HCID 66799298, compound → 1-(2-methoxypyridin-4-yl)-N-methylpiperidin-4-amine

HRID 1193383Notes

Reaction equation

HRID 1193383 reaction equation
[CH3:1][O:2][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][O:2][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 66799298HCID 66799298, compound

Product 1

HCID 667993291-(2-methoxypyridin-4-yl)-N-methylpiperidin-4-amineYield 99%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Benzyl 1-(2-methoxypyridin-4-yl)piperidin-4-yl(methyl)carbamate (250 mg, 0.704 mmol, 1.0 eq.) was dissolved in MeOH (20 ml) and degassed with argon. Pd/C (75 mg) was then added and hydrogenation was carried out for 3 hours. After monitoring by TLC, the reaction mixture was filtered over Celite and washed with MeOH (2×20 ml) and the filtrate was concentrated under reduced pressure. The crude product was used in the next stage without being purified further. Yield: 99% (155 mg, 0.701 mmol)

Workup

  1. customdegassed with argon
  2. additionPd/C (75 mg) was then added
  3. filtrationthe reaction mixture was filtered over Celite
  4. washwashed with MeOH (2×20 ml)
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. customwithout being purified further

Sources & evidence

ORD record
ord-eec3ab01128a49dc9f59976e4b435be4
Source dataset
uspto-grants-2014_03
Patent number
US08680159B2

Reaction notes

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