215309-01-6, 215309-01-6 3-(4-Methylpiperazin-1-yl)benzoic acid 4741681, apiperazines compound, is more and more widely used in various fields.
215309-01-6, 3-(4-Methylpiperazin-1-yl)benzoic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
Example 41 : lambdaf-{2-cyano-9-[2-(dimethylamino)ethyl]-9Hphiurin-6-yl}-lambdaf <:yclopentyl-3- (4-methyl-1 -piperazinyl)benzohydrazide bis(trifluoroacetate). Intermediate 51 (0.3 g, 1.36 mmol) was suspended in oxalyl chloride (ALDRICH, 1 ml.) and the mixture was stirred at rt for 16 h. Then, dry DCM (4 ml.) was added and after further 8 h, more oxalyl chloride (ALDRICH, 2 mL) and dry DCM (2 mL) were added. These additions were continued until the reaction was complete. Then, solvent was removed in vacuo yielding the corresponding acid chloride. It was then added over a solution of Intermediate 57 (0.1 1 g, 0.37 mmol), potassium te/f-butoxide (ALDRICH, 0.14 g, 1.28 mmol) and DIPEA (FLUKA, 0.08 mL, 0.45 mmol) in dry THF (12 mL). The reaction mixture was stirred at rt and more Intermediate 51 (0.09 g, 0.29 mmol) in dry THF (2 mL) was added in order to drive the reaction to completion. After 2 days, solvent was removed under reduced pressure and the residue partitioned between DCM and sat. NH4CI. The aqueous phase was basified to pH 10 with 2N NaOH and product was extracted with DCM. The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated to dryness. The crude product was purified by preparative HPLC (X-Terra 30×150 mm, ACN:H2O, 0.1%TFA, isocratic 20%, then, re-purified using gradient 20- 60%, and, then, SunFire 19x 150 mm, ACN:H2O, 0.1% TFA, gradient 20- 40%). The product obtained was dissolved in DCM (25 mL) and washed with sat. NaHCO3 (25 mL). The organic layer was washed with brine and then, 4 M HCI in dioxane was added dropwise in order to form the corresponding hydrochloride. It was then purified by preparative HPLC (X-Terra, 3Ox 150 mm, ACN;H2O, 0.1% TFA, isocratic 20%) to give the title compound. 1H NMR (300 MHz, d6-DMSO, 80 0C) delta ppm: 10.86- 10.53 (br., 1 H), 8.48- 8.25 (br., 1 H), 7.56- 7.36 (m, 3H), 7.29- 7.19 (m, 1 H), 6.01- 5.22 (br., 1 H), 4.64- 4.50 (m, 2H), 4.07- 2.91 (br., 10H), 2.88 (s, 3H), 2.81 (s, 6H), 2.07- 1.76 (m, 4H), 1.76- 1.50 (m, 4H). [ES+ MS] m/z 517 (M)+.
215309-01-6, 215309-01-6 3-(4-Methylpiperazin-1-yl)benzoic acid 4741681, apiperazines compound, is more and more widely used in various fields.
Reference：
Patent; GLAXO GROUP LIMITED; WO2008/107368; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics