Reacción #743022

Ecuación de reacción

1-(3-amino-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine

3-methoxypropionic acid

1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride

1-hydroxybenzotriazole

→

title compound

Rendimiento 13.3%

N-[3-(4-Amino-pyrazolo[3,4-d]pyrimidin-1-yl)-phenyl]-3-methoxy-propionamide

Rendimiento 13.3%

Disolventes

methanol

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGThe reaction was stirred at room temperature for 18 hours
2. 2
   Otrosolvent was removed in vacuo
3. 3
   LavadoThe resultant solid was washed with water
4. 4
   Otropurified by semi-preparative HPLC

Procedimiento

Title compound 11B, 1-(3-amino-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine (37 mg, 1.1 eq, 0.16 mmol) was added to a solution of 3-methoxypropionic acid (15.5 mg, 1.0 eq, 0.15 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (25 mg, 1.0 eq, 0.16 mmol), 1-hydroxybenzotriazole (20 mg, 1.0 eq, 0.15 mmol) in DMF (1 ml) which had been stirred for 10 minutes under an inert atmosphere. The reaction was stirred at room temperature for 18 hours, after which methanol (1 ml) was added, and solvent was removed in vacuo. The resultant solid was washed with water and purified by semi-preparative HPLC to yield the title compound as a white solid (5.8 mg, 0.02 mmol, 12%). LCMS: [M+H]+=313, Rt=1.35 min, 100% purity.

Fuente