Synthetic Route of 102-49-8, These common heterocyclic compound, 102-49-8, name is 3,4-Dichlorobenzylamine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Step 4: 1-(3-amino-1H-1,2,4-triazol-5-yl)-N-(3,4-dichlorobenzyl)piperidine-4-carboxamideTo a suspension of 1-(3-amino-1H-1,2,4-triazol-5-yl)piperidine-4-carboxylic acid hydrochloride (200 mg, 0.62 mmol) in CH2Ch(20 ml), DIPEA (0.64 ml, 3.72 mmol) was added. Then sequentially, 0-(7-azabenzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium5 hexafluorophosphate (HATU) (130 mg, 0.34 mmol) and 3,4-dichloro-benzylamine (55 mg, 0.31 mmol) were added.Reaction mixture was stirred at room temperature for 20 h. Precipitatewas filtered, washedwith several times with Et20, dissolved in 4M NaOH (20 ml) and extracted with ethyl acetate(5 x 40 ml). Combinedorganic layers were washed withbrine (2 x 20 ml), dried over MgS04 and strippedto give 85 mg of crude product.10 Crystallization with MeOH I AcOEt I Et20 gave 46 mg of pure product(yield 40 percent) 1H NMR (DMSO-d6, 200 MHz) 8 (ppm): 10.95 (bs, 1 H), 8.37 (t, 1=5.6 Hz, 1H), 7.55 (d, 1=8.6 Hz, 1 H), 7.43 (d, 1=1.5 Hz, 1 H), 7.18 (dd, ]]=8.6 Hz, 12=1.5 Hz, 1 H), 5.57 (bs, 1 H), 4.21 (d, 1=5.6 Hz, 2 H), 3.77 (d, 1=13.1 Hz, 2 H), 2.61-2.52 (m, 2 H), 2.35-2.19 (m, 1 H), 1.72-1.41 (m, 4 H). ESI MS for C1sH18ChN60 calculated 368.09, found 369.51371.5 [M+H]+
The synthetic route of 102-49-8 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; THE INSTITUTE FOR DRUG DELIVERY; CORMAN, Michael L.; HUNGERFORD, William M.; GOLEBIOWSKI, Adam; BECKETT, Raymond P.; MAZUR, Marzena; OLEJNICZAK, Sylwia; OLCZAK, Jacek; WO2015/95701; (2015); A1;,
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