Triethylamine → HCID 73335728, Verbindung

To a mixture of 1-(4-fluorophenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-b]pyridine (0.030 g, 0.11 mmol), 2-[4-chloro-3-(trifluoromethyl)phenyl]-2-methyl-propanoic acid (0.030 g, 0.11 mmol) and NEt3 (0.070 mL, 0.50 mmol) in DMF (0.6 mL) was added HATU (0.060 g, 0.15 mmol). The mixture was stirred at rt for 30 min. It was then quenched with water, and partitioned between EtOAc (50 mL) and sat. NaHCO3 (30 mL). The organic layer was separated, dried over Na2SO4, concentrated in vacuo and purified by reverse phase HPLC to afford the desired product (0.005 g, 10%). 1H NMR (400 MHz, CDCl3) δ 8.50 (s, 1H), 7.60 (d, J=2.0 Hz, 1H), 7.30-7.51 (m, 4H), 7.14 (dd, J=8.8, 8.4 Hz, 2H), 3.22 (m, 2H), 2.69 (t, J=6.4 Hz, 2H), 1.64 (s, 6H); 1.62 (m, 2H); MS: (ES) m/z calculated for C23H20ClF4N3O [M+H]+ 466.1, found 466.1.

1. customIt was then quenched with water
2. custompartitioned between EtOAc (50 mL) and sat. NaHCO3 (30 mL)
3. customThe organic layer was separated
4. dry with materialdried over Na2SO4
5. concentrationconcentrated in vacuo
6. custompurified by reverse phase HPLC

ORD-Eintrag

ord-8dc9a553b65e452fbf7e8abdb39712e1

Quelldatensatz

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09181241B2