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Hydrochloric Acid → cyclopropyl-(R)-1-pyrrolidin-2-ylmethyl-amine

HRID 1359699
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1359699
[CH:1]1([NH:4][C:5]([C@H:7]2[CH2:11][CH2:10][CH2:9][NH:8]2)=O)[CH2:3][CH2:2]1.Cl>C1COCC1>[CH:1]1([NH:4][CH2:5][C@H:7]2[CH2:11][CH2:10][CH2:9][NH:8]2)[CH2:3][CH2:2]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 21139077(R)-N-Cyclopropylpyrrolidine-2-carboxamide

Produkt 1

HCID 69627816cyclopropyl-(R)-1-pyrrolidin-2-ylmethyl-amineAusbeute 89,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

(R)-Pyrrolidine-2-carboxylic acid cyclopropylamide (0.5 g, 3.2 mmol) in THF (4 mL) was added to borane-tetrahydrofuran complex (6 mL, 1 M, 6 mmol) at 0° C. The reaction mixture was refluxed for overnight after which more BH3 was added and heating was continued for another 2 h. The reaction mixture was acidified with 3M HCl soution and refluxed for 0.5 h. The reaction mixture was concentrated and the residue was basified with 2M NaOH solution. It crude reaction mixture was then extracted with 5% methanol in dichloromethane to give 0.4 g (89%) of cyclopropyl-(R)-1-pyrrolidin-2-ylmethyl-amine.

Aufarbeitung

  1. temperatureThe reaction mixture was refluxed for overnight after which more
  2. additionwas added
  3. temperatureheating
  4. temperaturerefluxed for 0.5 h
  5. concentrationThe reaction mixture was concentrated
  6. customIt crude reaction mixture
  7. extractionwas then extracted with 5% methanol in dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-b1898f5138054662b97a8edf331b9543
Quelldatensatz
uspto-grants-2003_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06599902B2

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