1-Pyrrolidinepropanamine → HCID 10198920, compound

HRID 722678Notes

Reaction equation

HRID 722678 reaction equation
[CH:1]1([CH2:6][CH2:7][C:8](Cl)=[O:9])[CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:11][CH2:12][CH2:13][CH2:14][N:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1>O1CCOCC1.O>[CH:1]1([CH2:6][CH2:7][C:8]([NH:11][CH2:12][CH2:13][CH2:14][N:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)=[O:9])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 316701-PyrrolidinepropanamineHCID 660393-Cyclopentylpropionyl chloride

Product 1

HCID 10198920HCID 10198920, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

3-Cyclopentyl propionylchloride (5 mmol) in 10 ml of dioxane was added dropwise to a solution of 10 mmol of 1-(3-aminopropyl)pyrrolidine in water. After stirring for 4 hours the solvent was evaporated under reduced pressure and the residue purified by column chromatography on silica gel (eluent: methylene chloride/methanol/aqueous ammonia (90/10/1)). The solvent was removed under reduced pressure and the residue was crystallized with oxalic acid from diethyl ether/ethanol.

Workup

  1. customwas evaporated under reduced pressure
  2. customthe residue purified by column chromatography on silica gel (eluent: methylene chloride/methanol/aqueous ammonia (90/10/1))
  3. customThe solvent was removed under reduced pressure
  4. customthe residue was crystallized with oxalic acid from diethyl ether/ethanol

Sources & evidence

ORD record
ord-9fd51d077f544f1fad7084f0f44b5284
Source dataset
uspto-grants-2006_11
Patent number
US07138413B1

Reaction notes

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