HCID 11749116, compound → HCID 18753352, compound

HRID 1838234Notes

Reaction equation

HRID 1838234 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[C:16]([C:22]([F:25])([F:24])[F:23])[CH:15]=2)[CH:10]([CH2:26][CH3:27])[CH2:9]1)C1C=CC=CC=1.[H][H]>CO.[C].[Pd]>[CH2:26]([CH:10]1[CH2:9][NH:8][CH2:13][CH2:12][N:11]1[C:14]1[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[C:16]([C:22]([F:25])([F:24])[F:23])[CH:15]=1)[CH3:27]

Participants

5

Reactant 2

HCID 11749116HCID 11749116, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18753352HCID 18753352, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A 0.65 g portion of 4-(4-benzyl-2-ethylpiperazin-1-yl)-2-trifluoromethylbenzonitrile synthesized in Reference Example 6-1 and 65 mg of 10% palladium-carbon were stirred in methanol at room temperature for 6 hours at atmospheric pressure in an atmosphere of hydrogen. The insoluble matter was removed by filtration through celite, the filtrate was concentrated under reduced pressure, the resulting residue was purified by a silica gel column chromatography, and 0.46 g of the title compound was obtained from chloroform-methanol-29% aqueous ammonia (10:1:0.1, v/v/v) eluate as a yellow oily substance.

Workup

  1. customThe insoluble matter was removed by filtration through celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customthe resulting residue was purified by a silica gel column chromatography

Sources & evidence

ORD record
ord-b2f9b074a6c146a298b3840d82f185ef
Source dataset
uspto-grants-2004_01
Patent number
US06673799B1

Reaction notes

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