Analyzing the synthesis route of 27104-72-9

The synthetic route of 27104-72-9 has been constantly updated, and we look forward to future research findings.

27104-72-9, Methyl isoquinoline-1-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(b) 1-Isoquinolinecarboxaldehyde (7.3 g, 64%) was prepared from 1-isoquinolinecarboxylic acid methyl ester (13.6 g, 0.073 mol) and 1M LAH (36.6 ml in THF) in 300 ml of dry THF (J. Org. Chem., vol 28, p 1898, 1963) to afford 7.3 g (64%) of 1-isoquinolinecarboxaldehyde., 27104-72-9

The synthetic route of 27104-72-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sterling Winthrop Inc.; US5554620; (1996); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Brief introduction of 27104-73-0

27104-73-0, 27104-73-0 Methyl isoquinoline-3-carboxylate 725374, aisoquinoline compound, is more and more widely used in various fields.

27104-73-0, Methyl isoquinoline-3-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a cooled solution 0C of isoquinoline-3-carboxylic acid methyl ester (l. Og, 5.34mmol) in anhydrous tetrahydrofuran (100ml), is added a solution of DIBAL-H (11. 8ml, 11. 8mmol). The reaction mixture is stirred at 0C for 2 hours and then quenched with saturated aqueous sodium potassium tartrate and stirred for 2 hours. The layers are separated and the aqueous layer is extracted with ethyl acetate. The combined organic extracts are washed with 1N HCl, 2N NaOH, and dried over anhydrous Na2S04, filtered, and concentrated ira vacuo. The crude reaction mixture is purified on silica gel eluting with 20% ethyl acetate/hexanes to give isoquinoline-3-carboxaldehyde (0.46g, 54%).’H NMR (CDC13) : 8 = 10.24 (1H, brs), 9.32 (1H, brs), 8.35 (1H, brs), 8. 02 (2H, brd), 7.77 (2H, brs).

27104-73-0, 27104-73-0 Methyl isoquinoline-3-carboxylate 725374, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2005/92885; (2005); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Analyzing the synthesis route of 27810-64-6

27810-64-6, 27810-64-6 Isoquinoline-5-carboxylic acid 260936, 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.27810-64-6,Isoquinoline-5-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: To a stirring solution of corresponding picolinic or nicotinic acids (1.0 eq.), EDCI (1.5 eq.) and HOBt (1.0 eq.)in CH2Cl2 at room temperature was added Et3N (2 eq.) dropwise, followed by the amine. The resultedmixture was stirred for 16 h and afterwards diluted by excess amount of CH2Cl2. The organic solution waswashed by water and dried over Na2SO4. A yellow residue was obtained after concentration and purified byflash column on silica gel to afford compound S2. To a solution of S2 (1.0 eq.) in THF at 78 was addedn-BuLi (1.1 eq.) or LDA (1.1 eq.) dropwise. The resulted mixture was stirred at this temperature for 15 min.A solution of corresponding acryloyl chloride (1.3 eq. while using n-BuLi and 2.5 eq. while using LDA) wasadded dropwise at 78. The reaction was warmed to room temperature gradually and stirred for another5 h . Afterwards, the reaction mixture was diluted with EtOAc and the organic solution was washed bywater and dried over Na2SO4. A brown residue was obtained after concentration and purified by flashcolumn on silica gel to afford the compound 4. Analytical data of 4q and 4r are consistent with the previousreports

27810-64-6, 27810-64-6 Isoquinoline-5-carboxylic acid 260936, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Article; Ma, Jiajia; Strieth-Kalthoff, Felix; Dalton, Toryn; Freitag, Matthias; Schwarz, J. Luca; Bergander, Klaus; Daniliuc, Constantin; Glorius, Frank; Chem; vol. 5; 11; (2019); p. 2854 – 2864;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Some tips on 3482-14-2

As the paragraph descriping shows that 3482-14-2 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.3482-14-2,Isoquinolin-8-ol,as a common compound, the synthetic route is as follows.

8-hydroxyisoquinoline (3.0 g, 20.69 mmol),PtO2 (0.1 g) was dispersed in glacial acetic acid (100 mL).After the nitrogen was replaced, hydrogen was introduced, and then stirred at 65 C for 2 days.Filtration through celite, and the filtrate was evaporated to dryness under reduced pressure.The residue obtained pure compound 52A (3.12g, 72% yield) crystallized from methanol and diethyl ether,Yellow solid., 3482-14-2

As the paragraph descriping shows that 3482-14-2 is playing an increasingly important role.

Reference£º
Patent; Jiangsu Xiansheng Pharmaceutical Co., Ltd.; Chen Huanming; Liang Bo; Cao Wenjie; Zhang Guiping; Zhao Zhongqiang; Jiang Zhaojian; Zuo Gaolei; Xu Wanmei; Gong Hongju; Zhang Peng; Wang Jianghuai; Li Qingsong; Gao Chunhua; (79 pag.)CN104045552; (2019); B;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 205055-63-6

205055-63-6 6-Bromo-1-chloroisoquinoline 22250244, 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.205055-63-6,6-Bromo-1-chloroisoquinoline,as a common compound, the synthetic route is as follows.

D. 1-Chloroisoquinoline-2-sulfonyl chloride 6-Bromo-1-Chloroisoquinoline (2.69 g, 11 mmol) is converted to the title compound by the method described in EXAMPLE 1, Part D except that the crude product was washed with hexane to give a yellow solid (3.6 g) which was used without further purification; EI MS, M+ =261, 263., 205055-63-6

205055-63-6 6-Bromo-1-chloroisoquinoline 22250244, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Rhone-Poulenc Rorer Pharmaceuticals Inc.; US5731315; (1998); A;; ; Patent; Rhone-Poulenc Rorer Pharmaceuticals Inc.; US6034093; (2000); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Simple exploration of 105627-79-0

105627-79-0 Isoquinoline-5-sulfonyl chloride hydrochloride 13116932, aisoquinoline compound, is more and more widely used in various fields.

105627-79-0, Isoquinoline-5-sulfonyl chloride hydrochloride is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 63 N-{2-[4-(tert-Butoxycarbonyl)piperazinyl]-1-[p-(5-isoquinolinesulfonyloxy)benzyl]ethyl}-5-isoquinolinesulfonamide 1.6 g of the amorphous compound obtained in Reference Example 17 was dissolved in 25 ml of methanol, and to the solution was added 1.0 g of 5% palladium on carbon. The mixture was stirred in a hydrogen atmosphere for 20 hours, and filtered to remove insoluble matter. The filtrate was concentrated under a reduced pressure, resulting residue was dissolved in 30 ml of tetrahydrofuran, and to the solution were added 2.8 g of 5-isoquinolinesulfonyl chloride.HCl and 4 ml of triethylamine under ice cooling. After stirring at a room temperature for 3 hours, to the reaction mixture was added 100 ml of water, and the mixture was extracted twice with 70 ml of chloroform, and the extract was dried over magnesium sulfate and concentrated under a reduced pressure. The resulting residue was applied to a silica gel column and eluted with chloroform/methanol (100:1 to 50:1) to obtain 1.27 g of the title compound in a yellow amorphous form. 1 H-NMR (CDCl3, delta ppm): 1.40 (9H, s), 1.75-2.18 (6H, m), 2.15-3.07 (6H. m), 3.27 (1H, m), 5.35 (1H, br), 6.67 (2H, d, J=8.3 Hz), 6.90 (2H, d, J=8.3 Hz), 7.65 (1H, t, J=7.8 Hz), 7.69 (1H, t, J=7.8 Hz), 8.21 (1H, d, J=8.3 Hz), 8.27-8.32 (2H, m), 8.37-8.41 (2H, m), 8.53 (1H, d, J=6.4 Hz), 8.69 (1H, d, J=6.9 Hz), 8.82 (1H, d, J=6.4 Hz), 9.36 (1H, s), 9.43 (1H, s)., 105627-79-0

105627-79-0 Isoquinoline-5-sulfonyl chloride hydrochloride 13116932, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Hidaka; Hiroyoshi; Tobishi Yakuhin Kogyo Kabushiki Kaisha; US5081246; (1992); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 90806-60-3

As the paragraph descriping shows that 90806-60-3 is playing an increasingly important role.

90806-60-3, 5-Methoxyisoquinoline-1-carbonitrile is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,90806-60-3

Cap-138, step c (0.45 g, 2.44 mmol) was treated with 5N sodium hydroxide solution (10 mL) and the resultingsuspension was heated at 85 C for 4 h, cooled to 25 C, diluted with dichloromethane and acidified with 1N hydrochloricacid. The organic phase was separated, washed with brine, dried over Na2SO4, concentrated to volume and filteredto afford Cap-138 (0.44g, 88.9%) as a yellow solid. 1H NMR (DMSO-d6, 400 MHz) delta 13.6 (br s, 1H), 8.56 (d, J = 6.0 Hz,1H), 8.16 (d, J = 6.0 Hz, 1H), 8.06 (d, J = 8.8 Hz, 1H), 7.71-7.67 (m, 1H), 7.30 (d, J = 8.0 Hz, 1H), 4.02 (s, 3H); Rt = 0.70min (Cond.-D1); 95% homogenity index; LCMS: Anal. Calc. for [M+H]+ C11H10NO3: 204.07; found: 204.05.

