Synthetic Route of 867034-10-4, 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 867034-10-4, name is Ethyl 7-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.
Ethyl 7-chlo ro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate (preparation described in Reference Example 1) (240 mg, 1.07 mmol), phenol (500 mg, 5.35 mmol) and cyclohexylamine (1.1 mL, 10.7 mmol) were combined in a sealed tube and heated at 100C for 6 h. The reaction tube was cooled to room temperature. The reaction mixture was diluted with ethyl acetate (10 mL), washed with 2 N sodium hydroxide (10 mL) and brine (10 mL), dried over magnesium sulfate, and evaporated to provide 538 mg of dark brown viscous oil. The viscous oil was purified by chromatography (Si02; 3: 1 hexanes/ethyl acetate) to give 7- chloro-N-cyclohexyl-1H-pyrrolo[2,3-c]pyridine-2-carboxamide as an off-white powder (218 mg, 0.785 mmol, 74%): ¹H NMR (300 MHz, CD30D) 81.20-1.55 (6H, m), 1.65-2.10 (4H, m), 3.90 (1H, m), 7.21 (lH, s), 7.61 (lH, d, J = 5.4 Hz), 7.93 (lH, d, J = 5.4 Hz) ; ESI MS m/z 278 [C14H16ClN3O + H](at).7-Chloro-N-cyclohexyl-1H-pyrrolo[2,3-c]pyridine-2- carboxamide (230 mg, 0.828 mmol), triethylamine (0.25 mL) and palladium (II) chloride (3 mg, 2 mol%) were combined in N,N- dimethylformamide (5 mL) under an atmosphere of hydrogen. The (at)’l’i£c£i(at)d£”‘”‘£tI%8(at)tlr(at)”(at)(at)(at)lk9″”(at)(at)ti(at)lated at 60C for 3 h. The reaction mixture was cooled to room temperature and the catalyst was removed by filtration through a pad of diatomaceous earth and washed with ethyl acetate. Evaporation of the solvents provided crude product (169 mg, 84%) as an off-white solid. Purification by chromatography (Si02; 0-10% methanol in methylene chloride, 1400 mL) afforded N-cyclohexyl-1H- pyrrolo [2,3-c]pyridine-2-carboxamide (101 mg, 0.414 mmol, 50%) as fine, white needles: mp 298-301C, ¹H NMR (300 MHz, CD30D) 8 1.20-1.55 (6H, m), 1.65-2.10 (4H, m), 3.90 (lH, m), 7.21 (1H, s), 7.15 (1H, s), 7.65 (lH, d, J = 5.7 Hz), ‘8.09 (lH, d, J = 5.7 Hz), 8.77 (lH, s) ; ESI MS m/z 244 [C14H17N3O + H] +; HPLC (Method A) >99% (AUC), tR = 13.2 min.
While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 867034-10-4, Ethyl 7-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate.
Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2005/97129; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem