Cyclopentylamine → HCID 62326761, compound

HRID 2234426Notes

Reaction equation

HRID 2234426 reaction equation
[CH2:1]([NH:3][C:4](=[O:7])[CH:5]=[CH2:6])[CH3:2].[CH:8]1([NH2:13])[CH2:12][CH2:11][CH2:10][CH2:9]1>CO>[CH:8]1([NH:13][CH2:6][CH2:5][C:4]([NH:3][CH2:1][CH3:2])=[O:7])[CH2:12][CH2:11][CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 2906CyclopentylamineHCID 9793705N-ethylacrylamide

Product 1

HCID 62326761HCID 62326761, compoundYield 80.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-ethylacrylamide (ABCR: 1.045 g, 10.50 mmol) and cyclopentylamine (Aldrich; 987 uL, 10.00 mmol) in methanol (10 mL) were combined in a microwave reaction vessel, which was sealed and irradiated to 140° C. for 30 minutes. The reaction mixture was allowed to cool and loaded directly onto a 50 g SCX-2 cartridge, washing with methanol (100 mL) and eluting the desired product with 7 N methanolic ammonia (100 mL). Concentration under reduced pressure of combined product containing fractions afforded the title compound as a brown oil (1.48 g, 80%)

Workup

  1. customwas sealed
  2. customirradiated to 140° C. for 30 minutes
  3. temperatureto cool
  4. washwashing with methanol (100 mL)
  5. washeluting the desired product with 7 N methanolic ammonia (100 mL)
  6. concentrationConcentration under reduced pressure of combined product
  7. additioncontaining fractions

Sources & evidence

ORD record
ord-d94efcd05a5d4d2497713ea9e47862de
Source dataset
uspto-grants-2010_05
Patent number
US07709471B2

Reaction notes

Loading…