Downstream synthetic route of cis-2,6-Dimethylpiperazine

21655-48-1, The synthetic route of 21655-48-1 has been constantly updated, and we look forward to future research findings.

21655-48-1, cis-2,6-Dimethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of cis-2,6-dimethyl-piperazine (600 mg) and triethylamine (0.80 mL) in dichloromethane (10 mL) at 0¡ã C. was added dropwise methanesulfonyl chloride (0.43 mL). The reaction mixture was stirred at room temperature for 16 h and then quenched with water (10 mL) and extracted into dichloromethane (2*20 mL). The combined organic layers were washed with saturated aqueous brine solution (2*20 mL), dried (MgSO4) and concentrated to afford (3S,5R)-1-methanesulfonyl-3,5-dimethyl-piperazine as a white solid (817 mg, 81percent). Reaction between 6-(bromomethyl)-2-chloro-4-morpholinothieno[3,2-d]pyrimidine and (3S,5R)-1-methanesulfonyl-3,5-dimethyl-piperazine using potassium carbonate and acetonitrile yielded 2-chloro-6-((2S,6R)-4-methanesulfonyl-2,6-dimethyl-piperazin-1-ylmethyl)-4-morpholin-4-yl-thieno[3,2-d]pyrimidine. This compound was subjected to procedure A to yield the desired final compound which was purified using flash chromatography. [M+H]+ 542.24 NMR: (400 MHz, CDCl3): 1.18 (6H, d, J 6.90, Me), 2.48-2.52 (2H, m, CH2), 2.72 (3H, s, SO2Me), 2.78-2.88 (2H, m, CH2), 3.51-3.56 (2H, m, CH2), 3.81-3.88 (4H, m, CH2), 3.96-4.02 (4H, m, CH2), 4.12 (2H, s, CH2), 7.28 (1H, s, Ar), 7.42 (1H, t, J 8.22, Ar), 7.49 (1H, d, J 8.31, Ar), 8.20 (1H, d, J 7.26, Ar) 8.94 (1H, s, Ar) and 10.08 (1H, s, NH).

21655-48-1, The synthetic route of 21655-48-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Piramed Limited; Genentech, Inc.; US2008/76758; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics