2-Bromo-6-(6-tert-butyl-8-fluoro-1-oxo-1,2-dihydrophthalazin-2-yl)phenyl]methyl acetate synthesis
- Product Name:2-Bromo-6-(6-tert-butyl-8-fluoro-1-oxo-1,2-dihydrophthalazin-2-yl)phenyl]methyl acetate
- CAS Number:1413063-73-6
- Molecular formula:C21H20BrFN2O3
- Molecular Weight:447.3
1147858-83-0
36 suppliers
$228.00/250mg
1242156-59-7
40 suppliers
$50.00/100mg
1413063-73-6
4 suppliers
inquiry
Yield:1413063-73-6 45%
Reaction Conditions:
with caesium carbonate;copper(l) iodide;N,N-dimethylethylenediamine in N,N-dimethyl-formamide at 150; for 4 h;Inert atmosphere;
Steps:
Under N2, acetic acid 2,6-dibromobenzyl ester (24.74 g, 80.3 mmol), 6-tert-butyl-8-fluoro-2H-phthazin-1-one (3.54 g, 16.1 mmol), Cs2CO3 (10.46 g, 32.1 mmol), CuI (4.61 g, 24.2 mmol) and N,N-dimethylethane-1,2-diamine (1.42 g, 16.1 mmol) were dissolved in DMF (70 mL). The reaction mixture was stirred at 150° C. for 4 h. The resulting mixture was cooled to room temperature and diluted with ethyl acetate (200 mL), and then 200 mL of water was added. The mixture was separated and the aqueous layer was extracted with ethyl acetate (200 mL×2). The organic layers were combined and washed with water (200 mL) and brine (200 mL). The solution was dried over anhydrous sodium sulfate, filtered and concentrated. The resulting crude product was purified by silica gel chromatography (petroleum ether/ethyl acetate 4/1) to give 2-bromo-6-(6-tert-butyl-8-fluoro-1-oxo-1H-phthalazin-2-yl)-benzyl ester (3.21 g, 45%). 1H NMR (300 MHz, CDCl3): δ 8.17 (d, J=2.7 Hz, 1H), 7.71 (t, J=4.8 Hz, 1H), 7.50-7.45 (m, 2H), 7.36 (s, 1H), 7.34 (d, J=0.9 Hz, 1H), 5.17 (s, 2H), 1.94 (s, 3H), 1.42 (s, 9H). LC-MS calcd for C21H20BrFN2O3 (m/e) 446.06, obsd 447 and 449 [M+1]+.
References:
US2012/295885,2012,A1 Location in patent:Page/Page column 34
69321-60-4
204 suppliers
$11.00/1g
1413063-73-6
4 suppliers
inquiry
93701-32-7
63 suppliers
$501.91/5MG
1413063-73-6
4 suppliers
inquiry