BCL-2-selective apoptosis-inducing agents for the treatment of cancer and immune diseases
A prodrug and compound technology, which is applied in the field of compounds that selectively inhibit the activity of anti-apoptotic Bcl-2 family proteins, and can solve problems such as side effects
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Embodiment 1
[2183] 4-{4-[(4'-chloro-1,1'-biphenyl-2-yl)methyl]piperazin-1-yl}-N-({3-nitro-4-[(tetrahydro -2H-pyran-4-ylmethyl)amino)phenyl)sulfonyl)-2-phenoxybenzamide
Embodiment 1A
[2185] Tert-Butyl 4-((4'-chlorobiphenyl-2-yl)methyl)piperazine-1-carboxylate
[2186] Combine 4'-chlorobiphenyl-2-carbaldehyde (Example 27C) (4.1g), tert-butyl piperazine-1-carboxylate (4.23g), and sodium triacetoxyborohydride (5.61g) / CH 2 Cl 2 (60ml) (and) Stir for 24 hours. The reaction was quenched with methanol and poured into ether. The solution was washed with water and brine, concentrated, and chromatographed on silica gel with 2-25% ethyl acetate / hexane.
Embodiment 1B
[2188] 1-((4'-Chlorobiphenyl-2-yl)methyl)piperazine
[2189] In CH 2 Cl 2 (30ml) and trifluoroacetic acid (30mL), stir Example 1A (3.0g) and triethylsilane (1ml) 2 Hours, and the reaction was concentrated, and then absorbed in ether and concentrated again. The product is used without further purification.
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