4-Isoquinolinecarbonitrile

To a stirred solution of 3-bromoisoquinoline (Intermediate-12) (9.2 g, 44.2 mmol) in DMF (15 mL) were added, Pd(PPhlntermediate-13: lsoquinolin-4-carbonitrile: To a stirred solution of 3-bromoisoquinoline (lntermediate-12) (9.2 g, 44.2 mmol) in DMF (15 mL) were added, Pd(PPhExample 64: Synthesis of 4-(3-(2-fluoro-4-methoxybenzylidene)-3 , 4, 5, 6- 5 tetrahydropyridin-2-yl)isoquinoline dihydrochloride.; The preparation of 4-(3-(2-fluoro-4-methoxybenzylidene)-3, 4, 5, 6- tetrahydropyridin-2-yl)isoquinoline dihydrochloride is described below.; A. Step 1: Preparation of Intermediate 9; Intermediate 9 was prepared as described in Tyson, F.T. J. Am. Chem. Soc, 1939, 61 (I )To 4-bromo isoquinoline (2 g, 9.613 mmol) is added copper (I) cyanide (1.29 g, 14.42 mmol), and the mixture is heated to 250° C. for 45 minutes, where the pressure is taken down to 5-10 torr. To a stirred solution of lntermediate-14: lsoquinolin-4-carboxylic acid: To a stirred solution of General procedure: No special protection is required. In the air, a magnetic stirrer is added to the clean single-mouth reaction tube.p-Bromoanisole (IIa, 0.2 mmol, 1.0 equiv), Nickel diacetylacetonate (Ni(acac) 2, 0.01 mmol, 5 mol%), Aluminum chloride (AlCl3, 0.02 mmol, 10 mol%), Bipyridine(dipy, 0.04 mmol, 20 mol%), Zinc oxide (ZnO, 0.2 mmol, 1.0 equiv), formamide (1.0 mL)Sealing the reaction tube with ethylene dimethoxide (1, 2-dimethoxyethane, 0.5 mL);After reacting at 140 C for 12 hours, Thin layer chromatography analysis showed complete consumption of the crude bromoanisole.Stop heating, cooling; extract, direct wet loading, 200-300 mesh silica gel column chromatography, A mixed solvent of ethyl acetate and petroleum ether (1:10) was rinsed.Separating the compound of formula Ia22.6mg, The yield was 85%.

Molecular Weight:154.17
XLogP3:1.8
Hydrogen Bond Acceptor Count:2
Exact Mass:154.053098200
Monoisotopic Mass:154.053098200
Topological Polar Surface Area:36.7
Heavy Atom Count:12
Complexity:203
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes