Electric Literature of 558-42-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, molecular weight is 108.5667, as common compound, the synthetic route is as follows.
To a solution of 2-(3-isopropyl-2-(8-methyl-[l,2,4]?riazolojT,5-a]pyridin-6-yi) lH-indol-5-yl)morpholine, HCI (0.026 g, 0.063 mmol) and l-chloro-2-methylpropan-2-ol (10.28 mg, 0.095 mmol) in DMF (1.00 mL) was added K2CO3 (0.044 g, 0.316 mmol) at room temperature, then stirred at 90 C for 16 h. Crude LCMS showed formation of product, filtered the reaction mass, concentrated the filtrate to afford crude compound, the crude material was purified by preparative LCMS purification using method D2, the fractions containing the product was combined and dried using Genevac centrifugal evaporator to afford l-(2-(3-isopropyl-2-(8-methyl-[l,2,4]triazolo[l,5-a]pyridin-6-yl)-lH- indol-5-yl)morphoIino)-2-methylpropan-2-ol (0.0076 g, 0.017 mmol, 27 % yield) as a pale solid. LCMS retention time 1.923 min [E] MS tn/z: 448.2 [M+H]+; *H NMR (400 MHz, CDJOD) d ppm 8.72 (s, 1 H), 8 47 (s, 1 H), 7.79 (s, 1 1 1 ). 7 67 (s, 1 H), 7.38 (d, J = 8.4 Hz, 1 H), 7.18 (d, J = 8.4 Hz, 1 H), 4.04-3.90 (m, 2 H), 3.80 (s, 1 H), 3.38-3.35 (m, 1 H), 3.13-3.07 (m, 1 H), 3.00-2.94 (m, 1 H), 2.71 (s, 3 H), 2.60-2.51 (m, 1 H), 2.49-2.38 (m, 3 H), 1.52 (dd, J = 7.2, 1.2 Hz, 6 H), 1.26 (s, 3 1 1). 1.25 (s, 3 H).
The chemical industry reduces the impact on the environment during synthesis 558-42-9, I believe this compound will play a more active role in future production and life.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DYCKMAN, Alaric J.; DODD, Dharmpal S.; MUSSARI, Christopher P.; GILMORE, John L.; HAQUE, Tasir Shamsul; SHERWOOD, Trevor C.; WHITELEY, Brian K.; POSY, Shoshana L.; KUMAR, Sreekantha Ratna; PASUNOORI, Laxman; DURAISAMY, Srinivasan Kunchithapatham; HEGDE, Subramanya; ANUMULA, Rushith Kumar; SRINIVAS, Pitani Veera Venkata; (279 pag.)WO2019/126113; (2019); A1;,
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