HCID 66798808, compound → 1-(2-methoxy-6-methylpyrimidin-4-yl)-N-methylpiperidin-4-amine

HRID 1193397Notes

Reaction equation

HRID 1193397 reaction equation
[CH3:1][O:2][C:3]1[N: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]=[C:5]([CH3:27])[N:4]=1>CO.[OH-].[OH-].[Pd+2]>[CH3:1][O:2][C:3]1[N:8]=[C:7]([N:9]2[CH2:14][CH2:13][CH:12]([NH:15][CH3:16])[CH2:11][CH2:10]2)[CH:6]=[C:5]([CH3:27])[N:4]=1

Participants

4

Reactant 1

HCID 66798808HCID 66798808, compound

Product 1

HCID 667993331-(2-methoxy-6-methylpyrimidin-4-yl)-N-methylpiperidin-4-amineYield 94%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A solution of benzyl 1-(2-methoxy-6-methylpyrimidin-4-yl)piperidin-4-yl(methyl)carbamate (400 mg, 1.0810 mmol, 1 eq) in methanol (6 ml) was degassed for 20 min with argon, and then Pd(OH)2 (200 mg) was added. The reaction mixture was stirred for 3 h at room temperature under a hydrogen atmosphere (balloon), and then the catalyst was filtered off. The filtrate was concentrated under reduced pressure. The crude product so obtained was in the form of a colourless liquid, which was used in the next stage without being purified further. Yield: 94% (240 mg, 1.0169 mmol)

Workup

  1. filtrationthe catalyst was filtered off
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-e5c99424895143dfa3a640f250e7d3ff
Source dataset
uspto-grants-2014_03
Patent number
US08680159B2

Reaction notes

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