5-fluoro-1,2,3,4-tetrahydroquinolin-4-one synthesis
- Product Name:5-fluoro-1,2,3,4-tetrahydroquinolin-4-one
- CAS Number:1095270-78-2
- Molecular formula:C9H8FNO
- Molecular Weight:165.16
885275-89-8
34 suppliers
$48.00/250mg
1095270-78-2
12 suppliers
inquiry
Yield:1095270-78-2 0.45 g
Reaction Conditions:
with polyphosphoric acid at 120; for 1 h;
Steps:
Synthesis of 5-(N-methyl-piperazin-1-yl)-1-(naphthalene-2-sulfonyl)-2,3-dihydro-1H-quinolin-4-one 8c
The mixture of the resulting propionic acid (5.0 g, 27.3 mmol) and polyphosphoric acid (100.0 g) was stirred for 1h at 120oC. After cooling to 80oC, the resulting mixture was poured into ice water (350 mL) with vigorous stirring. The yellow solid was filtered and washed with cold water several times. The filtrate was extracted with ethyl acetate (300 mL x 3) and concentrated and combined to the yellow solid. Purification of the yellow mixture with column chromatography (MeOH : dichloromethane = 1 : 20) gave the 5-fluoro-2,3-dihydro-1H-quinolin-4-one (0.45 g, 2.7 mmol) as a yellow solid: m.p. 93 - 94 °C; 1H NMR (200 MHz, CDCl3) δ 2.69 (t, J = 7.0 Hz, 2H, COCH2), 3.57 (dt, J = 2.2, 7.0 Hz, 2H, NCH2), 4.55 (br s, 1H, NH), 6.31 - 6.49 (m, 2H, ArH), 7.21 (m, 1H, ArH); MS(EI) m/e 165 [M+], 137, 109, 82.
References:
Park, Chul Min;Choi, Jin Il;Choi, Jung Hwan;Kim, So Young;Park, Woo Kyu;Seong, Churl Min [Bioorganic and Medicinal Chemistry Letters,2011,vol. 21,# 2,p. 698 - 703] Location in patent:supporting information; experimental part
885275-89-8
34 suppliers
$48.00/250mg
1095270-78-2
12 suppliers
inquiry
114417-35-5
11 suppliers
inquiry
372-19-0
323 suppliers
$10.00/1g
1095270-78-2
12 suppliers
inquiry