Diisopropylethylamine → Tert-butyl 4-{2-fluoro-5-[(4-oxo-3,4-dihydrophthalazin-1-yl)methyl]benzoyl}piperazine-1-carboxylate

2-fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoic acid (100 mg, 0.33 mmol), tert-butyl piperazine-1-carboxylate (187.3 mg, 1.0 mmol), HATU (255 mg, 0.67 mmol), and DIPEA (0.5 ml, 3.0 mmol) were dissolved in DMF (25 ml) and stirred at room temperature for 24 h. The reaction mixture was partitioned between DCM and water (50 ml each), and the organic phase was washed with aqueous sodium bicarbonate and brine, dried over sodium sulphate, filtered, and concentrated to get the crude product. Then the crude product was purified by column chromatography on silica gel (Petroleum ether:Ethyl Acetate=1:3) to afford target compound (100 mg, 64%) as a white solid.

1. customThe reaction mixture was partitioned between DCM and water (50 ml each)
2. washthe organic phase was washed with aqueous sodium bicarbonate and brine
3. dry with materialdried over sodium sulphate
4. filtrationfiltered
5. concentrationconcentrated
6. customto get the crude product
7. customThen the crude product was purified by column chromatography on silica gel (Petroleum ether:Ethyl Acetate=1:3)

ORD-Eintrag

ord-7c1d06fcb088428d9d4ba79c0c3cdea9

Quelldatensatz

uspto-grants-2015_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08999985B2