HCID 59145913, compound → ethyl 9-(2-aminoethyl)-2-ethyl-8,9-dihydro-7H-cyclopenta[c]pyrazolo[1,5-a]pyridine-1-carboxylate

HRID 887778Notes

Reaction equation

HRID 887778 reaction equation
[C:1]([CH2:3][CH:4]1[C:8]2[C:9]3[N:10]([N:13]=[C:14]([CH2:21][CH3:22])[C:15]=3[C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH:11]=[CH:12][C:7]=2[CH2:6][CH2:5]1)#[N:2]>N.C(O)C.[Co]>[NH2:2][CH2:1][CH2:3][CH:4]1[C:8]2[C:9]3[N:10]([N:13]=[C:14]([CH2:21][CH3:22])[C:15]=3[C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH:11]=[CH:12][C:7]=2[CH2:6][CH2:5]1

Participants

4

Reactant 1

HCID 59145913HCID 59145913, compound

Product 1

HCID 59145884ethyl 9-(2-aminoethyl)-2-ethyl-8,9-dihydro-7H-cyclopenta[c]pyrazolo[1,5-a]pyridine-1-carboxylateYield 100%

Reagents, catalysts & solvents 2

HCID 104730CobaltCatalystHCID 22020343Ethanol, reaction products with ammonia, distn. residuesSolvent

Procedure

Ethyl 9-(cyanomethyl)-2-ethyl-8,9-dihydro-7H-cyclopenta[c]pyrazolo[1,5-a]pyridine-1-carboxylate (80.0 mg, 0.269 mmol) and Raney cobalt (800 mg) were suspended in 2M ammonia/ethanol solution (13 mL), and the mixture was stirred under a hydrogen atmosphere at room temperature for 4 hr. The catalyst was filtered off through celite, and the filtrate was concentrated under reduced pressure to give the title compound (81.0 mg, yield 100%).

Workup

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

Sources & evidence

ORD record
ord-eebcfc11ef6d4fab9ec381ed1a86041f
Source dataset
uspto-grants-2012_08
Patent number
US08247429B2

Reaction notes

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