Reacción #156604

Ecuación de reacción

Triethylamine

trifluoromethanesulfonic acid 2-[4-((R)-3-dimethylaminopyrrolidin-1-yl)-3-fluorophenyl]-1-oxo-1,2,3,4-tetrahydroisoquinolin-6-yl ester

DMF

methanol

→

2-[4-((R)-3-Dimethylaminopyrrolidin-1-yl)-3-fluorophenyl]-1-oxo-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid methyl ester

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe cooled
2. 2
   Otroreaction mixture
3. 3
   Otrowas partitioned between water and ethyl acetate
4. 4
   SecadoThe organic phase was dried over sodium sulfate
5. 5
   Concentraciónconcentrated
6. 6
   OtroThe residue was purified by preparative HPLC
7. 7
   OtroThe product with the molecular weight of 411.48 (C23H26FN3O3) was obtained in this way

Procedimiento

Triethylamine (1.0 g) and then Pd(dppf)Cl2 (365 mg) were added to a mixture of trifluoromethanesulfonic acid 2-[4-((R)-3-dimethylaminopyrrolidin-1-yl)-3-fluorophenyl]-1-oxo-1,2,3,4-tetrahydroisoquinolin-6-yl ester (2.5 g), DMF (50 mL) and methanol (25 mL). The mixture was heated at 50° C. in an autoclave under a CO atmosphere (5 bar) for 6 hours. The cooled and decompressed reaction mixture was partitioned between water and ethyl acetate. The organic phase was dried over sodium sulfate and concentrated. The residue was purified by preparative HPLC. The product with the molecular weight of 411.48 (C23H26FN3O3) was obtained in this way; MS (ESI): 412 (M+H+).

Fuente