8,9-Dihydrofuro[3,2-c]pyrazolo[1,5-a]pyridin-1-ylacetonitrile → 2-(8,9-Dihydrofuro[3,2-c]pyrazolo[1,5-a]pyridin-1-yl)ethanamine

HRID 2389886Notes

Reaction equation

HRID 2389886 reaction equation
[C:1]1([CH2:13][C:14]#[N:15])[CH:2]=[N:3][N:4]2[CH:9]=[CH:8][C:7]3[O:10][CH2:11][CH2:12][C:6]=3[C:5]=12>N.CO.[Co]>[C:1]1([CH2:13][CH2:14][NH2:15])[CH:2]=[N:3][N:4]2[CH:9]=[CH:8][C:7]3[O:10][CH2:11][CH2:12][C:6]=3[C:5]=12

Participants

4

Reactant 1

HCID 591793778,9-Dihydrofuro[3,2-c]pyrazolo[1,5-a]pyridin-1-ylacetonitrile

Product 1

HCID 591794222-(8,9-Dihydrofuro[3,2-c]pyrazolo[1,5-a]pyridin-1-yl)ethanamineYield 94%

Reagents, catalysts & solvents 2

HCID 104730CobaltCatalystHCID 21705897Ammonia methanolSolvent

Procedure

8,9-Dihydrofuro[3,2-c]pyrazolo[1,5-a]pyridin-1-ylacetonitrile (250 mg, 1.25 mmol) and Raney cobalt (2.5 g) were suspended in 2M ammonia/methanol solution (50 mL), and the suspension was stirred at room temperature for 12 hr under a hydrogen atmosphere. The catalyst was filtered through celite, and the filtrate was concentrated under reduced pressure to give the title compound (238 mg, yield 94%).

Workup

  1. filtrationThe catalyst was filtered through celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-575d0b644ce94160979ea230c77217b8
Source dataset
uspto-grants-2012_09
Patent number
US08273761B2

Reaction notes

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