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. 147356-78-3, name is N-Methoxy-N-methylcyclopropanecarboxamide, This compound has unique chemical properties. The synthetic route is as follows., category: amides-buliding-blocks
Isopropylmagnesium chloride (2.0 M in THF, 2.0 mL, 3.97 mmol) was added to a solution of 2- bromo-7-fluoro-5-(l-methylpyrazol-4-yl)-6,7-dihydro-5H-pyrrolo[l,2-b][l,2,4]triazole (0.379 g, 1.32 mmol) and N-methoxy-N-methylcyclopropanecarboxamide (0.529 g, 3.97 mmol) in THF (13.2 mL) at 0C. After 5 min, the reaction was warmed to rt and stirred for an additional lh. Water was added and the reaction was diluted with isopropyl acetate. Brine was added and the aqueous layer was extracted with isopropyl acetate (4 x 50 mL). The combined organic layers were dried with sodium sulfate, concentrated and the crude residue was purified by prep SFC to afford arbitrarily assigned cyclopropyl((5S,7S)-7-fluoro-5-(l -methyl- lH-pyrazol-4-yl)-6,7-dihydro-5H-pyrrolo[ 1 ,2- b] [l ,2,4]triazol-2-yl)methanone (44.23 mg, 0.161 mmol, 12% yield). NMR (400 MHz, DMSO-d6) delta 7.80 (d, J = 0.8 Hz, 1H), 7.48 (d, J = 0.8 Hz, 1H), 6.21 (ddd, J= 56.4, 7.0, 2.4 Hz, 1H), 5.66 (ddd, J = 8.2, 6.0, 3.6 Hz, 1 H), 3.81 (s, 3H), 3.73 – 3.55 (m, 1H), 2.99 {XX, J = 7.5, 4.9 Hz, 1H), 2.80 (dddd, J = 26 A, 14.9, 3.7, 2.4 Hz, 1H), 1.14 – 0.95 (m, 4H). LCMS RT = 3.10 min, m/z = 276.1 [M + H]+. Prep SFC Information: Column: Whelko-01 5 muiotaeta, (150 x 21.2 mm), Mobile Phase: Carbon Dioxide (A) / 0.1 % Ammonium Hydroxide in Methanol (B), Elution Program Isocratic: 35% B Flow Rate: 70 mL/min, Column Temperature: 40 C, Wavelength: 220 nm.
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 147356-78-3.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; PATEL, Snahel; HAMILTON, Gregory; ZHAO, Guiling; CHEN, Huifen; DANIELS, Blake; STIVALA, Craig; (358 pag.)WO2019/12063; (2019); A1;,
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