Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 108468-00-4, name is 1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene
2,4-dichloro-3-nitroquinoline (150 mg, 0.617 mmol) was dispersed in anhydrous DCM (10 mL) and stirred at room temperature for 5 min before a solution of l-(N-Boc-aminomethyl)-4-(aminomethyl)benzene (146 mg, 0.617 mmol) in DCM (lOmL) with EbN (90pL) was added in dropwise. This mixture was then stirred at 20 C for 3 h, then added asolution of l-(N-Boc-aminomethyl)-4-(aminomethyl)benzene (90 mg) with EbN (90 uL) and was allowed to stir at 20 C for 24 h, where LCMS saw full conversion of the dichloro-nitro-quinoline. The reaction mixture was diluted with DCM to 25 mL and was washed with brine, which was extracted with 2x 50 mL DCM. The combined organic phases were dried with Na2S04, filtered, and concentrated before the crude product was purified by flash column chromatography on silica (hexane/ethyl acetate 3:2). Product containing fractions with single spot by TLC were pooled and concentrated to an orange oil that was further concentrated to an orange solid at 0.2 mbar. Yielded 246.9 mg (90%). Rf = 0.57 (hexane/ethyl acetate 1 : 1 (v/v)). UPLCMS of product (LC2, C’ is): Retention time = 4.58 min. Calculated mass of C22H23CIN4O4 = 442.14; Observed [M+Na:M+Na+2]? as m/z = 465.1/467.2 in a 3: 1 ratio. NMR (400 MHz, DMSO-d6) d 8.53 (d, J= 8.5 Hz, 1H), 8.48 (t, J= 6.3 Hz, 1H), 7.88- 7.81 (m, 2H), 7.67 (ddd, J= 8.4, 5.3, 2.9 Hz, 1H), 7.36 (t, J= 6.2 Hz, 1H), 7.21 (d, J= 8.3 Hz, 2H), 7.17 (d, J= 8.4 Hz, 2H), 4.41 (d, J= 6.1 Hz, 2H), 4.09 (d, J= 6.2 Hz, 2H), 1.38 (s, 9H).13C NMR (101 MHz, DMSO) d 155.8, 145.3, 144.4, 141.1, 139.5, 136.1, 132.3, 128.6, 127.0, 126.9, 126.7, 126.5, 123.1, 119.7, 77.8, 46.6, 43.0, 28.2.
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 108468-00-4.
Reference:
Patent; TORQUE THERAPEUTICS, INC.; ANDRESEN, Thomas Lars; HENRIKSEN, Jonas Rosager; KRAEMER, Martin Kisha; (217 pag.)WO2020/23680; (2020); A1;,
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