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. 19337-97-4, name is trans-3-(3-Pyridyl)acrylic acid. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 19337-97-4
Under N2 atmosphere, HOBt hydrate (0.31 g, ca. 2.0 mmol, MW = 125.12 + ca. 12 percent H20), EDCI (0.33 g ca. 2.1 mmol, MW = 155.25) and (£)-3-(3-pyridyl)acrylic acid (0.33 g, 2,2 mmol, MW = 149.137) were added sequentially to a cooled (0 °C) solution of 8 (0.515 g. 2 mmol, MW = 256.392) in dry CH2CI2 (7 mL). after stirring at 0 °C for 10 min N- methylmorpholine (0.44 mL) was added drop-wise under stirring at 0 °C. The mixture was then allowed to reach room temperature under stirring and stirred until completion of the reaction (monitored by TLC). A saturated aqueous solution of NaHC03 (15 mL) was added and stirred vigorously for 5 min. The aqueous layer was extracted with CH2CI2 (5 mL, 3 times). The combined organic extracts and solution were washed with brine (50 mL) and dried (MgS04). The solvent was evaporated in vacuo and the residue purified by FC (EtOAc) to give acrylamide 9 (0.643 g, 83 percent, MW = 387.513) as a yellow oil that was used directly in the following reaction. Solution of compound 9 (0.39 g, 1 mmol, MW = 387.513) in 4M HCI/dioxane solution (1 .0 mL) was stirred at 20 °C for 30 min (monitored by TLC). After solvent evaporation in vacuo, salt 9a (0.299 g, 92.3percent, MW = 323.889) was obtained as a white solid; it was used in the next step without purification. (0187) 1H NMR (400 MHz, CD3OD): delta = 9.15 (d, 1 H, J = 1 .5 Hz), 8.91 (dt, 1 H, J = 8.3 Hz, 1 .6 Hz), 8.86 (d, 1 H, J = 5.7 Hz), 8.17 (dd, 1 H, J = 8.2 Hz, 5.8 Hz), 7.67 (d, 1 H, J = 15.8 Hz), 7.06 (d, 1 H, J = 15.8 Hz), 3.62 (t, 2H, J = 6.1 Hz), 3.45 (t, 2H, J = 7.1 Hz), 3.35-3.31 (m, 3H), 3.19- 3.09 (m, 2H), 2.09-1 .99 (m, 2H), 1 .95-1 .84 (m, 4H). (0188) Yield: 0.53g (82percent), white solid, 1 H NMR (400 MHz, CD3OD): delta = 9.12 (d, 1 H, J = 1 .6 Hz), 8.90-8.83 (m, 2H), 8.15 (dd, 1 H, J = 8.2 Hz, 5.8 Hz), 7.67 (d, 1 H, J = 15.8 Hz), 7.01 (d, 1 H, J = 15.8 Hz), 3.42-3.34 (m, 4H), 2.99 (td, 2H, J = 12.7 Hz, 2.3 Hz), 2.02-1 .94 (m, 2H), 1 .69- 1 .58 (m, 3H), 1 .50-1 .34 (m, 6H).
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Reference:
Patent; CENTRE HOSPITALIER UNIVERSITAIRE VAUDOIS CHUV; CONSEJO SUPERIOR DE INVESTIGACIONES CIENTIFICAS (CSIC); VOGEL, Pierre; DUCHOSAL, Michel; AIMABLE, Nahimana; INMACULADA, Robina; MOLLINEDO, Faustino; NENCIONI, Alessio; (105 pag.)WO2018/24907; (2018); A1;,
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