1-Isopropylpiperazine → N-[2-(4-Isopropyl-piperazin-1-yl)-pyridin-4-yl]-N-methyl-acetamide

HRID 1432151Notes

Reaction equation

HRID 1432151 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.[CH3:13][CH:14]([N:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1)[CH3:15]>>[CH:14]([N:16]1[CH2:21][CH2:20][N:19]([C:2]2[CH:7]=[C:6]([N:8]([CH3:12])[C:9](=[O:11])[CH3:10])[CH:5]=[CH:4][N:3]=2)[CH2:18][CH2:17]1)([CH3:15])[CH3:13]

Participants

3

Reactant 2

HCID 780131-IsopropylpiperazineHCID 45119279N-(2-Chloro-4-pyridinyl)-N-methylacetamide

Product 1

HCID 68941905N-[2-(4-Isopropyl-piperazin-1-yl)-pyridin-4-yl]-N-methyl-acetamide

Conditions

Temperature
120 °C

Procedure

A mixture of 4 g (22 mmol) N-(2-chloro-pyridin-4-yl)-N-methyl-acetamide and 2.8 g (22 mmol) 1-(2-propyl)-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 2.5 g (41%) of the title compound as light brow oil. MS: (m/e): 277.2 (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 2.5 g (41%) of the title compound as light brow oil

Sources & evidence

ORD record
ord-c643291eae734ed1b33f336e85344664
Source dataset
uspto-grants-2009_11
Patent number
US07612076B2

Reaction notes

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