Sodium borohydride → HCID 86586509, compound

Participants

Reaction Steps

This compound was prepared according to General Method 6 (EXAMPLE 3) from (3R)-3,4-dihydro-8-isopropoxy-3-phenyl-10-(trifluoromethyl)-2H-[1,4]oxazino[2,3-f]quinoline (49.5 mg, 0.127 mmol) and NaBH4 (300 mg, 7.9 mmol) in 5 mL TFA, to afford 50.7 mg (85%) of (3R)-3,4-dihydro-8-isopropoxy-3-phenyl-4-(2,2,2-trifluoroethyl)-10-(trifluoromethyl)-2H-[1,4]oxazino[2,3-f]quinoline, a yellow solid, after column chromatography (1:3 CH2Cl2:hexanes). 1H NMR (400 MHz, CDCl3) δ 7.55–7.10 (m, 8H), 5.50 (septet, 1H, J=6.2), 4,77 (dd, 1H, J=4.4, 3.4), 4.39 (dd, 1H, J=11.0, 3.4), 4.29 (dd, 1H, J=11.0, 4.4), 4.10 (m, 1H), 3.66 (m, 1H), 1.40 (d, 6H, J=6.2).

Provenance & Evidence