Reacción #85990

Ecuación de reacción

methanol

lithium aluminum hydride

ethyl 4-({2-[(4-amino-5-cyano-1,3-thiazol-2-yl)amino]ethyl}amino)-6-(2,4-dichlorophenyl)pyrazolo[1,5-a]pyrazine-2-carboxylate

hydrochloric acid

→

product

4-Amino-2-[(2-{[6-(2,4-dichlorophenyl)-2-(hydroxymethyl)pyrazolo[1,5-a]pyrazin-4-yl]amino}-ethyl)amino]-1,3-thiazole-5-carbonitrile

Disolventes

THF

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   ExtracciónThe mixture was extracted repeatedly with ethyl acetate
2. 2
   OtroRemoval of the solvent and purification by preparative HPLC

Procedimiento

100 mg (0.184 mmol) of ethyl 4-({2-[(4-amino-5-cyano-1,3-thiazol-2-yl)amino]ethyl}amino)-6-(2,4-dichlorophenyl)pyrazolo[1,5-a]pyrazine-2-carboxylate (Example 11) were dissolved in 10 ml of THF, and 0.276 ml (0.276 mmol) of a solution of lithium aluminum hydride (1 mol/l) in THF was added dropwise at RT. The mixture was stirred for 2 h, and after complete conversion first methanol was added, and then the pH was adjusted to pH=5 using dilute hydrochloric acid. The mixture was extracted repeatedly with ethyl acetate. Removal of the solvent and purification by preparative HPLC gave 61 mg (64% of theory) of the product as a solid.

Fuente