Ethyl formate → HCID 86604795, compound

HRID 856081Notes

Reaction equation

HRID 856081 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][NH2:17])[CH2:11][CH2:10]2)=[CH:5][CH:4]=1.[CH:20](OCC)=[O:21]>>[F:19][C:2]([F:1])([F:18])[C:3]1[CH:4]=[CH:5][C:6]([N:9]2[CH2:10][CH2:11][N:12]([CH2:15][CH2:16][NH:17][CH:20]=[O:21])[CH2:13][CH2:14]2)=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 8025Ethyl formateHCID 552195564-[4-(Trifluoromethyl)phenyl]-1-piperazineethanamine

Product 1

HCID 86604795HCID 86604795, compoundYield 94%

Procedure

A mixture of 2-[4-(4-trifluoromethylphenyl)piperazin-1-yl]ethylamine (906 mg, 3.32 mmol) prepared in Reference Example 154 and ethyl formate (10 ml) was heated under reflux for 5 hours. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (methylene chloride/methanol=100/1) to afford N-{2-[4-(4-trifluoromethylphenyl)piperazin-1-yl]ethyl}formamide (942 mg, yield 94%) as a white powder.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 5 hours
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customthe residue was purified by silica gel column chromatography (methylene chloride/methanol=100/1)

Sources & evidence

ORD record
ord-94cd705365bb445c80eee60910052272
Source dataset
uspto-grants-2007_08
Patent number
US07262212B2

Reaction notes

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