4-[4-[[2-(4-Chlorophenyl)-5,5-dimethyl-1-cyclohexen-1-yl]methyl]-1-piperazinyl]benzoic Acid Ethyl Ester synthesis

12synthesis methods

Product Name:4-[4-[[2-(4-Chlorophenyl)-5,5-dimethyl-1-cyclohexen-1-yl]methyl]-1-piperazinyl]benzoic Acid Ethyl Ester
CAS Number:1065604-70-7
Molecular formula:C28H35ClN2O2
Molecular Weight:467.04

Benzene, 1-[2-(broMoMethyl)-4,4-diMethyl-1-cyclohexen-1-yl]-4-chloro-

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4-(PIPERAZIN-1-YL)-BENZOIC ACID ETHYL ESTER

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4-[4-[[2-(4-Chlorophenyl)-5,5-dimethyl-1-cyclohexen-1-yl]methyl]-1-piperazinyl]benzoic Acid Ethyl Ester

1065604-70-7
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$120.00/10mg

Yield:1065604-70-7 Ca. 700 mg

Reaction Conditions:

with potassium carbonate in dimethyl sulfoxide at 100; for 2 h;

Steps:

1.3.E

To a solution of 3.5 (500.00 mg, 1 .59 mmol) in DMSO (5.00 mL) were added ethyl 4-piperazin-1 -ylbenzoate (372.52 mg, 1 .59 mmol) and K2003 (439.51 mg, 3.18 mmol). The reaction mixture wasstirred at 100 00 for 2 h and then poured into H20 (50 mL). The resulting mixture was extracted with EtOAc (2 x 40 mL) and the combined organic phases were dried over anhydrous Mg504, filtered and concentrated. The residue was washed with petroleum ether (2x5 mL), and dried under reduced pressure to give 3.6 (700.00 mg, 1 .50 mmol, 94% yield), which was pure enough to be used in the next step without further purification. MS (ESI) m/z = 468 [M÷H]. 1H NMR (400 M, ODd3), ? 7.90 (m, 2H),7.27 (m, 2H), 7.00 (m, 2H), 6.81 (m, 2H), 4.31 (q, 2H, J= 6.8 Hz), 3.26 (m, 4H), 2.80 (m, 2H), 2.35 (m,4H), 2.25 (m, 2H), 2.02 (m, 2H), 1.46 (m, 2H), 1.36 (t, 3H, J = 6.8 Hz), 0.99 (s, 9H).

References:

WO2017/101851,2017,A1 Location in patent:Paragraph 0140; 0146