tert-butyl N-(4-pyrrolidin-1-ylcyclohexyl)carbamate → Cyclohexanamine, 4-(1-pyrrolidinyl)-, trans-(9CI)

HRID 2234500Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2234500
[N:1]1([CH:6]2[CH2:11][CH2:10][CH:9]([NH:12]C(=O)OC(C)(C)C)[CH2:8][CH2:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1>C(Cl)Cl.C(O)(C(F)(F)F)=O>[N:1]1([CH:6]2[CH2:11][CH2:10][CH:9]([NH2:12])[CH2:8][CH2:7]2)[CH2:2][CH2:3][CH2:4][CH2:5]1

Komponenten

4

Edukt 1

HCID 21882609tert-butyl N-(4-pyrrolidin-1-ylcyclohexyl)carbamate2×

Produkt 1

HCID 21882596Cyclohexanamine, 4-(1-pyrrolidinyl)-, trans-(9CI)Ausbeute 74 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittel2×HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

tert-butyl N-(4-pyrrolidin-1-ylcyclohexyl)carbamate (Intermediate 238; 222 mg, 0.83 mmol) was taken up in DCM (1.5 mL) and TFA (1 mL). The reaction mixture was stirred at ambient temperature for 3 hours, poured directly onto an SCX-3 cartridge (2 g), pre-wet with DCM. The cartridge was washed through with DCM (10 mL), followed by methanol (30 mL) and then eluted with 2M ammonia in Methanol (25 mL). Evaporation to dryness of the ammoniacal solution yielded the title compound as an amber coloured oil (103 mg, 74%)

Aufarbeitung

  1. washThe cartridge was washed through with DCM (10 mL)
  2. washeluted with 2M ammonia in Methanol (25 mL)
  3. customEvaporation to dryness of the ammoniacal solution

Quellen und Nachweise

ORD-Eintrag
ord-e58a8e05d0fa4b629029aa8b580a8f41
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07709471B2

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