Hydrochloric Acid → (S)-(3-(Azetidin-3-ylamino)pyrrolidin-1-yl)(phenyl)methanone

HRID 2038406Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2038406
C(OC([N:8]1[CH2:11][CH:10]([NH:12][C@H:13]2[CH2:17][CH2:16][N:15]([C:18](=[O:25])[C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:14]2)[CH2:9]1)=O)(C)(C)C.Cl>CO.O1CCOCC1>[NH:8]1[CH2:9][CH:10]([NH:12][C@H:13]2[CH2:17][CH2:16][N:15]([C:18]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[O:25])[CH2:14]2)[CH2:11]1

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 67288181(S)-tert-Butyl-3-((1-benzoylpyrrolidin-3-yl)amino)azetidine-1-carboxylate

Produkt 1

HCID 67288563(S)-(3-(Azetidin-3-ylamino)pyrrolidin-1-yl)(phenyl)methanone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To a solution of compound 5d (0.96 g, 2.78 mmol) in MeOH (5 mL) was added HCl solution in dioxane (4M, 10 mL) at room temperature. The mixture was stirred at room temperature for 4 h. The solvent was removed by evaporation. Ether (50 mL) was added to the residue. The off-white solid was collected by filtration, washed with hexanes, and dried under vacuum. The crude compound 5e was used in the next reaction without further purification. MS m/z (M+H+) 246.0.

Aufarbeitung

  1. customThe solvent was removed by evaporation
  2. additionEther (50 mL) was added to the residue
  3. filtrationThe off-white solid was collected by filtration
  4. washwashed with hexanes
  5. customdried under vacuum
  6. customThe crude compound 5e was used in the next reaction without further purification

Quellen und Nachweise

ORD-Eintrag
ord-304521741bde40c2ad110c4791d5e3c2
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08575363B2

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