Compound 27
7-(3-((4-bromo-3-formylphenoxy)methyl)-1,5-dimethyl-1H-pyrazol-4-yl)-1-methyl-3-(3-(naphthalen-1-yloxy)propyl)-1H-indole-2-carboxylic acid
From: Inhibition of Mcl-1 through covalent modification of a noncatalytic lysine side chain
Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.
To a solution of methyl 7-(3-((4-bromo-3-formylphenoxy)methyl)-1,5-dimethyl-1H-pyrazol-4-yl)-1-methyl-3-(3-(naphthalen-1-yloxy)propyl)-1H-indole-2-carboxylate 26 (20 mg, 0.03 mmol) in THF (0.360 mL) and water (0.057 mL) was added MeOH (0.057 mL) and LiOH (21.55 mg, 0.9 mmol) and the reaction was allowed to stir overnight. The reaction was acidified with 1M HCl and extracted with ethyl acetate. The organic layer was then dried over MgSO4 and concentrated. The crude 27 was subjected to the next reaction without purification. Crude MS-ESI (m/z): [M + H]+ 666.16; found 666.3.
- PubChemID:
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316894739
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