6-Fluoro-5-Hydroxy-4-Nitro-Hexanoic Acid Methylamide → HCID 86625111, compound

To a solution of 6-fluoro-5-hydroxy-4-nitro-hexanoic acid methylamide (0.325 g, 1.56 mmol) in MeOH (12 mL) was added Raney Ni (about 0.12 g), and the mixture was shaken under H2 (40-45 psi) at room temperature for 18 h. The black mixture was filtered through celite, and the celite was washed with additional MeOH (100 mL). The yellow solution was concentrated to give yellow oil (0.250 g, 90%), which was used without further purification. 1H NMR (CDCl3): 5.68 (br s, NH, 1H), 4.64-4.38 (m, 2H), 3.64-3.49 (m, 1H), 2.90-2.85 (m, 1H), 2.81 (d, J=5.10 Hz, 3H), 2.40-2.29 (m, 2H), 1.97-1.88 (m, 2H); Mass Spectra: ESI: calculated: 178.11. found: MH+ 179.18.

1. filtrationThe black mixture was filtered through celite
2. washthe celite was washed with additional MeOH (100 mL)
3. concentrationThe yellow solution was concentrated

ORD record

ord-0b7d8e7f59b64f14b2c09fbad273ee7f

Source dataset

uspto-grants-2009_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07504382B2