Trifluoroacetic acid → 4-(4-Fluoro-2-(tetrahydro-2H-pyran-4-yloxy)phenylamino)-5-methyl-N-(3-(methylamino)propyl)thieno[2,3-d]pyrimidine-6-carboxamide

温度

0 °C

HATU (0.073 g, 0.193 mmol) was added into a mixture of methyl 4-(4-fluoro-2-(tetrahydro-2H-pyran-4-yloxy)phenylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxylate (0.07 g, 0.175 mmol) and Hünig's base (30 μL, 0.175 mmol) in DMF (2.0 mL) at 0° C. The reaction mixture was stirred at 0° C. for 0.5 hours. tert-Butyl 3-aminopropyl(methyl)carbamate (0.164 g, 0.875 mmol) was added, the coolant removed and the reaction stirred at ambient temperature overnight. The product was recrystallised from EtOAc to yield colourless solid. The solid was dissolved in DCM (2.0 mL), treated with trifluoroacetic acid (0.50 mL) and the reaction stirred at ambient temperature for 2 hours. The reaction mixture was applied to an SCX cartridge and eluted with MeOH (30 mL) followed by ammonia in MeOH. Evaporation of appropriate fractions gave the product as a colourless solid (0.042 g, 50%).

1. customthe coolant removed
2. stirringthe reaction stirred at ambient temperature overnight
3. customThe product was recrystallised from EtOAc
4. customto yield colourless solid
5. stirringthe reaction stirred at ambient temperature for 2 hours
6. washeluted with MeOH (30 mL)
7. customEvaporation of appropriate fractions

ORDレコード

ord-ef8d3b274c904beb8606cf0c919c155d

出典データセット

uspto-grants-2013_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08486953B2