The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 6959-48-4, name is 3-(Chloromethyl)pyridine hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 3-(Chloromethyl)pyridine hydrochloride
General procedure: DMF (5-10 mL/mmol). K2CO3 (10 equiv) was added and the suspensionstirred for 15 min. Then, 3-(chloromethyl) pyridiniumchloride (1.1 equiv) was added and the reaction mixture was stirredfor 48 h at room temperature. The suspension was diluted withH2O and extracted with EtOAc. The combined organic phases werewashed with H2O and brine, dried over magnesium sulfate and thesolvent was removed in vacuo. The crude products were purifiedby column chromatography [Cyclohexane/EtOAc, 3:1 4.2.2.2 tert-Butyl N-(4-methoxyphenylsulfonyl)-N-(3-pyridylmethyl)-2-amino-4-fluorobutanoate (S)-Enantiomer ((S)-14): Yield: 1512 mg (85%), greenish, viscous oil. 1H NMR (300 MHz, CDCl3): delta 1.35 (s, 9H), 1.86 (m, 1H), 2.22 (ddt, 2JH,H = 13.6 Hz, 3JH,H = 9.7 Hz, 3JH,H = 6.0 Hz, 1H), 3.86 (s, 3H), 4.19-4.45 (m, 2H), 4.36 (d, 2JH,H = 16.1 Hz, 1H), 4.49 (dd, 3JH,H = 7.7 Hz, 3JH,H = 6.6 Hz, 1H), 4.69 (d, 2JH,H = 16.2 Hz, 1H), 6.96 (dm, 3JH,H = 8.9 Hz, 2H), 7.25 (dd, 3JH,H = 7.9 Hz, 3JH,H = 4.8 Hz, 1H), 7.77 (dm, 3JH,H = 8.9 Hz, 2H), 7.82 (dm, 3JH,H = 8.4 Hz, 1H), 8.51 (s, 1H), 8.53 (s, 1H) ppm. 13C NMR (75 MHz, CDCl3): delta 27.7 (q), 31.8 (dt, 2JC,F = 20.5 Hz), 47.3 (t), 55.6 (q), 57.0 (dd, 3JC,F = 4.3 Hz), 80.1 (dt, 1JC,F = 166.3 Hz), 82.5 (s), 114.1 (d), 123.4 (d), 129.6 (d), 131.3 (s), 132.9 (s), 136.3 (d), 149.1 (d), 149.4 (d), 163.0 (s), 169.0 (s) ppm. 19F NMR (282 MHz, CDCl3): delta -221.4 (ddt, 2JH,F = 46.9 Hz, 3JH,F = 28.3 Hz, 3JH,F = 22.8 Hz) ppm. HRMS (ESI+): C21H27N2O5S+H+, calcd 439.1703, found: 439.1701; C21H27N2O5S + Na+, calcd 461.1522, found: 461.1526; (C21H27N2O5S)2+H+, calcd 877.3328, found: 877.3320; (C21H27N2O5S)2 + Na+, calcd 899.3147, found: 899.3146. MS (ESI+, daughter ion experiment): m/z (%) 439 (15) [M++H+], 383 (100) [439-C4H8], 171 (5) [C7H7O3S+], 167 (10) [383-C7H7O3S-CO2H], 92 (3) [C6H6N+]. Optical rotation (c 1.001, CHCl3): [alpha]58920 = +34.1, [alpha]57820 = +35.5, [alpha]54620 = +41.1, [alpha]43620 = +74.5, [alpha]36520 = n.d.
With the rapid development of chemical substances, we look forward to future research findings about 6959-48-4.
Reference:
Article; Behrends, Malte; Wagner, Stefan; Kopka, Klaus; Schober, Otmar; Schaefers, Michael; Kumbhar, Sadhana; Waller, Mark; Haufe, Guenter; Bioorganic and Medicinal Chemistry; vol. 23; 13; (2015); p. 3809 – 3818;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem