5-Nitro-2-pyrrolidin-1-ylmethylbenzoxazole → 2-[(Pyrrolidin-1-yl)methyl]-1,3-benzoxazol-5-amine

HRID 2400363Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2400363
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:11][C:10]([CH2:12][N:13]3[CH2:17][CH2:16][CH2:15][CH2:14]3)=[N:9][C:8]=2[CH:18]=1)([O-])=O>[Pd].CCOC(C)=O.CO>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]2[O:11][C:10]([CH2:12][N:13]3[CH2:14][CH2:15][CH2:16][CH2:17]3)=[N:9][C:8]=2[CH:18]=1

Komponenten

4

Edukt 1

HCID 597669925-Nitro-2-pyrrolidin-1-ylmethylbenzoxazole

Produkt 1

HCID 597669972-[(Pyrrolidin-1-yl)methyl]-1,3-benzoxazol-5-amineAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 21584119Ethylacetate methanolLösungsmittel

Versuchsvorschrift

To a solution of 5-nitro-2-[(pyrrolidin-1-yl)methyl]benzoxazole (300 mg, 1.21 mmol) in a mixed solvent of EtOAc-MeOH (1:1, 70 mL) was added 10% Pd—C (40 mg), the flask was purged with argon, then the argon was replaced with H2, the reaction mixture was stirred under H2 atmosphere for 30 min. After filtration through Celite, washed with ethyl acetate. The solvents were evaporated to provide 263 mg (100%) of 5-amino-2-[(pyrrolidin-1-yl)methyl]benzoxazole as a yellow solid.

Aufarbeitung

  1. customthe flask was purged with argon
  2. filtrationAfter filtration through Celite
  3. washwashed with ethyl acetate
  4. customThe solvents were evaporated

Quellen und Nachweise

ORD-Eintrag
ord-0520fc1cf16541708cae4208b71cde02
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08796259B2

Notizen zur Reaktion

Wird geladen…