Reaktion #824393

Reaktionsgleichung

2-[4-(4-Cyano-phenyl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester

NaBH4

→

2-[4-(4-Aminomethyl-phenyl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester

Lösungsmittel

EtOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeReaction mixture
2. 2
   SonstigeReaction mixture
3. 3
   Filtrationwas filtered
4. 4
   Einengenfiltrate concentrated under reduced pressure
5. 5
   Sonstigeto yield crude product which
6. 6
   Sonstigewas then purified

Vorschrift

2-[4-(4-Cyano-phenyl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester (100 mg, 0.23 mmol) was suspended in 10 mL of dry EtOH. To this suspension was added NaBH4 (12.8 mg, 0.46 mmol) followed by CoCl2 (60 mg, 0.46 mmol). Reaction mixture was stirred at room temperature for 4 hours. Reaction mixture was filtered and filtrate concentrated under reduced pressure to yield crude product which was then purified using reverse phase HPLC. MS: 433.1 (M+H+); H1 NMR (MeOH-d4): δ(ppm) 8.00 (d, 2H), 7.49 (m, 3H), 7.37 (m, 2H), 7.18 (d, 1H), 7.02 (m, 2H), 5.03 (m, 2H), 4.49 (m, 1H), 4.16 (s, 2H), 3.96 (m, 2H), 3.61 (m, 2H), 2.39 (m, 1H), 1.99 (m, 4H).

Quelle