Reaktion #1780182

Reaktionsgleichung

(R)-benzyl 1-(2-(2-fluoro-6-hydroxyphenyl)-7-methylquinazolin-4-yl)pyrrolidin-3-ylcarbamate

→

(R)-2-(4-(3-aminopyrrolidin-1-yl)-7-methylquinazolin-2-yl)-3-fluorophenol

Ausbeute 93.2%

Lösungsmittel

MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter purging 2 times with N2
2. 2
   Sonstigeevacuating the atmosphere in the flask
3. 3
   workup.ADDITIONcontaining the reaction mixture
4. 4
   workup.ADDITIONan additional 200 mg Pd/C was added
5. 5
   workup.STIRRINGthe reaction was stirred for an additional 4 h
6. 6
   FiltrationThe mixture was filtered through a pad of Celite (150 mL)
7. 7
   Einengenthe filtrate was concentrated under reduced pressure

Vorschrift

Under an N2 atmosphere, Pd/C (10% weight, 210 mg) was added to a solution of (R)-benzyl 1-(2-(2-fluoro-6-hydroxyphenyl)-7-methylquinazolin-4-yl)pyrrolidin-3-ylcarbamate (2.1 g, 4.44 mmol) in MeOH (60 mL). After purging 2 times with N2 and evacuating the atmosphere in the flask containing the reaction mixture, the reaction was stirred under an H2 atmosphere for 16 h. Since the reaction was not complete, an additional 200 mg Pd/C was added, and the reaction was stirred for an additional 4 h. The mixture was filtered through a pad of Celite (150 mL) using 1.8 mL MeOH, and the filtrate was concentrated under reduced pressure to obtain (R)-2-(4-(3-aminopyrrolidin-1-yl)-7-methylquinazolin-2-yl)-3-fluorophenol as a yellow solid (1.4 g, 93%). LC/MS: m/z 339.1 (M+H)+ at 1.05 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).

Quelle