Downstream synthetic route of 4494-18-2

4494-18-2, As the paragraph descriping shows that 4494-18-2 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4494-18-2,1-Isoquinolinecarboxaldehyde,as a common compound, the synthetic route is as follows.

The compound (80 mg) obtained in Example 47-3 was dissolved in methanol (5.0 ml) and added with the compound (59.9 mg) obtained in Example 63-1, followed by the addition of sodium cyanoborohydride (35.9 mg). Then, the reaction solution was adjusted to about pH 5 with acetic acid, followed by stirring at room temperature for 14 hours. The reaction solution was added with a saturated aqueous sodium bicarbonate solution and then extracted with chloroform. The organic layer was washed with saturated saline solution and then dried with anhydrous sodium sulfate. Subsequently, the solvent was distilled off. The resulting crude product was purified through silica gel column chromatography (chloroform/methanol) and treated with hydrochloric acid, thereby obtaining hydrochloride (97.1 mg) of the subject compound as a white solid. MS(FAB,Pos.):m/z=561[M+H]+1H-NMR(500MHz,DMSO-d6):delta=0.87(6H,t,J=7.4Hz),1.67-1.78(4H,m),2.86-2.93(4H,m),3.92(2H,s),4.25-4.26(2H,m),4.36(2H,s),4.78(2H,brs),7.57-7.65(6H,m),7.81-7.86(4H,m),7.95(1H,brs),8.11(1H,brs),8.23(1H,brs),8.48-8.52(1H,m),8.62(1H,d,J=6.2Hz),10.34(1H,s),10.48(1H,brs).

4494-18-2, As the paragraph descriping shows that 4494-18-2 is playing an increasingly important role.

Reference£º
Patent; Kureha Chemical Industry Co., Ltd.; EP1550657; (2005); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 4494-18-2

As the paragraph descriping shows that 4494-18-2 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4494-18-2,1-Isoquinolinecarboxaldehyde,as a common compound, the synthetic route is as follows.

Compound 24: 4-(2-(bis(isoquinolin-1-ylmethyl)amino)ethyl)benzene-sulfonamide: A solution of 4-(2-aminoethyl)benzenesulfonamide (1.0 g, 5.0 mmol), AcOH (1.0 mL) and isoquinoline-1-carbaldehyde (2.09 g, 13.3 mmol) in DCE (50 mL) was stirred at 75 C for 30 min under nitrogen. The reaction mixture was cooled to 0 C, and treated with NaBH(OAc)3 (3.165 g, 15 mmol). The reaction mixture was stirred at room temperature for overnight and decomposed with water. The reaction mixture was extracted with DCM. The organic layer was dried and concentrated under reduced pressure. The residue was purified by flash chromatography over silica gel to afford 4-(2-(bis(isoquinolin-1-ylmethyl)amino)ethyl)benzenesulfonamide (1.86 g, 77%). 1H NMR (400 MHz, DMSO-d6) 8.24 (d, J = 8.8 Hz, 2 H), 7.96 (d, J = 8.4 Hz, 2 H), 7.91 (d, J = 8.0 Hz, 2 H), 7.72 (t, J = 7.8 Hz, 2 H), 7.65 (d, J = 8.4 Hz, 2 H), 7.55 (t, J = 7.6 Hz, 2 H), 7.50 (d, J = 8.4 Hz, 2 H), 7.30 (d, J= 6.0 Hz, 2 H), 7.29 (s, 2 H), 4.01 (s, 4 H), 2.94 (t, J = 7.0 Hz, 2 H), 2.78 (t, J= 7.0 Hz, 2 H); MS (ESI), 483.3 (M+H)+., 4494-18-2

As the paragraph descriping shows that 4494-18-2 is playing an increasingly important role.

Reference£º
Patent; Molecular Insight Pharmaceuticals, Inc.; Babich, John W.; Zimmerman, Craig N.; Joyal, John; Maresca, Kevin P.; Marquis, John; Lu, Genliang; Wang, Jian-cheng; Hillier, Shawn; (110 pag.)EP2706057; (2016); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

New learning discoveries about 4494-18-2

As the paragraph descriping shows that 4494-18-2 is playing an increasingly important role.

4494-18-2,4494-18-2, 1-Isoquinolinecarboxaldehyde is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The general procedure for the synthesis of the 3-aminoindolizine derivatives 1a-e, 6a-g, and uncyclized product 8a-c is described below: To a reaction mixture of cyano substrate 3 (2.0 mmol), 2-carbonyl pyridine derivative (2.0 mmol), and piperidinium acetate (15 mg, 0.10 mmol) in toluene (6 ml), was added diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate (9) (Hantzsch ester, 557 mg, 2.2 mmol) in one portion at room temperature. The resulting mixture was degassed with a stream of nitrogen and then stirred at 105 C for 3 h. After cooling to room temperature, a minimum amount (ca 0.3-0.5 mL) of DMSO was added to the reaction mixture and the resulting solution was directly loaded to a silica gel column and purified by column chromatography using Teledyne Isco Combiflash system.

As the paragraph descriping shows that 4494-18-2 is playing an increasingly important role.

Reference£º
Article; Li, Lianhai; Chua, Waepril Kimberly S.; Tetrahedron Letters; vol. 52; 12; (2011); p. 1392 – 1394;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Some tips on 4494-18-2

4494-18-2 1-Isoquinolinecarboxaldehyde 265306, aisoquinoline compound, is more and more widely used in various.

4494-18-2, 1-Isoquinolinecarboxaldehyde is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

During DCE (50mL) 4-(2-aminoethyl) benzenesulfonamide(1.0g, 5.0mmol), AcOH and (1.0 mL) and isoquinoline-1-carbaldehyde(2.09 g, 13.3 mmol) the solution containing the mixture was stirredfor 30 minutes at under 75 C. nitrogen. The reaction mixture was cooled to 0 , and treated with NaBH (OAc) 3 (3.165g,15mmol). The reaction mixture was stirred at room temperature overnight anddecomposed with water. The reaction mixture was extracted with DCM.The organic layer was dried and concentrated in vacuo.The residue was purified by flash chromatography on silica gel to yield 4- (2-(bis (isoquinolin-1-ylmethyl) amino) ethyl) benzenesulfonamide (1.86 g, 77%).

4494-18-2 1-Isoquinolinecarboxaldehyde 265306, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; MOLECULAR INSIGHT PHARMACEUTICALS INCORPORATED; BABICH, JOHN W; (133 pag.)JP5856247; (2016); B2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem