Introduction of a new synthetic route about 917364-11-5

The synthetic route of 917364-11-5 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 917364-11-5, 5,6,7,8-Tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Application In Synthesis of 5,6,7,8-Tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid, blongs to pyridine-derivatives compound. Application In Synthesis of 5,6,7,8-Tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid

Example 137N-((ls,4s)-4-(5-fluoro-2-(4′-(3-(piperazin-l-yl)propyl)biphenyl-3- yloxyJnicotinamidoJcyclohexylJ-S^^^-tetrahydroimidazo [ 1 ,2-a] pyridine-2- carboxamide To a solution of tert-butyl 4-(3-(3′-(3-((ls,4s)-4-aminocyclohexylcarbamoyl)-5-fluoropyridin- 2-yloxy)biphenyl-4-yl)propyl)piperazine-l-carboxylate (150 mg, 0.24 mmol) in acetonitrile (2 mL) was added 5,6,7,8-tetrahydroimidazo[l,2-a]pyridine-2-carboxylic acid (39.5 mg, 0.24 mmol) and triethylamine (0.331 mL, 2.37 mmol). 1-Propanephosphonic acid cyclic anhydride, 1.57M solution in THF (0.159 mL, 0.25 mmol) was then added and the mixture stirred at RT for 1 h. The mixture was poured into sat NaHCO3 (aq) and the organics extracted into EtOAc (x2). The extractions were combined, dried (MgSO4) and evaporated to give a residue. This was dissolved in DCM (2 mL) to which TFA (2 mL) was added and the mixture stirred at RT for 20 min. The solvents were removed in vacuo and the residue dissolved in methanol and purified using reverse phase preparative chromatography using eluent = TFA(aq)/MeOH. The appropriate fractions were combined and evaporated to give a residue which on trituration with ether gave a solid. The solid was dried overnight under vacuum at 400C to give the title compound. Yield: 42 mg1H NMR (400 MHz, CD3OD) d 8.42 (d, J= 6.9 Hz, IH), 8.10 – 8.06 (m, 2H), 7.74 (s, IH), 7.53 (d, J= 8.2 Hz, 2H), 7.50 – 7.46 (m, 2H), 7.41 – 7.39 (m, IH), 7.28 (d, J= 8.2 Hz, 2H), 7.16 – 7.12 (m, IH), 4.15 – 4.08 (m, 3H), 3.98 – 3.91 (m, IH), 3.40 (t, J= 5.4 Hz, 4H), 3.21 – 3.16 (m, 4H), 2.97 – 2.89 (m, 4H), 2.72 (t, J= 7.4 Hz, 2H), 2.07 – 1.96 (m, 6H), 1.92 – 1.80 (m, 6H), 1.75 – 1.66 (m, 2H). MS: [M+H]+=680 (calc=680) (MultiMode+)

The synthetic route of 917364-11-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/144494; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem