HCID 68538664, compound → HCID 68537492, compound

HRID 1993574Notes

Reaction equation

HRID 1993574 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:14]([N:16]2[CH2:21][CH2:20][N:19]([CH2:22][CH3:23])[CH2:18][CH2:17]2)=[O:15])[CH:7]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:9]=1)([O-])=O>C(O)C.[Ni]>[NH2:1][C:4]1[CH:5]=[C:6]([C:14]([N:16]2[CH2:21][CH2:20][N:19]([CH2:22][CH3:23])[CH2:18][CH2:17]2)=[O:15])[CH:7]=[C:8]([C:10]([F:11])([F:12])[F:13])[CH:9]=1

Participants

4

Reactant 1

HCID 68538664HCID 68538664, compound

Product 1

HCID 68537492HCID 68537492, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

Hydrogenation of (3-nitro-5-trifluoromethyl-phenyl)-(4-ethyl-piperazin-1-yl)-methanone (16.5 g, 50 mmol) in ethanol (300 ml) In the presence of Raney-Nickel (3 g), filtration through celite, concentration of the filtrate and crystallization from hexane gives the title compound: m.p.: 104° C.; MS: [M+1]+=302; 1H-NMR (CDCl3): 6.96 (s, 1H), 6.91 (s, 1H), 6.83 (s, 1H), 3.99 (sb, H2N), 3.80 (m, 2H), 3.44 (m, 2H), 2.53 (m, 2H), 2.46 (q, 2H), 2.40 (m, 2H), 1.12 (t, 3H).

Workup

  1. customthrough celite, concentration of the filtrate and crystallization from hexane

Sources & evidence

ORD record
ord-48acba95bf744d2bb4484404efe29bb2
Source dataset
uspto-grants-2010_01
Patent number
US07652022B2

Reaction notes

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