1-Cyclopentylpiperazine → HCID 68942069, compound

HRID 272537Notes

Reaction equation

HRID 272537 reaction equation
Cl[C:2]1[CH:7]=[C:6]([N:8]([CH3:12])[C:9](=[O:11])[CH3:10])[CH:5]=[CH:4][N:3]=1.[CH:13]1([N:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)[CH2:17][CH2:16][CH2:15][CH2:14]1>>[CH:13]1([N:18]2[CH2:19][CH2:20][N:21]([C:2]3[CH:7]=[C:6]([N:8]([CH3:12])[C:9](=[O:11])[CH3:10])[CH:5]=[CH:4][N:3]=3)[CH2:22][CH2:23]2)[CH2:14][CH2:15][CH2:16][CH2:17]1

Participants

3

Reactant 2

HCID 8064211-CyclopentylpiperazineHCID 45119279N-(2-Chloro-4-pyridinyl)-N-methylacetamide

Product 1

HCID 68942069HCID 68942069, compound

Conditions

Temperature
120 °C

Procedure

A mixture of 4 g (22 mmol) N-(2-chloro-pyridin-4-yl)-N-methyl-acetamide and 3.5 g (23 mmol) 1-(cyclopentyl)-piperazine was heated to 120° C. for 24 h. The crude product was purified by flash column chromatography on silica eluting with a gradient formed from heptane and ethyl acetate (0.1% NEt3) to yield after evaporation of the product fractions 3.3 g (50%) of the title compound as light brow oil. MS: (m/e): 303.3 (MH+).

Workup

  1. customThe crude product was purified by flash column chromatography on silica eluting with a gradient
  2. customformed from heptane and ethyl acetate (0.1% NEt3)
  3. customto yield
  4. customafter evaporation of the product fractions 3.3 g (50%) of the title compound as light brow oil

Sources & evidence

ORD record
ord-a4c17bb9cba04695b1cd7ef560ba1877
Source dataset
uspto-grants-2008_11
Patent number
US07456175B2

Reaction notes

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