22 Sep 2021 News Analyzing the synthesis route of 1-(2-Hydroxyethyl)-4-methylpiperazine

The synthetic route of 5464-12-0 has been constantly updated, and we look forward to future research findings.

5464-12-0, 1-(2-Hydroxyethyl)-4-methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5464-12-0, A suspension of 60percent Sodium hydride in mineral oil (131.3 mg, 3.28 mmol) was washed with anhydrous hexane (5 mL) and suspended in anhydrous DMF (5 mL). l-(2- Hydroxyethyl)-4-methylpiperizine (473.6 mg, 3.28 mmol) was dissolved in DMF (5 mL) and added slowly to the above suspension at room temperature. The reaction mixture was stirred for 1 h at room temperature. Compound 99 (397 mg, 0.831 mmol) in DMF (5 mL) was slowly added to the reaction mixture. The reaction mixture was stirred for 3 h at room temperature. Ice water (25 mL) was added and the suspension was extracted with chloroform (2 x 100 mL). The solvent was removed under vacuum. After silica gel column chromatography (chloroform: methanol (9:1)), the resulting compound was dissolved in acetone (5 mL) and acidic solution (10 mL, acetone: 3N HCl (3:1)) was added. The reaction was stirred for 1 h at room temperature. The solvent was removed under vacuum and the pH was adjusted to 10 with concentrated ammonium hydroxide solution and extracted with chloroform (2 x 50 mL). The solvent was removed under vacuum. After silica gel column chromatography (methanol: cone, ammonium hydroxide (20:1)), the resulting compound was purified on alumina (dichloromethane: methanol (25:1)) to yield (CDD-0356) compound 113 (146 mg, 34.33percent) as a colorless oil. The free base CDD-0356 (113) was treated with fumaric acid in ethanol to yield the difumarate salt CDD-0356 (114) (130 mg) as white solid. CDD-0356F; 1H NMR (D2O): delta 1.49-1.67 (6H, m), 1.85-2.0 (4H, m), 2.26-2.32 (IH, m), 2.72 (3H, s), 2.76-3.6 (28H, m), 3.74-3.82 (IH, m), 4.26-4.34 (2H, m), 6.46 (4H, s).13C NMR (D2O/CD3OD): delta 19.05, 23.70, 24.22, 29.20, 29.61, 29.63, 29.7, 34.91, 34.93, 43.82(m), 47.3, 47.55, 50.1, 50.47 (m), 52.38 (m), 56.83, 56.85, 66.22 (m), 67.93, 67.97, 68.36, 68.37, 68.44, 68.48, 68.73, 68.74, 68.96, 135.73, 151.26, 163.31, 172.40. Anal: [C33H55N5Oi3S] C, H, N.

The synthetic route of 5464-12-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF TOLEDO; WO2009/152392; (2009); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics