Category: 6624-49-3

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6624-49-3,Isoquinoline-3-carboxylic acid,as a common compound, the synthetic route is as follows.

Oxalyl chloride (91 muL, 1.04 mmol, 1.8 eq) was added dropwise to a mixture of isoquinoline-3-carboxylic acid (100 mg, 0.58 mmol, 1.0 eq) and DMF (5 muL, 0.06 mmol, 0.1 eq) in DCM (1.7 mL). The reaction was stirred for 2 hrs. The reaction was concentrated under reduced pressure to give a yellow residue of isoquinoline-3-carbonyl chloride, which was used in the next step without purification.

The synthetic route of 6624-49-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ENANTA PHARMACEUTICALS, INC.; WANG, Guoqiang; GRANGER, Brett; SHEN, Ruichao; HE, Yong; XING, Xuechao; MA, Jun; LONG, Jiang; HE, Jing; WANG, Bin; OR, Yat, Sun; (131 pag.)WO2018/218042; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6624-49-3,Isoquinoline-3-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 1 Production of N-benzyl-2-[3-benzyl-3,4-dihydroisoquinolin-2(1H)-yl]ethanamine a) Production of N-methoxy-N-methylisoquinoline-3-carboxyamide [Show Image]; 200 mg of 3-isoquinolinecarboxylic acid, 169 mg of N,O-dimethylhydroxylamine monohydrochloride, 332 mg of WSC, and 582 mg of triethylamine were dissolved in 2 mL of dichloromethane, followed by stirring at room temperature for 3 hours. Water was added to the reaction liquid, followed by extraction with chloroform. The organic layer was then washed with saturated brine, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue obtained was purified using silica gel chromatography (chloroform alone) to obtain 169 mg (yield 67percent) of a title compound as a pale yellow solidified product. 1H-NMR (CDCl3) delta: 3.47 (3H, s), 3.80 (3H, s), 7.69 (1H, ddd, J = 1.2, 8.0, 8.0 Hz), 7.76 (1H, ddd, J =1.2, 8.0, 8.0 Hz), 7.92 (1H, d, J = 8.0 Hz), 8.02 (1H, d, J = 8.0 Hz), 8.14 (1H, s), 9.25 (1H, s).

The synthetic route of 6624-49-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Kowa Company, Ltd.; EP2143714; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6624-49-3,Isoquinoline-3-carboxylic acid,as a common compound, the synthetic route is as follows.

A solution of 70 (30 mg, 0.13 mmol, leq) and triethylamine (0.65 mmol, 5 eq.) in THF (2 mL) was added to a solution of commercially available isoquinoline-3-carboxylic acid (22 mg, 0.13 mmol) and HATU (50 mg, 0.13 mmol) in THF (2 mL). The reaction was stirred for 3h at 60¡ãC, then cooled to room temperature and poured into water-ice. The product was extracted with EtOAc, dried (MgS04), filtered and concentrated. The crude product was purified by column chromatography on silica gel (ethyl acetate-hexanes) to afford the product as a white powder in 39percent yield; mp 228-230 ¡ãC. XH NMR (400 MHz, DMSO-i?) delta 11.99 (s, 2H), 9.51 (s, 1H), 8.77 (s, 1H), 8.34 (d, J= 7.33 Hz, 1H), 8.29 (d, J= 8.06 Hz, 1H), 7.87 – 7.99 (m, 2H), 7.66 (s, 1H), 7.56 (d, J= 2.01 Hz, 1H), 7.53 (dd, J= 1.92, 8.33 Hz, 1H), 7.03 (d, J= 8.42 Hz, 1H), 3.85 (s, 3H), 3.80 (s, 3H); LCMS (ESI) m/z 392 (MH+)

The synthetic route of 6624-49-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; RENSLO, Adam R.; GALLARDO-GODOY, Alejandra; SILBER, B. Michael; PRUSINER, Stanley B.; GILES, Kurt; LI, Zhe; NEITZ, R. Jeffrey; WO2013/33037; (2013); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