As the paragraph descriping shows that 90806-60-3 is playing an increasingly important role.

Reference£º
Patent; Bristol-Myers Squibb Company; BELEMA, Makonen; NGUYEN, Van N.; SERRANO-WU, Michael; ST. LAURENT, Denis R.; QIU, Yuping; DING, Min; MEANWELL, Nicholas A.; SNYDER, Lawrence B.; (149 pag.)EP2328865; (2017); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Simple exploration of 1082041-78-8

1082041-78-8 6-Methyl-3,4-dihydroisoquinolin-1(2H)-one 22890891, aisoquinoline compound, is more and more widely used in various fields.

1082041-78-8, 6-Methyl-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 71 Preparation of 6-methyl-2-(4-(trifluoromethyl)pyridin-3-yl)-3,4-dihydroisoquinolin-1(2H)-one (71A) 6-Methyl-3,4-dihydroisoquinolin-1(2H)-one (I-69d: 500 mg, 3.1 mmol) was reacted with 3-bromo-4-trifluoromethyl)-pyridine (842 mg, 3.72 mmol), 1,4-dioxane (20 mL), copper iodide (59 mg, 0.31 mmol), trans-N,N’-dimethyl-cyclohexyl-1,2-diamine (44 mg, 0.31 mmol and potassium phosphate (1.64 g, 7.76 mmol) 2 days at 120 C. to afford the crude product. Purification by column chromatography on silica gel (2% methanol in CHCl3) afforded 150 mg of the product (15.7% yield)., 1082041-78-8

1082041-78-8 6-Methyl-3,4-dihydroisoquinolin-1(2H)-one 22890891, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; NOVARTIS AG; Bock, Mark Gary; Gaul, Christoph; Gummadi, Venkateshwar Rao; Moebitz, Henrik; Sengupta, Saumitra; US2014/45872; (2014); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Brief introduction of 19493-45-9

19493-45-9, As the paragraph descriping shows that 19493-45-9 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.19493-45-9,3-Chloroisoquinoline,as a common compound, the synthetic route is as follows.

Preparation of 3-Chloroisoquinoline (33 mg, 0.2 mmol) and tert-butyl methyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate (66 mg, 0.2 mmol) were reacted using general procedure A to afford tert-butyl (4-(isoquinolin-3-yl)phenyl)(methyl)carbamate as a clear oil (12 mg, 18%). 1H NMR (400 MHz, CDCl3): delta 9.33 (s, 1H), 8.09 (m, 2H), 8.05 (s, 1H), 7.99 (m, 1H), 7.87 (m, 1H), 7.69 (m, 1H), 7.58 (m, 1H), 7.38 (m, 2H), 3.32 (s, 3H), 1.48 (s, 9H); MS (ESI): 335 (M+H+).

19493-45-9, As the paragraph descriping shows that 19493-45-9 is playing an increasingly important role.

Reference£º
Patent; Siemens Medical Solutions USA, Inc.; US2010/239496; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 147497-32-3

As the paragraph descriping shows that 147497-32-3 is playing an increasingly important role.

147497-32-3, 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 6-bromo-1-oxo-1,2,3,4-tetrahydroisoquinoline (2.82 g, 12.5 mmol) in DMF (80 ml) is added 1-bromo-3-phenylpropane (2.89 ml, 18.75 mmol), KI (200 mg, 1.25 mmol) and NaH (600 mg, 25 mmol). The reaction mixture is stirred for 3 hours and subsequently poured into H2 O (300 ml). The resulting emulsion is extracted with EtOAc (2*150 mL) and the organic phase washed with 2N HCl (1*200 mL), H2 O (1*200 mL), saturated NaHCO3 solution (1*200 mL), saturated NaCl solution (2*200 mL), dried over MgSO4 and concentrated in vacuo. The residue is chromatographed (silica gel, 9:1 hexane/EtOAc) to give 2-(3-phenylpropyl)-6-bromo-1-oxo-1,2,3,4-tetrahydroisoquinoline., 147497-32-3

As the paragraph descriping shows that 147497-32-3 is playing an increasingly important role.

Reference£º
Patent; Ciba-Geigy Corporation; US5334600; (1994); A;; ; Patent; Ciba-Geigy Corporation; US5260316; (1993); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem