Day: September 10, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.164148-92-9,tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.

Intermediate 91 : 1 ,1-Dimethylethyl 6-ralphai-r(3.4-dichlorophenyl)methyll-1 H-1 ,2,3-triazol-4- yl}carbonyl)amino1-3,4-dihvdro-2(1 /-/)-isoquinolinecarboxylate; A mixture of 1-[(3,4-dichlorophenyl)methyl]-1 H-1,2,3-triazole-4-carboxylic acid (Intermediate 65) (0.1g, 0.37mmol), 1 ,1-dimethylethyl 6-amino-3,4-dihydro-2(1 H)-isoquinolinecarboxylate (91 mg, 0.37mmol), HATU (0.182g, 0.48mmol) and DIPEA (83muL, 0.48mmol) in DMF (5mL) was stirred at room temperature overnight. The mixture was evaporated and the residue was washed with water (2OmL) and extracted with DCM (2OmL). The organic phase was dried over Na2SO4, filtered and concentrated to give the title compound as a brown oil (1 18mg, 64%).LC/MS: m/z 500 (M-H)+, Rt: 3.80 min.

164148-92-9, As the paragraph descriping shows that 164148-92-9 is playing an increasingly important role.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/16216; (2009); 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.4456-77-3,Isoquinoline-1,3(2H,4H)-dione,as a common compound, the synthetic route is as follows.,4456-77-3

b) 1,3-Dibromoisoquinoline; A mixture of isoquinoline-1 ,3(2H,4/-/)-dione (preparation 20a, 0.65 g, 4.02 mmol), phosphorous tribromide (1.51 mL, 16.05 mmol) and phosphoric tribromide (1.04 g, 3.61 mmol) was stirred at 180 C. After 2 hours, the mixture was cooled, poured onto ice- water and 2N aqueous potassium hydroxide was added until the pH was 8-9. The aqueous layer was extracted with toluene, and the organic layer was filtered through neutral alumina and the filtrate was evaporated to give the title compound (0.58 g, 56%) as a white solid.LRMS (m/z): 286/288/290 (M+1)+.1 H NMR (400 MHz, CHLOROFORM-d) delta ppm 7.67 – 7.76 (m, 3 H) 7.84 (s, 1 H) 8.24 (d, J=8.40 Hz, 1 H)

The synthetic route of 4456-77-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ALMIRALL, S.A.; VIDAL JUAN, Bernat; FORNS BERENGUEL, Maria Pilar; CASTILLO MCQUADE, Marcos; ERRA SOLA, Montserrat; MIR CEPEDA, Marta; WO2012/41476; (2012); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

90806-58-9, 5-Methoxyisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,90806-58-9

To a solution of 5-methoxyisoquinoline (1.48 g, 9.30 mmol) in acetic acid (15 mL) was added a solution of bromine (2.1 g, 13 mmol) in acetic acid (5 mL). After three days at room temperature, the reaction mixture was cooled to 0 00, quenched with saturated aqueous sodium bicarbonate solution and extracted with dichloromethane (3 x 50 mL). The combined organiclayers were dried over sodium sulfate, filtered, concentrated in vacuo and purified by silica gel chromatography (Gradient: 5% to 33% ethyl acetate in petroleum ether) to give the product as a solid. Yield: 1.72 g, 7.22 mmol, 78%. 1H NMR (400 MHz, DMSO-d6) delta 9.40 (s, 1H), 8.64 (d, J=6.0 Hz, 1H), 7.99 (d, J=5.5 Hz, 1H), 7.90 (d, J=8.5 Hz, 1H), 7.18 (d, J=8.5 Hz, 1H), 4.00 (s, 3H).

90806-58-9 5-Methoxyisoquinoline 13754283, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; PFIZER INC.; COE, Jotham, Wadsworth; ALLEN, John, Arthur; DAVOREN, Jennifer, Elizabeth; DOUNAY, Amy, Beth; EFREMOV, Ivan, Viktorovich; GRAY, David, Lawrence, Firman; GUILMETTE, Edward, Raymond; HARRIS, Anthony, Richard; HELAL, Christopher, John; HENDERSON, Jaclyn, Louise; MENTE, Scot, Richard; NASON, Deane, Milford, II; O’NEIL, Steven, Victor; SUBRAMANYAM, Chakrapani; XU, Wenjian; WO2014/72881; (2014); 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.51206-40-7,1,4-Dibromoisoquinoline,as a common compound, the synthetic route is as follows.,51206-40-7

A flask containing 1,4-dibromoisoquinoline (5.0 g, 17.4 mmol), Nal (10.4 g, 69.7 mmol) and acetyl chloride (2.05 g, 26.1 mmol) was heated to reflux overnight. Upon cooling the reaction was quenched with H2O and then carefully basified with sat. NaHCO3. The organics were extracted with EtOAc (2¡Á), washed with sat. NaCI and dried over MgSO4. The solvent was removed in vacuo and the residual oil purified on the Biotage (5-10% EtOAc/hexanes) yielding 3.04 g (9.10 mmol) of 4-bromo-1-iodoisoquinoline. 1H NMR (400 MHz, CDCl3) delta 8.45 (s, 1H), 8.12-8.08 (m, 2H), 7.83 (m, 1H), 7.73 (m, 1H) ppm.

As the paragraph descriping shows that 51206-40-7 is playing an increasingly important role.

Reference£º
Patent; Diaz, Caroline Jean; Haffner, Curt Dale; Speake, Jason Daniel; Zhang, Cunyu; Mills, Wendy Yoon; Spearing, Paul Kenneth; Cowan, David John; Green, Gary Martin; US2010/222345; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

941294-25-3,941294-25-3, 1,3-Dichloro-7-fluoroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 1,3-dichloro-7-fluoroisoquinoline (1 g, 4.6 mmol) in NMP (15 mL) was added (S)-tert-butyl 3-aminopyrrolidine-1-carboxylate (1.72 g, 9.3 mmol) and Et3N (1.4 g, 14 mmol). The reaction mixture was heated at 160 C. for 2 hours. The mixture was subsequently partition between H2O (20 mL) and EtOAc (20 mL). The aqueous phase was extracted with EtOAc (3*20 mL). The organic layers were combined, dried over Na2SO4, and concentrated. The crude product was purified by column chromatography eluting with petroleum ether and ethyl acetate (PE/EA=10:1-5:1 gradient) to give the title compound (1.2 g, 70%). 1H NMR (400 MHz, DMSO-d6) delta ppm 8.26-8.23 (d, J=10.8 Hz, 1H), 7.82-7.80 (dd, J1=8.8 Hz, J2=5.2 Hz, 1H), 7.68-7.67 (d, J=5.6 Hz 1H), 7.63-7.60 (t, J=8.8 Hz, 1H), 7.10 (s, 1H), 4.63-4.53 (m, 1H), 3.70-3.66 (m, 1H), 3.48-3.45 (m, 1H), 3.29-3.26 (m, 1H), 2.23-2.18 (m, 1H), 2.03-1.97 (m, 1H), 1.40 (s, 9H).

The synthetic route of 941294-25-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; Lawson, John David; Sabat, Mark; Scorah, Nicholas; Smith, Christopher; Vu, Phong H.; Wang, Haixia; US2014/256734; (2014); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

215453-53-5, 7-Bromoisoquinolin-1-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-1-amine (Intermediate 111a) and isoquinolin-1-amine-7 boronic acid (Intermediate 111b) KOAc (264 mg, 2.69 mmol) was activated by adding it to a round bottom flask, which was then heated to 250C under vacuum for 2 min, and then allowed to cool to rt under vacuum for an additional 10 min, after which time a N2 atmosphere was continuously maintained. Dry DMSO (2 mL) was added, followed by the addition of commercially available 7-bromoisoquinolin-1-amine (150 mg, 0.67 mmol) and bis(pinacolato)diboron (256 mg, 1.0 mmol). Pd (dppf)Cl2 (49.2 mg, 0.067 mmol) was added, and the reaction flask was evacuated under high vacuum and then repressurized with N2 three times. The flask was then placed in an oil bath preheated to 80C, and allowed to stir for 2.5 h. The reaction was cooled to rt, and solvents were evaporated under reduced pressure. The crude reaction residue was then redissolved into CH2Cl2, and allowed to sit for 5 min to allow for byproducts to precipitate. The precipitate was filtered off. Evaporation of the CH2Cl2 in vacuo resulted in more byproduct precipitation, and so the residue was redissolved in CH2Cl2 and the process was repeated until no further precipitation was observed. The crude brown residue was then diluted with H2O (1 mL), and lyophilized to removed trace DMSO, resulting in a brown solid, which was comprised of a mix of Intermediate 111a and Intermediate 111b, as determined by LCMS. This crude mixture was used without further purification. Intermediate 111a Formula: C15H19BN2O2 Exact Mass: 270.15 Molecular Weight: 270.13. Analytical data for Intermediate 111a: ESI-MS [M+H]+ calcd for C15H19BN2O2H+ 271.16, found 271.3. Intermediate 111b Formula: C9H9BN2O2 Exact Mass: 188.08 Molecular Weight: 187.99. Analytical data for Intermediate 111b: ESI-MS [M+H]+ calcd for C9H9BN2O2H+ 189.08, found 189.2., 215453-53-5

The synthetic route of 215453-53-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FIMBRION THERAPEUTICS, INC.; JANETKA, James, W.; MYDOCK-MCGRANE, Laurel; (136 pag.)WO2017/156508; (2017); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

22246-02-2, 6-Chloro-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a sealed tube, 3-bromopyridine (0.1 g, 0.633 mmol) was combined with 6-chloro-3,4- dihydroisoquinolin-l(2H)-one (intermediate A-2) (0.115 g, 633 mmol), copper (I) iodide (0.012 g, 0.063 mmol), potassium carbonate (0.175 g, 1.27 mmol) and ?,?’- dimethylethylenediamine (0.013g, 0.127 mmol) in 1,4-dioxane (2 mL). The reaction mixture was heated at 110 C over night. The mixture was cooled to room temperature, filtered through dicalite and washed with DCM. The residue was purified by silica gel flash chromatography eluting with a 5 to 100% EtO Ac-heptane gradient to give the title compound (0.107 g, 65 %) as a white solid. MS: 259.1 (M+H+)., 22246-02-2

As the paragraph descriping shows that 22246-02-2 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; AMREIN, Kurt; CHEN, Wenming; HORNSPERGER, Benoit; KUHN, Bernd; LIU, Yongfu; MAERKI, Hans P.; MAYWEG, Alexander V.; MOHR, Peter; TAN, Xuefei; WANG, Zhanguo; ZHOU, Mingwei; WO2013/79452; (2013); 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.3336-43-4,1-Chloroisoquinolin-4-ol,as a common compound, the synthetic route is as follows.

l-Chloro-4-hydroxyisoquinone (790 mg, 4.4 mmol), 5-bromo-3,4-dimethoxy-benzaldehyde ( 1.077 mg, 4.4 mmol) and malononitrile (295 mg, 4.4 mmol) were taken in 40 ml ethanol at room temperature, charged with DABCO (48.4 mu, 1.46 mmol) and then stirred at 80 C under LC-MS control for 24 h. The reaction mixture was cooled down to room temperature, diluted with water to about 100 ml and the precipitates were collected by filtration, washed well with 50 % aqueous ethanol and dried under vacuum to yield the title compound (1.7 g, 3.6 mmol, 82 %).

3336-43-4, As the paragraph descriping shows that 3336-43-4 is playing an increasingly important role.

Reference£º
Patent; DEUTSCHES KREBSFORSCHUNGSZENTRUM (DKFZ); RUPRECHTS-KARLS-UNIVERSITAeT HEIDELBERG; BOUTROS, Michael; MASKEY, Rajendra-Prasad; KOCH, Corinna; FUCHS, Florian; STEINBRINK, Sandra; GILBERT, Daniel; WO2012/62905; (2012); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

34784-05-9, 6-Bromoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 42: 6-Bromo-4-chloroisoquinoline:6-Bromoisoquinoline (Bioorg. Med. Chem. Lett. 2002, 12, 827) (200 mg) was dissolved in sulfuryl chloride (0.5 mL) and the resultant solution was stirred at 60C for 5 minutes. Sulfuryl chloride (0.5 mL) was added to the resultant solution and the mixture was further stirred for 10 minutes. A saturated aqueous sodium hydrogen carbonate solution was added to this reaction mixture and the mixture was extracted three times with ethyl acetate. The combined organic layers were washed with saturated brine and dried over anhydrous sodium sulfate and then the solvent was distilled off under reduced pressure. The resultant residue was purified by the silica gel column chromatography (hexane: ethyl acetate = 2:1) to obtain the desired compound (119 mg) as colorless powder. 1H NMR (CDCl3, 400 MHz): delta 7.78 (1H, dd, J = 8.6, 1.8 Hz), 7.88 (1H, d, J = 8.6 Hz), 8.39 (1H, d, J = 1.8 Hz), 8.61 (1H, s), 9.12 (1H, s). EIMS (+): 241 [M]+., 34784-05-9

As the paragraph descriping shows that 34784-05-9 is playing an increasingly important role.

Reference£º
Patent; Kyorin Pharmaceutical Co., Ltd.; EP2351748; (2011); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

3336-60-5, 1-Chloro-4-methoxyisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2: Preparation of 1-Fluoro-4-methoxyisoquinoline To a solution of 1-chloro-4-methoxyisoquinolin (2.5 g, 12.91 mmol) in DMSO was added cesium fluoride (4.01 g, 25.82 mmol) at room temperature. The reaction vessel (Pressure tube) was sealed and heated at 145¡ã C. for 18 h. The reaction mass was diluted with water and extracted with ethyl acetate. The organic layer was dried over anhydrous Na2SO4 and evaporated under reduced pressure to get crude compound. The crude compound was purified by silica gel chromatography to get desired compound (700 mg, 62percent) as a white solid. 1H NMR (400 MHz, CD3OD): delta ppm 8.10 (m, 1H), 8.08 (m, 1H), 7.78-7.75 (m, 1H), 7.69-7.65 (m, 1H), 7.49 (m, 1H), 4.04 (s, 3H); 19F NMR: delta ppm -78.66 (1F); MS:MS m/z 178.1 (M++1)., 3336-60-5

As the paragraph descriping shows that 3336-60-5 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; Nagalakshmi, Pulicharla; Sarkunam, Kandhasamy; Renduchintala, Kishore V.; Scola, Paul Michael; (62 pag.)US2015/376233; (2015); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem