1-Naphthalenamine,6-fluoro-(9CI) synthesis
- Product Name:1-Naphthalenamine,6-fluoro-(9CI)
- CAS Number:62078-78-8
- Molecular formula:C10H8FN
- Molecular Weight:161.18
575-08-6
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Yield:62078-78-8 16%
Reaction Conditions:
with diphenyl phosphoryl azide;triethylamine in tetrahydrofuran;water at 20 - 70; for 5 h;
Steps:
Synthesis of compound 12-f
At room temperature, diphenyl phosphoryl azide (7.6g, 27.6mmol) and triethyl amine (4.0g, 54mmol) were added to a solution of 6-fluoronaphthalene-1-carboxylic acid (5.0g, 26.3mmol) in anhydrous THF (60mL).
The mixture was stirred for 2hrs, followed by adding water (30mL), heating to 70°C and further stirring for 3hrs.
The reaction solution was cooled to room temperature, extracted with EA (150mL*3).
The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure.
The residue was purified by silica column chromatography (PE:EA=15:1) to give compound 12-f (1.0g, yield 16%). LC-MS (ESI): m/z = 162 [M+H]+.
References:
EP3275867,2018,A1 Location in patent:Paragraph 0153; 0154
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