反应详情

To a stirred solution of 6-chloro-2-(3-oxo-cyclopentyl)-quinoline-5-carboxylic acid (4,4-difluoro-cyclohexylmethyl)-amide (30 mg, 0.07 mmol, 1.00 eq) in dry THF (3 mL) was added NaBH4 (5.34 mg, 0.14 mmol, 2.00 eq) at 0° C. and left to stir at RT for 1 h. The reaction mixture was quenched with water (5 mL) and extracted with EtOAc (15 mL). The organic layer was washed with brine, dried over Na2SO4, filtered and concentrated to afford crude product which was purified using preparative HPLC to afford the title compound as (10.00 mg, 0.02 mmol, 32.9%) off-white gum. 1H NMR (400 MHz, DMSO-d6): δ 8.26-8.39 (bs, 1H), 7.98-8.20 (m, 1H), 7.53-7.72 (m, 2H), 6.53-6.71 (m, 1H), 4.42 (d, J=5.52 Hz, 1H), 3.70 (d, J=3.83 Hz, 1H), 3.48-3.51 (m, 2H), 2.08-2.37 (m, 6H), 1.69-2.05 (m, 8H), 1.26-1.49 (m, 2H). m/z: 423 [M+H]+

1. waitleft
2. customThe reaction mixture was quenched with water (5 mL)
3. extractionextracted with EtOAc (15 mL)
4. washThe organic layer was washed with brine
5. dry with materialdried over Na2SO4
6. filtrationfiltered
7. concentrationconcentrated
8. customto afford crude product which
9. customwas purified