Trifluoroacetic acid → Diethyl 1-[(2S)-1-aminopropan-2-yl]-1H-pyrrolo[2,3-b]pyridine-2,6-dicarboxylate

HRID 1521724Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1521724
C(OC([NH:8][CH2:9][C@@H:10]([N:12]1[C:16]2=[N:17][C:18]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:19][CH:20]=[C:15]2[CH:14]=[C:13]1[C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH3:11])=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:8][CH2:9][C@@H:10]([N:12]1[C:16]2=[N:17][C:18]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:19][CH:20]=[C:15]2[CH:14]=[C:13]1[C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH3:11]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 67238103Diethyl (S)-1-(1-((tert-butoxycarbonyl)amino)propan-2-yl)-1H-pyrrolo[2,3-b]pyridine-2,6-dicarboxylate

Produkt 1

HCID 67236980Diethyl 1-[(2S)-1-aminopropan-2-yl]-1H-pyrrolo[2,3-b]pyridine-2,6-dicarboxylateAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of diethyl 1-{(2S)-1-[(tert-butoxycarbonyl)amino]propan-2-yl}-1H-pyrrolo[2,3-b]pyridine-2,6-dicarboxylate (3.00 g, 7.15 mmol) in CH2Cl2 (20 mL) is added TFA (10 mL). The mixture is stirred at room temperature for 3 hr then is concentrated under reduced pressure. The residue is taken up in ethyl acetate and is washed with brine, is dried (Na2SO4) and concentrated in vacuo to afford the title compound (2.17 g) which is used in the next step without purification.

Aufarbeitung

  1. concentrationthen is concentrated under reduced pressure
  2. washis washed with brine
  3. dry with materialis dried (Na2SO4)
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-59eb7f3fe701497ba6ae9ac180eae63e
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09073926B2

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