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Trifluoroacetic acid → 6-(Pyrrolidin-1-ylmethyl)pyridin-2-amine

HRID 876557
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 876557
[N:1]1([CH2:6][C:7]2[N:12]=[C:11]([NH:13]C(=O)OC(C)(C)C)[CH:10]=[CH:9][CH:8]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.FC(F)(F)C(O)=O>ClCCl>[N:1]1([CH2:6][C:7]2[N:12]=[C:11]([NH2:13])[CH:10]=[CH:9][CH:8]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1
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Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 66694553Tert-butyl 6-(pyrrolidin-1-ylmethyl)pyridin-2-ylcarbamate

Produkt 1

HCID 581545856-(Pyrrolidin-1-ylmethyl)pyridin-2-amineAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of tert-butyl 6-(pyrrolidin-1-ylmethyl)pyridin-2-ylcarbamate 82 (750 mg, 2.71 mmol) in dichloromethane (10 mL) was added trifluoroacetic acid (4.0 mL) at room temperature. The resulting reaction mixture was stirred at room temperature for 6 h and then concentrated under reduced pressure. Saturated aqueous Na2CO3 was added to the resulting residue until the solution pH reached 9. The mixture was then extracted with ethyl acetate (3×25 mL). The combined organic layers were dried with Na2SO4 and concentrated under reduced pressure to afford 49 (440 mg, 92% yield).

Aufarbeitung

  1. customThe resulting reaction mixture
  2. concentrationconcentrated under reduced pressure
  3. additionSaturated aqueous Na2CO3 was added to the resulting residue until the solution pH
  4. extractionThe mixture was then extracted with ethyl acetate (3×25 mL)
  5. dry with materialThe combined organic layers were dried with Na2SO4
  6. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-9c7b4f4c77394b61af23fe015595cd3d
Quelldatensatz
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08987258B2

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