tert-Butyl 4-(2-cyano-4-nitrophenyl)piperazine-1-carboxylate synthesis

5synthesis methods

Product Name:tert-Butyl 4-(2-cyano-4-nitrophenyl)piperazine-1-carboxylate
CAS Number:288251-87-6
Molecular formula:C16H20N4O4
Molecular Weight:332.35

17417-09-3
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57260-71-6 Synthesis

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tert-Butyl 4-(2-cyano-4-nitrophenyl)piperazine-1-carboxylate

288251-87-6
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Yield:288251-87-6 86.6%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 50; for 2 h;

Steps:

1.a

EXAMPLE 1; 1-[4-(4-Benzhydryl-piperazin-1-yl)-3-cyano-phenyl]-3-(3,5-dimethyl-isoxazol-4-yl)-urea; Step a: 4-(2-Cyano-4-nitro-phenyl)-piperazine-1-carboxylic acid tert-butyl ester; To a mixture of 1-Boc-piperazine (5.61 g, 30.1 mmol) and potassium carbonate (4.2 g, 1 eq) in DMF (50 mL), 2-fluoro-5-nitro-benzonitrile (5.0 g, 1.0 eq) was added. The resulting mixture was stirred at 50° C. for 2 hours. The mixture was poured into water and the resulting precipitate was filtered off and washed with water. After high-vacuum drying, 4-(2-cyano-4-nitro-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (8.66 g, 86.6% yield) was obtained as a yellow solid which will be used without further purification.LC/MS: r.t. 6.22 min, 274.2 [M+H+CH₃CN-Boc]

References:

US2009/99199,2009,A1 Location in patent:Page/Page column 17-18