Simple exploration of 39989-39-4

39989-39-4 7-Methoxyisoquinoline 594375, aisoquinoline compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.39989-39-4,7-Methoxyisoquinoline,as a common compound, the synthetic route is as follows.

Preparation 5 1-Amino-7-methoxyisoquinoline A solution of 8.0 g of 7-methoxyisoquinoline in 45 ml of N,N-dimethylaniline was warmed at 60 C., and then 5.9 g of sodium amide was added. The reaction mixture was heated at 130 C. over a period of 2 hours, and stirred for further 1 hour under the same conditions. After being cooled, the reaction mixture was poured into ice water and extracted with chloroform. The extract was washed with water, and dried over anhydrous magnesium sulfate. The drying agent was removed by filtration, and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel and recrystallized from benzene to give 5.7 g of the title compound as colorless flakes. m.p.: 137.5-138.0 C.; IR(KBr): 3440, 3340, 3150, 3080, 2980, 2850, 1652, 1605, 1569, 1516, 1455, 1428, 1385, 1350, 1298, 1241, 1209, 1190, 1136, 1085, 1032, 915, 890, 853, 830; NMR(CDCL): 7.84(1H,d,J=6.0 Hz), 7.59(1H,d,J=9.0 Hz), 7.20(1H,dd,J=2.0 Hz,9.0 Hz), 7.07(1H,d,J=2.0 Hz), 6.95(1H,d,J=6.0 Hz), 5.33(2H,brs), 3.82(3H,s), 39989-39-4

39989-39-4 7-Methoxyisoquinoline 594375, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Shinnippon Pharmaceutical, Inc.; US6020342; (2000); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Analyzing the synthesis route of 39989-39-4

The synthetic route of 39989-39-4 has been constantly updated, and we look forward to future research findings.

39989-39-4,39989-39-4, 7-Methoxyisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

85b. 7-Methoxy-isoquinoline-N-oxide hydrochloride: At room temperature 58 g of m-chloroperoxybenzoic acid (purity 75%) were added in portions to a stirred solution of 7-methoxy-isoquinoline (35.9 g) in 500 mL of dichloromethane. Stirring was continued for 3 hours and subsequently methanol (400 mL) was added. The bulk was reduced to 300 mL and 325 mL of a saturated solution of hydrogen chloride in diethyl ether were added. Dilution with 600 mL of diethyl ether afforded precipitation of yellow crystals, which were separated by filtration, washed with chilled diethyl ether and dried in vacuo. Yield: 41.3 g (87%); m.p. 185-187 C.; (+)-FAB-MS: 176 (MH+-HCl).

The synthetic route of 39989-39-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Akzo Nobel N.V.; US6194409; (2001); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Some tips on 39989-39-4

39989-39-4 7-Methoxyisoquinoline 594375, aisoquinoline compound, is more and more widely used in various fields.

39989-39-4, 7-Methoxyisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

III. Synthesis of 7-Hydroxyisoquinoline To a 2-liter, 3-necked round bottom flask equipped with a magnetic stir bar and addition funnel is added 19.7 g (0.124 mole) of 7-methoxyisoquinoline and 800 ml of dry dichloromethane. This solution is stirred and cooled to -75 C. with a dry ice/acetone bath, 628 ml (0.628 mole) of 1.0M boron tribromide in dichloromethane is added dropwise maintaining the temperature at -75 C. Thereafter the slurry is stirred for 18 hours allowing the temperature to rise to room temperature. The reaction slurry is poured into 1 liter of ice water and stirred for an hour. The layers are separated and the aqueous layer is then adjusted from acidic to neutral (pH 7) with 1N NaOH. A yellow solid precipitates and is filtered off, then air dried to yield 14.5 g of a yellow solid, 81%., 39989-39-4

39989-39-4 7-Methoxyisoquinoline 594375, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; The Procter & Gamble Company; US5763611; (1998); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Brief introduction of 39989-39-4

The synthetic route of 39989-39-4 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.39989-39-4,7-Methoxyisoquinoline,as a common compound, the synthetic route is as follows.

TMPMgCl¡¤LiCl (1.0 M in THF/toluene; 5.65 mL, 5.65 mmol) was added dropwise at roomtemperature to a solution of 7-methoxyisoquinoline (600 mg, 3.77 mmol) in dry THF (11 mL).After 4 h the reaction mixture was cooled to 0C, a solution of iodine (1.43 g, 5.65 mmol) indry THF (6.65 mL) was added dropwise and the resulting mixture stirred while warming to room temperature over 1 h. Sat. aq. NH4Cl (6 mL) and sat. aq. Na2S2O3 (6 mL) were addedand the organic materials extracted using DCM (3 x 50 mL). The combined organic layerswere dried over Na2SO4 and concentrated in vacuo. The resulting crude product was purifiedby flash column chromatography (EtOAc/hexanes 1:9) to give 1-iodo-7-methoxyisoquinoline(S1) (469 mg, 1.64 mmol, 44%) as a yellowish solid.

The synthetic route of 39989-39-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Kraus, Yvonne; Glas, Carina; Melzer, Benedikt; Gao, Li; Heise, Constanze; Preusse, Monique; Ahlfeld, Julia; Bracher, Franz; Thorn-Seshold, Oliver; European Journal of Medicinal Chemistry; vol. 186; (2020);,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem