337536-15-9, name is 4-Bromoisoindolin-1-one, belongs to indolines-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. name: 4-Bromoisoindolin-1-one
General procedure: Example 1 4-[1-(3-chloro-4-fluorophenyl)-5-(3-chloro-5-fluorophenyl)-1H-pyrazole-3-yl]-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine-1-one Step 4 [0522] 100 mg (0.25 mmol) of the product from step 3 is dissolved in 5 ml of dioxane and mixed with 75 mg (0.30 mmol) bis-pinakolato-diboron, 73 mg (0.74 mmol) potassium acetate and 12 mg (0.02 mmol) [1,1-bis-(diphenylphosphino)ferrocene]-dichloropalladium dichlormethane complex. The reaction mixture is stirred for 1 hour in the microwave at 120 C., cooled down to RT, mixed with 63 mg (0.37 mmol) of the compound from example 22A, 0.25 ml sodium carbonate solution (2 N in water, 0.50 mmol) and 10 mg (0.01 mmol) [1,1-bis-(diphenylphosphino)ferrocene]-dichloropalladium-dichlormethane complex and mixed for 2 hours at 120 C. The reaction mixture is filtered through a Millipore syringe filter, mixed with DMSO, and separated twice using preparative HPLC (solvent: acetonitrile/water gradient). This produces 42 mg (37% of theoretical yield) of the title compound. Example 3 4-[1-(3-chloro-4-fluorophenyl)-5-(3-chloro-5-fluorophenyl)-1H-pyrazole-3-yl]-2,3-dihydro-1H-isoindole-1-one [0533] [0534] The synthesis of the title compound is performed starting from 100 mg (0.25 mmol) of the product from step 3 of example 1 in a manner analogous to the synthesis of the compound from example 1. In step 4, instead of the compound from example 22A, 4-bromo-2,3-dihydroisoindol-1-on (63 mg, 0.30 mmol) is used. The result is 74 mg (65% of theoretical yield) of the title compound. [0535] 1H-NMR (400 MHz, DMSO-d6): delta=4.72 (s, 2H), 7.21 (dt, 1H), 7.32-7.41 (m, 2H), 7.49 (s, 1H), 7.51-7.58 (m, 2H), 7.62 (t, 1H), 7.71 (d, 1H), 7.83 (dd, 1H). [0536] LC-MS (Method 1): Rt=1.28 min; MS (ESIpos): m/z=456 [M+H]+.
The synthetic route of 337536-15-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; AICURIS GMBH & CO. KG; Wildum, Steffen; Klenke, Burkhard; Wendt, Astrid; US2015/203500; (2015); A1;,
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