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ChemicalBook CAS DataBase List tert-Butyl 4-(4-aminobenzoyl)tetrahydro-1(2H)-pyrazinecarboxylate
350684-49-0

tert-Butyl 4-(4-aminobenzoyl)tetrahydro-1(2H)-pyrazinecarboxylate synthesis

6synthesis methods
TERT-BUTYL 4-(4-NITROBENZOYL)TETRAHYDRO-1(2H)-PYRAZINECARBOXYLATE

509073-62-5

TERT-BUTYL 4-(4-AMINOBENZOYL)TETRAHYDRO-1(2H)-PYRAZINECARBOXYLATE

350684-49-0

General procedure for the synthesis of tert-butyl 4-(4-aminobenzoyl)tetrahydro-1(2H)-pyrazinecarboxylate from tert-butyl 4-(4-nitrobenzoyl)piperazine-1-carboxylate: a mixture of tert-butyl 4-(4-nitrobenzoyl)piperazine-1-carboxylate (20 g, 60 mmol) with 10% Pd/C (4 g) in methanol (600 mL) was subjected to hydrogen (1 atm) atmosphere and the reaction was stirred at room temperature for 18 hours. After completion of the reaction, the reaction mixture was filtered through diatomaceous earth and the filtrate was concentrated under reduced pressure to afford 18 g of tert-butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate as a white solid in 100% yield.

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Yield:350684-49-0 100%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in methanol at 20; under 760.051 Torr; for 18 h;

Steps:

21

[0260j A mixture of tert-butyl 4-(4-nitrobenzoyl)piperazine- 1 -carboxylate (20 g, 60 mmol) and 10% Pd/C (4 g) in MeOH (600 mL) was stirred under 1 atmosphere of H2 at room temperature for for 18 h. The solution was filtered through Celite and the filtrate was concentrated under reduced pressure to afford 18 g of tert-butyl 4-(4- aminobenzoyl)piperazine-1-carboxylate as a white solid (100%).

References:

WO2013/177536,2013,A2 Location in patent:Paragraph 0260