Methanol → 3-(Isopropylamino)-N-methylpropanamide

HRID 2234386

Reaction equation

HRID 2234386 reaction equation
[CH:1]([NH2:4])([CH3:3])[CH3:2].[CH3:5][C:6](=C)[C:7]([NH2:9])=[O:8].[CH3:11]O>>[CH3:11][NH:9][C:7](=[O:8])[CH2:6][CH2:5][NH:4][CH:1]([CH3:3])[CH3:2]

Participants

4

Conditions

Temperature
140 °C

Procedure

Isopropylamine (Aldrich; 1.5 ml, 17.62 mmol) and methyl acrylamide (ABCR; 1.0 g, 11.75 mmol) were combined in methanol (10 ml). The mixture was heated in a microwave at 140° C. for 30 min. The reaction was repeated and the combined reaction mixtures were concentrated to remove excess amine. The residue was re-dissolved in methanol and absorbed onto an SCX column (50 g), washed with methanol and eluted with ammonia/methanol. Concentration of the product containing fractions gave the title compound as a colourless oil (3.2 g, 94%).

Workup

  1. customthe combined reaction mixtures
  2. concentrationwere concentrated
  3. customto remove excess amine
  4. dissolutionThe residue was re-dissolved in methanol
  5. customabsorbed onto an SCX column (50 g)
  6. washwashed with methanol
  7. washeluted with ammonia/methanol
  8. additionConcentration of the product containing fractions

Sources & evidence

ORD record
ord-e0fba4985bad43ddb524ea13723d60df
Source dataset
uspto-grants-2010_05
Patent number
US07709471B2

Linked notes

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