HCID 66738591, Verbindung → HCID 57652073, Verbindung

HRID 557704Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 557704
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][C@H:10]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][N:15]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>[Pd].CO>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][C@H:10]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([NH2:20])=[CH:16][N:15]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Komponenten

4

Edukt 1

HCID 66738591HCID 66738591, Verbindung

Produkt 1

HCID 57652073HCID 57652073, VerbindungAusbeute 105,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of (S)-3-(5-nitro-pyridin-2-ylamino)-pyrrolidine-1-carboxylic acid tert-butyl ester (500 mg, 1.67 mmol), 10% palladium on carbon (80 mg) in methanol (10 mL) was hydrogenated at 50 psi in a Parr Shaker at room temperature for 2 h. The reaction mixture was then filtered through a plug of celite and the filtration pad was washed with ethyl acetate. The organic layers were collected and concentrated to give (S)-3-(5-amino-pyridin-2-ylamino)-pyrrolidine-1-carboxylic acid tert-butyl ester (490 mg, crude) as a light red solid, which was directly used in the next step without further purification.

Aufarbeitung

  1. filtrationThe reaction mixture was then filtered through a plug of celite
  2. washthe filtration pad was washed with ethyl acetate
  3. customThe organic layers were collected
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-588dbcca08fd4b9ca0f018868fc541f6
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08058299B2

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