As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol, molecular formula is C9H11BrO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Safety of 2-(4-Bromophenyl)propan-2-ol
Step 1: 5-Amino-1-(2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole-4-carbonitrile from step 1, example 15 (500 mg, 2.1 mmol), 2-(4-bromophenyl)propan-2-ol (519 mg, 2.41 mmol), and cesium carbonate (1.03 g, 3.15 mmol) were taken up anhydrous toluene (14 ml). The mixture was degassed with argon and bis(tri-tert-butylphosphine)palladium (107 mg, 0.21 mmol) was added. The mixture was again degassed with argon and then stirred under argon at 120 C. for 4.5 hours. Additional 2-(4-bromophenyl)propan-2-ol (50 mg) was added and the mixture heated for 2 more hours. The material was cooled to ambient and stirred overnight. The crude was filtered through a plug of celite, rinsing well with ethyl acetate (60 ml). The organic layer was shaken with water (60 ml) in a separatory funnel and collected. The aqueous phase was back extracted with ethyl acetate (2×40 ml). The combined organic phase was dried with magnesium sulfate, filtered and stripped. The remainder was purified through Analogix flash column chromatography using ethyl acetate in hexanes (10% to 45% gradient, 23 g silica gel) to provide 5-(4-(2-hydroxypropan-2-yl)phenylamino)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole-4-carbonitrile as a red-brown viscous oil (482 mg, 62% yield). LC/MS calc’d for C19H28N4O2Si (m/e) 372.55, obs’d 371 (M-H, ES-).
With the rapid development of chemical substances, we look forward to future research findings about 2077-19-2.
Reference:
Patent; Billedeau, Roland Joseph; Kondru, Rama K.; Lopez-Tapia, Francisco Javier; Lou, Yan; Owens, Timothy D.; Qian, Yimin; So, Sung-Sau; Thakkar, Kshitij C.; Wanner, Jutta; US2012/295885; (2012); A1;,
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