With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3779-42-8,3-Bromo-N,N,N-trimethylpropan-1-aminium bromide,as a common compound, the synthetic route is as follows.
Compound 43 (50 mg, 0.063 mmol) and (3-bromopropyl)- trimethylammonium bromide (164mg, 0.63 mmol, LOEQV.) are dissolved and potassium carbonate (130 mg, 0.95 mmol, 15 eqv. ) is suspended under argon in absolute DMF (30 ML) and the mixture is stirred at 55C for 12 h. The solvent is removed in vacuo at 50C and the residue applied to a pad (2 cm deep) of silica. The unreacted ammonium salts are washed off with methanol (lOOOmL) and the product is eluted with acetic acid: methanol: water (3: 2: 1 by vol. ). The solvent is removed under reduced pressure and the residue further purified by chromatography on a column (100G) of Sephadex LH-20 using n-butanol: water: acetic acid (4: 5: 1 by vol. , upper phase) as the eluent. The solvents are removed under reduced pressure and the residue dissolved in methanol and passed through a small column of anion exchange resin (Amberlite IRA 400, chloride form) using methanol as eluent. After evaporation of solvent, the crude product is dissolved in the minimum amount of methanol and diethylether (50 mL) added. The solution is centrifuged for 15 min. The supernatant liquid is evaporated to dryness and the residue dried at high vacuum to give the product as a violet solid. 1H-NMR : 5H (300MHZ, CD30D) : 0.90 (t, 3H, 3J= 7.5 Hz), 1.25-1. 41 (m, 8H), 1.45 (bs, 2H), 1.87 (bs, 2H), 2.38 (bs, 6H), 3,29 (bs, 27H), 3.67 (t, 6H, 3J= 7. 5 Hz), 4.01 (t, 2H, 3J= 7. 5 Hz), 4.30 (t, 6H, 3J= 7.5 Hz), 7.11 (d, 2H, 3J= 7.5 Hz), 7. 38 (d, 6H, 3J= 7.5 Hz), 7.95 (d, 2H, 3J= 7.5 Hz), 8.11 (d, 6H, 3J= 7. 5 Hz), 8.93 (bs, 8H)
3779-42-8, 3779-42-8 3-Bromo-N,N,N-trimethylpropan-1-aminium bromide 151145, acatalyst-ligand compound, is more and more widely used in various fields.
Reference£º
Patent; DESTINY PHARMA LIMITED; SOLVIAS AG; WO2004/56828; (2004); A2;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI