HCID 66798915, compound → N,N-Dimethyl-4-(4-(methylamino)piperidin-1-yl)pyridin-2-amine

HRID 1193375Notes

Reaction equation

HRID 1193375 reaction equation
[CH3:1][N:2]([CH3:27])[C:3]1[CH:8]=[C:7]([N:9]2[CH2:14][CH2:13][CH:12]([N:15](C)[C:16](=O)OCC3C=CC=CC=3)[CH2:11][CH2:10]2)[CH:6]=[CH:5][N:4]=1>CO>[CH3:1][N:2]([CH3:27])[C:3]1[CH:8]=[C:7]([N:9]2[CH2:10][CH2:11][CH:12]([NH:15][CH3:16])[CH2:13][CH2:14]2)[CH:6]=[CH:5][N:4]=1

Participants

3

Reactant 1

HCID 66798915HCID 66798915, compound

Product 1

HCID 66798588N,N-Dimethyl-4-(4-(methylamino)piperidin-1-yl)pyridin-2-amineYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Benzyl 1-(2-(dimethylamino)pyridin-4-yl)piperidin-4-yl(methyl)carbamate (280 mg, 0.76 mmol, 1.0 eq.) was dissolved in MeOH (10 ml) and degassed with N2. Pd(OH)2 (140 mg, 50%) was then added and hydrogenation was carried out for 3 hours. After monitoring by TLC, the reaction mixture was filtered over Celite, the filtrate was concentrated under reduced pressure and the crude product was used in the next stage without being purified further. Yield: 96% (170 mg, 0.726 mmol)

Workup

  1. customdegassed with N2
  2. additionPd(OH)2 (140 mg, 50%) was then added
  3. filtrationthe reaction mixture was filtered over Celite
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customwithout being purified further

Sources & evidence

ORD record
ord-33c461506ca741068a3f983b182245b4
Source dataset
uspto-grants-2014_03
Patent number
US08680159B2

Reaction notes

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