6-[4-(1-CYCLOHEXYL-1H-TETRAZOL-5-YL) BUTOXY]-2(1H)-QUINOLINONE synthesis
- Product Name:6-[4-(1-CYCLOHEXYL-1H-TETRAZOL-5-YL) BUTOXY]-2(1H)-QUINOLINONE
- CAS Number:73963-62-9
- Molecular formula:C20H25N5O2
- Molecular Weight:367.44
54197-66-9
362 suppliers
$8.00/5g
73963-42-5
283 suppliers
$16.00/1g
865792-18-3
49 suppliers
$515.00/100mg
73963-72-1
440 suppliers
$29.00/500 mg
73963-62-9
71 suppliers
$125.00/2 mg
Yield: 89%
Reaction Conditions:
with 1,8-diazabicyclo[5.4.0]undec-7-ene in ethanol at 75 - 80;
Steps:
10.0 g of 6-hydroxy-3,4-dihydro-1H-quinolin-2-one, 300 ml of ethanol, 10.4 ml of l,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and 15 g of5-(4-chlorobutyl)-1-cyclohexyl-1H-tetrazole were mixed. The reaction mixture was heated to 75 °C ~ 80 °C and stirred overnight. Then, the reaction mixture was cooled to room temperature and filtered. The resulting precipitate was washed with ethanol. The obtained wet cake was dried to give 20 g of crude cilostazol (yield: 89%).M.P. 158 ~ 162 °C 1H-NMR (CDCl3, δ , ppm) 1.10-2.10 (m, 14H, methylene protons of cyclohexyl ring, -OCH2CH2CH2CH2-), 2.90-2.95 (m, 4H, -NHCOCH2CH2-), 2.61 (t, 2H, J=8Hz,-OCH2CH2CH2CH2-), 3.98 (t, 2H, J=6Hz, -OCH2CH2CH2CH2-), 4.11-4.15 (m, 1H, methine protons of cyclohexyl ring), 6.66-6.71 (m, 3H, aromatic protons), 7.84 (s, 1H, NH)
References:
YUHAN CORPORATION WO2006/22488, 2006, A1 Location in patent:Page/Page column 3
19315-93-6
221 suppliers
$7.00/1g
73963-42-5
283 suppliers
$16.00/1g
73963-62-9
71 suppliers
$125.00/2 mg