Downstream synthetic route of Benzyl 3-oxopiperazine-1-carboxylate

78818-15-2, 78818-15-2 Benzyl 3-oxopiperazine-1-carboxylate 736777, apiperazines compound, is more and more widely used in various fields.

78818-15-2, Benzyl 3-oxopiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

b) 4-Methyl-l-(4-methyl-3′-nitro-3,4,5,6-tetrahydro-2H-[l,2′]bipyridinyl-6′-yl)- piperazin-2-one; To a solution of 6′-bromo-4-methyl-3′-niuO-3,4,5,6-tetrahydro-2H- [l,2′]bipyridinyl (as prepared in the previous step) (300 mg, 1.00 mmol) in toluene (5 mL) was added 3-oxo-piprazine-l-carboxylic acid benzyl ester (351 mg, 1.50 mmol), K3PO4 EPO (424 mg, 2.00 mmol) and CuI (38 mg, 0.20 mmol) followed by N,N’- dimethylethylenediamine (20 muL, 0.18 mmol) under Ar. The resulting mixture was heated at reflux overnight. The reaction mixture was allowed to cool to room temperature and filtered through a thin pad of Celite. The filtrate was concentrated in vacuo and the residue obtained was purified by chromatography on silica (20% EtOAc: hexane) to obtain 4-(4- methyl-3 ‘ -nitro-3 ,4,5 ,6-tetrahydro-2H- [1,2’ ]bipyridyl-6 ‘ -yl)-3 -oxo-piperazine- 1 – carboxylic acid benzyl ester (258 mg, 57%). This compound (453 mg, 1.00 mmol) was dissolved in 30% HBr/HOAc (1 mL). The resulting mixture was stirred at room temperature overnight and Et2O (20 mL) was added dropwise. The resulting mixture was stirred for another hour, the precipitated hydrobromide was collected by suction filtration, washed with Et2O (3×20 mL), dried in vacuo for 1 h and used directly in next step.The above hydrobromide (48 mg, 0.10 mmol) was added to 37% aq HCHO (ca. 0.05 mL, 0.05 mmol) followed by NaBH(OAc)3 (106 mg, 0.050 mmol). The resulting mixture was stirred at room temperature for 30 min and the product was extracted with CH2Cl2 (3×10 mL). The CH2Cl2 layers were combined, dried (Na2SO4) and concentrated in vacuo. The residue obtained was purified on silica (10-50% EtOAc:hexane) to obtain the title compound (27 mg, 81%). 1H-NMR (CDCl3; 400 MHz): delta 8.21 (d, IH, J=8.9 Hz), 7.58 (d, IH, J=8.9 Hz), 3.98 (m, 2H), 3.75 (m, 2H), 3.31 (s, 2H), 2.96 (m, 2H), 2.72 (m, 2H), 2.39 (s, 3H), 1.9-1.65 (m, 3H), 1.25 (m, 2H), 0.99 (d, 3H, J=6.42 Hz).

78818-15-2, 78818-15-2 Benzyl 3-oxopiperazine-1-carboxylate 736777, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2006/47504; (2006); A1;,
Piperazine – Wikipedia
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