Reaktion #156604

Reaktionsgleichung

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

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe cooled
2. 2
   Sonstigereaction mixture
3. 3
   Sonstigewas partitioned between water and ethyl acetate
4. 4
   TrocknenThe organic phase was dried over sodium sulfate
5. 5
   Einengenconcentrated
6. 6
   SonstigeThe residue was purified by preparative HPLC
7. 7
   SonstigeThe product with the molecular weight of 411.48 (C23H26FN3O3) was obtained in this way

Vorschrift

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+).

Quelle