a pad of CELITE® and the filtrate was concentrated under reduced pressure to afford 205c (524 mg, 79%). MS-ESI: [M+H]+ 239.1

Workup

  1. customA 100-mL single-neck round-bottomed flask was purged with nitrogen
  2. customThe mixture was evacuated
  3. additioncharged with hydrogen gas
  4. customThe hydrogen was then evacuated
  5. additionnitrogen was charged into the flask
  6. customThe catalyst was removed by filtration through a pad of CELITE®
  7. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-94057a8ceb5c445c8379cfb64987f2db
Source dataset
uspto-grants-2014_12
Patent number
US08921353B2

Reaction notes

Loading…