Diisopropylethylamine → 6-(3-ethoxyphenyl)-N-[[2-(trifluoromethyl)-1H-indol-5-yl]methyl]pyridine-3-carboxamide

To a stirred solution of HATU (72.8 mg, 0.192 mmol) in DMF (1 ml) was added 6-[3-(ethyloxy)phenyl]-3-pyridinecarboxylic acid (Intermediate 6, 29 mg, 0.119 mmol) in DMF (0.5 ml), followed by DIPEA (0.050 ml, 0.287 mmol) and finally {[2-(trifluoromethyl)-1H-indol-5-yl]methyl}amine (Intermediate 4, 24 mg, 0.096 mmol) in DMF (1 ml). The solution was stirred for 24 hrs. DMF was removed using a rotary evaporator followed by addition of DCM and sodium bicarbonate solution. The mixture was poured through a phase separation cartridge. The organic layer was evaporated to dryness and purified using MDAP to give the title compound as a white solid (27 mg);

1. customDMF was removed
2. customa rotary evaporator
3. additionfollowed by addition of DCM and sodium bicarbonate solution
4. additionThe mixture was poured through a phase separation cartridge
5. customThe organic layer was evaporated to dryness
6. custompurified

ORD-Eintrag

ord-8dc535b2133b48febdbda5c5486e5255

Quelldatensatz

uspto-grants-2013_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08377941B2