1-(4-methoxyphenyl)-4-(6-nitropyridin-3-yl)piperazine → HCID 14986895, compound

HRID 1493595Notes

Reaction equation

HRID 1493595 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][N:12]([C:15]3[CH:16]=[CH:17][C:18]([N+:21]([O-])=O)=[N:19][CH:20]=3)[CH2:11][CH2:10]2)=[CH:5][CH:4]=1>C(OCC)(=O)C.[Pt]>[NH2:21][C:18]1[CH:17]=[CH:16][C:15]([N:12]2[CH2:13][CH2:14][N:9]([C:6]3[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)[CH2:10][CH2:11]2)=[CH:20][N:19]=1

Participants

4

Reactant 1

HCID 48776161-(4-methoxyphenyl)-4-(6-nitropyridin-3-yl)piperazine

Product 1

HCID 14986895HCID 14986895, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A suspension of the product of part (i) (0.65 g, 2.0 mmole) in ethyl acetate (30 ml) was hydrogenated over 5% platinum on carbon (25 mg) at 45 p.s.i. (310 kPa) and at 50° for 12 hours, followed by 45 hours at room temperature. The resulting mixture was filtered to remove the catalyst, concentrated under reduced pressure and the residue triturated with ether to yield the desired product, m.p. 182°-188° (0.28 g, 50%), which was used without further purification.

Workup

  1. waitfollowed by 45 hours at room temperature
  2. filtrationThe resulting mixture was filtered
  3. customto remove the catalyst
  4. concentrationconcentrated under reduced pressure
  5. customthe residue triturated with ether

Sources & evidence

ORD record
ord-4236b47c11214086b5e1a549ff117784
Source dataset
uspto-grants-1991_06
Patent number
US05023258

Reaction notes

Loading…