Reaktion #6976

Reaktionsgleichung

BOP reagent

4-fluoro-3-{[2-(pyridin-2-ylamino)-thiazol-5-ylmethyl]-amino}-benzoic acid

cyclopropylmethyl amine

→

title compound

Ausbeute 83.0%

N-Cyclopropylmethyl-4-fluoro-3-{[2-(pyridin-2-ylamino)-thiazol-5-ylmethyl]-amino}-benzamide

Ausbeute 83.0%

Lösungsmittel

EtOAc

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe above reaction mixture
2. 2
   Waschenwashed with 10% NaHCO3 (3×5 mL), and 10% LiCl (5 mL)
3. 3
   TrocknenThe organic layer was dried over Na2SO4
4. 4
   Einengenconcentrated
5. 5
   Sonstigethe residue was purified by preparative HPLC

Vorschrift

To a solution of 4-fluoro-3-{[2-(pyridin-2-ylamino)-thiazol-5-ylmethyl]-amino}-benzoic acid (35 mg, 0.10 mmol) in DMF (1 mL) at RT, cyclopropylmethyl amine (14 mg 0.20 mmol) was added followed by the addition of BOP reagent (53 mg, 0.12 mmol). The above reaction mixture was stirred for 2 h, diluted with EtOAc (10 mL), washed with 10% NaHCO3 (3×5 mL), and 10% LiCl (5 mL). The organic layer was dried over Na2SO4, concentrated and the residue was purified by preparative HPLC to give the title compound as a off-white solid (33 mg, 83%). (M+H)+=398.

Quelle