6624-49-3, Isoquinoline-3-carboxylic acid is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of isoquinoline-3-carboxylic acid monohydrate (63 g, 0.364 mol) and Na2SO4 (10 g) in dry DMF (200 mL) was treated with DIEA (76 mL, 0.44 mol). The reaction mixture was stirred at rt for 20 min and cooled to 0¡ã C. followed by drop wise addition of Intermediate 17 (147 g, 0.36 mol) in DMF (200 ml). The mixture was stirred for 2 h at 0¡ã C. and then diluted with ice water and filtered. The collected solid was washed with water then dissolved in EtOAc. The organic phase was washed with saturated aqueous NaHCO3, then water, dried over Na2SO4 and concentrated. Hexane trituration afforded Intermediate 18 (155 g) (Isoquinoline-3-carboxylic acid 2-{3-[(R)-1-(4-fluoro-phenyl)-ethylcarbamoyl]-5-nitro-phenyl}-2-oxo-ethyl ester) as a white solid. 1H NMR (CDCl3): delta 9.34(1H), 8.68(1H), 8.08(2H), 8.01(1H), 7.80(2H), 7.75 (2H), 7.36(2H), 7.04(2H), 6.72(1H), 5.70(2H), 5.32(1H), 1.61(3H) ppm. LC/MS: m/z 503 (M+2)+

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Reference£º
Patent; Mjalli, Adnan M.M.; Cooper, Jeremy T.; Arimilli, Murty N.; Andrews, Robert C.; Rothlein, Robert; AlTel, Taleb H.; US2007/219239; (2007); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6624-49-3,Isoquinoline-3-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: The tail group containing dimer or trimer (0.266 mmol) wasdissolved in methanol (25 mL), to which Pd/C-10percent (60 mg) wasadded at 0 C under nitrogen with stirring. The reaction mixturewas hydrogenated at room temperature and atmospheric pressurefor 4 h. The catalyst was removed over Kieselguhr and the solventwas removed under reduced pressure to give the amine, which wasdissolved in DMF (1 mL, dry). The appropriate head group carboxylic acid (0.266 mmol) was dissolved in DMF (1 mL, dry) towhich HBTU (260 mg, 0.685 mmol) and triethylamine (50 mL) wereadded to the reaction mixture at room temperature with stirringand the reaction mixture was left standing at room temperatureovernight. The product was purified by HPLC (no work up required).Fractions containing the product were collected and freeze dried togive the required product.

The synthetic route of 6624-49-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Scott, Fraser J.; Khalaf, Abedawn I.; Giordani, Federica; Wong, Pui Ee; Duffy, Sandra; Barrett, Michael; Avery, Vicky M.; Suckling, Colin J.; European Journal of Medicinal Chemistry; vol. 116; (2016); p. 116 – 125;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6624-49-3,Isoquinoline-3-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: At 0 ¡ãC and with stirring to the solution of 865 mg (5.0 mmol) of isoquinoline-3-carboxylic acid in 10 ml of anhydrous THF 675 mg (5.0 mmol) of HOBt was added to form reaction mixture A. The solution of 5.5 mmol of l-amino acid benzylester in 5 ml of anhydrous THF was adjusted pH 9 with triethylamine and stirred for 30 min to form mixture B. At 0 ¡ãC the mixtures A and B were mixed and then 1339 mg (6.5 mmol) of DCC was added. The reaction mixture was stirred at 0 ¡ãC for 2 h, at room temperature for12 h and TLC (ethyl acetate/petroleum ether, 1:2) indicated the complete disappearance of isoquinoline-3-carboxylic acid. The formed precipitates of DCU were removed by filtration and the filtrate was evaporated under vacumm. The residue was dissolved in 50 ml of ethyl acetate and the formed solution was washed successively with saturated aqueous solution of NaHCO3 (30 ml .x. 3), 5percent aqueous solution of KHSO4 (30 ml .x. 3) and saturated aqueous solution of NaCl (30 ml .x. 3) and dried over anhydrous Na2SO4. After filtration the filtrate was evaporated under vacumm and the residure was purified on silica gel chromatography (CHCl3:MeOH, 20:1) to give the title compounds.

As the paragraph descriping shows that 6624-49-3 is playing an increasingly important role.

Reference£º
Article; Zheng, Meiqing; Yang, Yifan; Zhao, Ming; Zhang, Xiaoyi; Wu, Jianhui; Chen, Gong; Peng, Li; Wang, Yuji; Peng, Shiqi; European Journal of Medicinal Chemistry; vol. 46; 5; (2011); p. 1672 – 1681;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem