TERT-BUTYL 4-CYANO-3-FLUOROBENZYLCARBAMATE synthesis
- Product Name:TERT-BUTYL 4-CYANO-3-FLUOROBENZYLCARBAMATE
- CAS Number:229623-55-6
- Molecular formula:C13H15FN2O2
- Molecular Weight:250.27
24424-99-5
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Yield:229623-55-6 73%
Reaction Conditions:
with N-ethyl-N,N-diisopropylamine in acetonitrile at 20; for 16 h;Inert atmosphere;
Steps:
103.1 Example 103.
Step 1
To a solution of 4-(aminomethyl)-2-fluorobenzonitrile (986.0 mg, 6.57 mmol) in MeCN (5.5 mL) was added DIEA (1.2 mL, 6.89 mmol) and di-tert-butyl dicarbonate (1.44 g, 6.60 mmol) at room temp.
After purging with N2, the reaction was stirred at room temp for 16 h.
Volatiles was evaporated under vacuum.
The crude product was diluted with EtOAc (200 mL) and washed with 10% KHSO4 solution (100 mL, 2 times).
The organic layer was washed with brine, dried (Na2SO4), vacuum filtered, and evaporated under vacuum.
The crude product was dissolved in CH2Cl2 and adsorbed on silica gel.
Purification by chromatography (0-15% MeOH-CH2Cl2) afforded tert-butyl (4-cyano-3-fluorobenzyl)carbamate (1.19 g, 73% yield).
References:
US2019/367452,2019,A1 Location in patent:Paragraph 1979-1981
85070-67-3
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