Pyrrolidine → 1-(1-Pyrrolidinylcarbonyl)cyclopropanecarboxamide

HRID 2234362Notes

Reaction equation

HRID 2234362 reaction equation
[NH2:1][C:2]([C:4]1([C:7]([OH:9])=O)[CH2:6][CH2:5]1)=[O:3].CN(C(ON1N=NC2[CH:21]=[CH:22][CH:23]=[N:24][C:19]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.N1CCCC1.CCN(C(C)C)C(C)C>C(Cl)Cl>[N:24]1([C:7]([C:4]2([C:2]([NH2:1])=[O:3])[CH2:6][CH2:5]2)=[O:9])[CH2:23][CH2:22][CH2:21][CH2:19]1

Participants

6

Reactant 4

HCID 31268PyrrolidineHCID 81531DiisopropylethylamineHCID 27332721-(Aminocarbonyl)-1-cyclopropanecarboxylic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

Product 1

HCID 218914561-(1-Pyrrolidinylcarbonyl)cyclopropanecarboxamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 1-(aminocarbonyl)-1-cyclopropane carboxylic acid (Aldrich; 25 g, 193.6 mmol) in DCM (625 mL) was added HATU (73.61 g, 193.6 mmol) and the suspension stirred for 30 minutes. Pyrrolidine (Aldrich; 24.25 mL) and Hunig's base (67 mL) was added and the reaction stirred at room temperature over the weekend.

Workup

  1. stirringthe reaction stirred at room temperature over the weekend

Sources & evidence

ORD record
ord-a5b31fda1dc6475a96e225c020db8c82
Source dataset
uspto-grants-2010_05
Patent number
US07709471B2

Reaction notes

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