Reference of 131713-50-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 131713-50-3, name is 2,2-Dimethoxypropan-1-amine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
[(3 S)-(7-BroMo-2-oxo-5-pyridin-2-yl-2, 3 -dihydro- 1H-benzo[e] [1,4] diazepin-3 -yl)-propionic acid Methyl ester (Compound of formula TV, S enantiomer,25.0 gr) and dichloromethane (?IVIDC?, 375 ml) were charged into a clean, dry 4 neck RBF. The reaction mixture was stirred for 5-10 minutes at temperature of 20-25C and a clear solution was obtained. 2-bromo pyridine (29.46 gr) was added to the solution and the obtained reaction mixture was stirred for 5-10 minutes. The obtained reaction mass was cooled down to a temperature of -15 to -20C. Then, Triflic anhydride (26.32 gr) was slowly added, over a period of 30-45 minutes to the cooled reaction mass, at the same temperature of-15 to -20C. After the addition was completed, the obtained reaction mixture was stirred for 30-45 minutes, at the same temperature of -15 to -20C. The reaction progress was monitored by HPLC (monitor intermediate (S)-3 -(2-(methoxycarbonyl)ethyl)-7-bromo-5 – (pyridin-2-yl)-3H-benzo [e] [1,4] diazepin-2-yl trifluoromethanesulfonate formation). Afterwards, 1-amino-2,2-dimethoxypropane (14.81 gr) in dichloromethane (2 vol, 50 mL) solution was slowly added over a period of about 30 minutes to the reaction mixture at temperature of -15 to -20C. After complete addition, Triethylamine (31.44 gr) was slowly added over a period of about 30 minutes at the same temperature of -15 to -20C, and the obtained mixture was stirred at temperature of -15 to -20C for 60-120 minutes. The reaction progress was monitored by HPLC. After the reaction was completed, ammonium chloride solution (20%, 125 ml) was added, and the temperature was raised to 15-20C; the obtained mixture was stirred for 30 minutes. The organic layer was separated, washed with DM water (125 ml) and re-separated. The organic layer was then concentrated to volume of 1-1.5 vol, at a temperature below 45C. Toluene (50m1) was added to the reaction mass, and then stripped out 1 vol under vacuum at a temperature below 60C. Then, Toluene (50m1) was added and the obtained mixture was heated to temperature of 60-65C, and was stirred at this temperature for 30-45 minutes. Heating was discontinued and the reaction mass was slowly cooled to temperature of 0-10C, and was stirred for 3-4 hours – crystallization occurred. The obtained suspension was stirred at temperature of 0-10C for 3 0-45 minutes. The obtained solid was filtered and washed twice with pre-cooled (temperature of about 5-10 C) toluene (12.5 ml X 2 times), and suck-dried for 20-30 minutes. The wet solid was further dried under vacuum at temperature of 40-45C for 6-8 hours. Yield (dry): 26.5 gm (85%)
The synthetic route of 2,2-Dimethoxypropan-1-amine has been constantly updated, and we look forward to future research findings.
Reference:
Patent; WATSON LABORATORIES INC.; BEN-ZION, Dolitzky; MARIOARA, Mendelovici; RAJARAM, Bodkhe Arjun; SHIVAJI, Mane Ganesh; SRIHARI, Samala Rajamouli; VIJAY, Joshi Ashutosh; LUTHRA, Parven Kumar; SINGH, Amit; MUTHUSAMY, Anantha Rajmohan; (62 pag.)WO2018/148361; (2018); A1;,
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