Triethylamine → HCID 86635250, compound

HRID 1172707Notes

Reaction equation

HRID 1172707 reaction equation
[C:1]([C:3]1([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[N:17]=2)[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:4]1)#[N:2].C(N(CC)CC)C.[H][H]>CO.[Ni]>[NH2:2][CH2:1][C:3]1([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[N:17]=2)[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:14])([CH3:15])[CH3:13])=[O:10])[CH2:5][CH2:4]1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 86635251HCID 86635251, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86635250HCID 86635250, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A solution of tert-butyl 4-cyano-4-(6-chloropyridin-2-yl)piperidine-1-carboxylate (0.82 mmol) in methanol (20 mL) with triethylamine (1 mL) was reacted with Raney nickel (0.5 mL of 50% slurry in water) under 40 psi hydrogen for 5 hours. The catalyst was filtered off and washed thoroughly with methanol. Evaporation of the solvent afforded the desired product.

Workup

  1. filtrationThe catalyst was filtered off
  2. washwashed thoroughly with methanol
  3. customEvaporation of the solvent

Sources & evidence

ORD record
ord-ccedbe7f65b34d0b8d3dfe720e210f66
Source dataset
uspto-grants-2010_11
Patent number
US07834031B2

Reaction notes

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