4-Piperidinecarboxamide → HCID 22292218, compound

HRID 968045Notes

Reaction equation

HRID 968045 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]([NH2:9])=[O:8])[CH2:3][CH2:2]1.C(N(CC)CC)C.[C:17](O)(=[O:20])[CH:18]=[CH2:19]>CN(C)C=O>[C:17]([NH:9][C:7]([CH:4]1[CH2:5][CH2:6][NH:1][CH2:2][CH2:3]1)=[O:8])(=[O:20])[CH:18]=[CH2:19]

Participants

5

Reactant 3

HCID 37724-PiperidinecarboxamideHCID 6581Acrylic AcidHCID 8471Triethylamine

Product 1

HCID 22292218HCID 22292218, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

Into a liquid reaction mixture of 4-piperidinecarboxamide (5.0 mg) and triethylamine (5.3 ml) in dimethylformamide (70 ml), a solution of acrylic acid (3.2 ml) dissolved in dimethylformamide (20 ml) was dropped under ice-cooling over 3 hours. After the completion of the addition, the resultant mixture was stirred at room temperature for 1 hour and then filtered. From the filtrate thus obtained, the solvent was eliminated by using a rotary evaporator. After adding an acetone solution to the residue, the mixture was treated with a silica gel column to give N-acryloyl-4-piperidinecarboxamide (1.4 g).

Workup

  1. additionwas dropped under ice-
  2. temperaturecooling over 3 hours
  3. additionAfter the completion of the addition
  4. filtrationfiltered
  5. customFrom the filtrate thus obtained
  6. customa rotary evaporator
  7. additionAfter adding an acetone solution to the residue
  8. additionthe mixture was treated with a silica gel column

Sources & evidence

ORD record
ord-15f55aa55f82473983e4573543a33b1f
Source dataset
uspto-grants-2005_10
Patent number
US06956077B1

Reaction notes

Loading…