Ammonia → HCID 67416422, compound

HRID 1667528Notes

Reaction equation

HRID 1667528 reaction equation
[CH3:1][C@H:2]1[NH:7][CH2:6][CH2:5][N:4]([C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=2[C:10]#[N:11])[CH2:3]1.N>[Ni].O>[CH3:1][C@H:2]1[NH:7][CH2:6][CH2:5][N:4]([C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=2[CH2:10][NH2:11])[CH2:3]1

Participants

5

Reactant 2

HCID 222AmmoniaHCID 67416808HCID 67416808, compound

Product 1

HCID 67416422HCID 67416422, compoundYield 95.2%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 962WaterSolvent

Procedure

A mixture of 2-((R)-3-methyl-piperazin-1-yl)-benzonitrile (542 mg, 2.69 mmol), Raney Nickel (3 mL of a slurry in water), ammonia (15 mL, 2M solution in EtOH) was evacuated and flushed with H2, then stirred at room temperature for 3 h. The reaction mixture was filtered through celite, rinsed with MeOH, concentrated and dried in vacuum to afford 2-((R)-3-methyl-piperazin-1-yl)-benzylamine (526 mg) as an orange viscous oil. m/z (M+1) 206.29.

Workup

  1. customwas evacuated
  2. customflushed with H2
  3. filtrationThe reaction mixture was filtered through celite
  4. washrinsed with MeOH
  5. concentrationconcentrated
  6. customdried in vacuum

Sources & evidence

ORD record
ord-b317f70d474241df96fda5ba0f992f0c
Source dataset
uspto-grants-2011_10
Patent number
US08044041B2

Reaction notes

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