* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
(±)-5-methyl-1-(2-nitro-1-phenylethyl)-1H-indazole[ No CAS ]
5-methyl-2-(2-nitro-1-phenylethyl)-2H-indazole[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
With iodine; In diethyl ether; at 20 - 50℃; for 136h;
To a stirred suspension of (E)-(2-nitrovinyl)benzene (350 mg, 2.347 mmol) in Et20 (2 mL) was added 5 -methyl- lH-indazole (700 mg, 5.30 mmol) and iodine (596 mg, 2.347 mmol). The reaction mixture was stirred at room temperature for 5 days. LCMS showed the product. The reaction was heated at 50°C for 16 h. The mixture was quenched with water, washed with a mix of saturated sodium thiosulfate/NaHCOs (aq) (4/1) solution, extracted with DCM (100 mL><2). The organic layer was washed with brine, dried over Na2S04, filtered and concentrated. The residue was purified by column chromatography on silica gel Biotage 25M, eluting with 0, 2, 5,10 and 15percent EtOAc in Hexanes to give regioismer A (5-methyl-l-(2-nitro-l-phenylethyl)-lH- indazole) and regioisomer B (5-methyl-2-(2-nitro-l-phenylethyl)-2H-indazole). Step A, regioisomer A, LCMS calc. = 282.12, found = 282.05 (M+H)+. Step A, regioisomer B, LCMS calc. = 282.12, found = 282.04 (M+H)+.
2-methyl-5-(2-nitro-1-phenylethyl)pyrimidine-4,6-diol[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
89%
In water; at 90℃; for 10h;Green chemistry;
Typically, <strong>[1194-22-5]2-methylpyrimidine-4,6-diol</strong> (1b, 0.5 mmol, 1.0 equiv) was introduced into a 10 mL reaction vial, (E)-(2-nitrovinyl)benzene (2a, 0.5 mmol, 1.0 equiv), as well as water (2.5 mL). Then, the reaction vial was closed and stirred for given time at 90 C in 10 hours. Upon completion, the reaction mixture was cooled to room temperature and diluted with cold water (30 mL). The solid product was collected by filtration and was purified by recrystallization from hot 95% EtOH to afford the goal product 2-methyl-5-(2-nitro-1-phenylethyl)pyrimidine-4,6-diol (6) as off-white solid.
Chemistry
Pharmaceutical Intermediates
Inhibitors/Agonists
Material Science
For Research Only
120K+ Compounds
Competitive Price
1-2 Day Shipping
