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314741-40-7, (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

60% Sodium hydride (104 mg, 2.61 mmol) was added portionwise to te/t-butyl (S)-3- (hydroxymethyl)piperazine-l-carboxylate (414 mg, 1.91 mmol) in THF (5 ml) cooled to 0C over a period of 5 minutes, under nitrogen. The resulting mixture was stirred at 0C for 10 minutes then allowed to warm to room temperature and stirred for 30 minutes. 7-Bromo-5-fluoroquinazolin-4-ol (423 mg, 1.74 mmol) was added and the mixture heated at 65C and stirred for 4 hours. The reaction mixture was cooled to room temperature then 60% sodium hydride (104 mg, 2.61 mmol) added, then heated to 65C and stirred for a further 16 hours. The reaction mixture was diluted with EtOAc (100 ml), washed with water (10 ml) and the aqueous washing was extracted with EtOAc (50 ml). The organic phases were combined, dried with MgS04, filtered and evaporated to afford crude product. This was purified by flash silica chromatography, elution gradient 0 to 80% EtOAc in heptane, then 0- 20% MeOH in DCM. Pure fractions were evaporated to dryness to afford te/t-butyl (5)-3-(((7-bromo-4- hydroxyquinazolin-5-yl)oxy)methyl)piperazine-l-carboxylate (491 mg, 64%) as a white solid. IH NM (500 M Hz, DMSO, 27C) 1.38 (9H, s), 2.53 – 2.67 (2H, m), 2.78 (2H, s), 2.90 (2H, dd), 3.72 (IH, d), 3.86 – 3.98 (2H, m), 4.13 (IH, s), 7.19 (IH, d), 7.36 (IH, d), 8.00 (IH, s), 11.96 (IH, s). m/z: ES+ [M+H]+ 439

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Reference£º
Patent; ASTRAZENECA AB; KETTLE, Jason, Grant; BAGAL, Sharanjeet, Kaur; BOYD, Scott; EATHERTON, Andrew, John; FILLERY, Shaun, Michael; ROBB, Graeme, Richard; RAUBO, Piotr, Antoni; (144 pag.)WO2018/206539; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics