(3-((Dimethylamino)Methyl)-5-Fluorophenyl)Methanol(WXC00456) synthesis
- Product Name:(3-((Dimethylamino)Methyl)-5-Fluorophenyl)Methanol(WXC00456)
- CAS Number:1379375-33-3
- Molecular formula:C10H14FNO
- Molecular Weight:183.22
![Benzoic acid, 3-[(dimethylamino)methyl]-5-fluoro-, methyl ester](/CAS/20210305/GIF/1379375-31-1.gif)
1379375-31-1
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1379375-33-3
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Yield:1379375-33-3 82%
Reaction Conditions:
with lithium aluminium tetrahydride in tetrahydrofuran;diethyl ether at 20; for 1.5 h;Cooling with ice;
Steps:
34.1
Step 1. {3-[(dimethylamino)methyl]-5-fluorophenyl}methanolTo a solution of methyl 3-[(dimethylamino)methyl]-5-fluorobenzoate (0.14 g, 0.66 mmol, Example 33, Step 3) in Ether (4 mL) at 0 °C in an ice bath was added dropwise 1.0 M lithium tetrahydroaluminate in THF (1.32 mL, 1.32 mmol). The reaction was allowed to warm to room temperature and stirred for 1.5 hours. The reaction mixture was re-cooled in an ice bath and methanol, followed by 1 N NaOH, were added to quench the reaction. The product was extracted from the reaction mixture with three portions of ethyl acetate. The combined extracts were dried over sodium sulfate, decanted and concentrated, to afford product which was used without further purification (0.100 g, 82%). 1H NMR (300 MHz, CD3OD): δ 7.13-6.94 (m, 3H), 4.59 (s, 2H), 3.47 (s, 2H), 2.24 (s, 6H); 19F NMR (282 MHz, CD3OD): δ -116.41 (t, IF); LCMS (M+H)+: 184.0.
References:
WO2012/68450,2012,A1 Location in patent:Page/Page column 137-138
660416-38-6
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1379375-33-3
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518070-19-4
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1379375-33-3
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816449-87-3
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1379375-33-3
15 suppliers
$892.00/1g