HARMOL synthesis
- Product Name:HARMOL
- CAS Number:487-03-6
- Molecular formula:C12H10N2O
- Molecular Weight:198.22
442-51-3
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487-03-6
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Yield:487-03-6 100%
Reaction Conditions:
with water;hydrogen bromide;acetic acid for 15 h;Reflux;Inert atmosphere;
Steps:
a
Synthesis of 1 -methyl-7-hvdroxy-P-carboline (Reaction a. of Scheme 1)According to reaction a. of Scheme I, l -methyl-7-methoxy-P-carboline (5 g, 23.56 mmol) is mixed with acetic acid (100 mL) and bromhydric acid 47% w/v (lOOmL) and refluxed for 15 h under argon atmosphere. The reaction mixture is then diluted with distilled water (1 L). The solvents are eliminated under reduced pressure to give 1 -methyl-7-hydroxy-P-carboline.White solid; Yield = 100%; Rf = 0.35 (CH2C12 / ethanol 8/2); Melting point = 248 °CNMR (400 MHz, DMSO-d6) δ (ppm) : 2,92 (s, 3H, CH3), 6,88 (dd, J6_5 = 8,7 Hz, J6.8 = 2,1 Hz, 1H, H-6), 6,99 (d, J8_6 = 2,1 Hz, 1H, H-8), 8,23 (d, J5-6 = 8,7 Hz, 1H, H-5), 8,33 (d, J3.4 =6.4 Hz, 1H, H-3), 8,37 (d, J4-3 = 6,2 Hz, 1H, H-4), 10,43 (s, 1H, O-H), 12,45 (s, 1H, N-H).NMR 13C (100 MHz, DMSO-d6) δ (ppm) : 16,30 (CH3), 96,95 (C-8), 113,18 (Cq), 113,31 (C-6), 1 14,04 (C-4), 125,10 (C-5), 128,96 (C-3), 132,79 (Cq), 133,93 (Cq), 136,78 (Cq), 146,13 (Cq), 161 ,75
References:
FACULTES UNIVERSITAIRES NOTRE DAME DE LA PAIX;UNIVERSITE LIBRE DE BRUXELLES;FREDERICK, Raphaël;MASEREEL, Bernard;RENIERS, Jérémy;WOUTERS, Johan;BRUYERE, Céline;KISS, Robert WO2011/161256, 2011, A1 Location in patent:Page/Page column 98
1362736-69-3
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487-03-6
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443-31-2
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304-21-2
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487-03-6
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7647-01-0
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442-51-3
282 suppliers
$25.00/250mg
487-03-6
92 suppliers
$30.00/20mg