Category: isoquinoline

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

EXAMPLE 38; N-(2-chloro-5-(6-isoquinolinyl)-3-pyridinyl)-4-fluorobenzenesulfonamide; (Some starting materials may be obtained from Kalexsyn, Kalamazoo, MI) A glass microwave reaction vessel was charged with 6-bromoisoquinoline (120 mg, 0.58 mmol), N- (2-chloro-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)pyridin-3-yl)-4- fluorobenzenesulfonamide (262 mg, 0.6 mmol), l,l’-bis(diphenylphosphino)ferrocene-palladium dichloride (32 mg, 0.04 mmol), sodium carbonate (183 mg, 1.730 mmol), and dioxane-H2O(2: l, 3 mL). The reaction mixture was sealed and heated at 1000C for 1 h. Water was added in, and the suspension was filtered, the solid was air-dry. The crude product was chromatographed through a Redi-Sep pre-packed silica gel column (40 g), eluting with a gradient of 2% to 5% MeOH in CH2Cl2 to provide N-(2-chloro-5-(isoquinolin-6-yl)pyridin-3-yl)-4-fluorobenzenesulfonamide (20 mg, 8.4% yield) as a white solid. MS (ESI pos. ion) m/z: calc’d for C20Hi3ClFN3O2S:413.0; found: 414.0(MH+). 1H NMR (400 MHz, DMSO-(I6) delta ppm 7.44(t,J=8.80 Hz, 2 H) 7.82-7.85 (m, 2 H) 7.93 (d, J=5.87 Hz, 1 H) 8.00 (dd, J=8.61, 1.37 Hz, 1 H) 8.16 (d, J=2.15 Hz, 1 H) 8.29 (d, J=8.61 Hz, 1 H) 8.33 (s, 1 H) 8.58 (d, J=5.67 Hz, 1 H) 8.75 (s, 1 H) 9.40 (s, 1 H) 10.58 (s, 1 H).

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

Reference£º
Patent; AMGEN INC.; WO2009/155121; (2009); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

552331-06-3,552331-06-3, 6-Bromo-3-chloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of Compound 2e: A solution of 6-bromo-3-chloro-isoquinoline (Frontier Scientific, Logan, Utah USA) (8.0 g, 33 mmol) and tributyl-(1-ethoxy-vinyl)-stannane (14.88 g, 14 mL, 41.2 mmol) in toluene (100 mL) was degassed with nitrogen for 30 min. Bis(triphenylphosphine)palladium(ll) dichloride (1.16 g, 1 .65 mmol, 5 mol%) was added and the reaction mixture was heated at 60 C for 20 h. The reaction mixture was cooled to room temperature, the mixture was filtered and the filtrate was evaporated. The residue was purified by silica gel chromatography using a gradient of /’so-hexanes/ethyl acetate 20:1 to 10:1 to afford the title compound (7.1 g, 92%) as a pale yellow solid.

As the paragraph descriping shows that 552331-06-3 is playing an increasingly important role.

Reference£º
Patent; GILEAD SCIENCES, INC.; SELCIA LIMITED; STEADMAN, Victoria Alexandra; POULLENNEC, Karine G.; LAZARIDES, Linos; ACIRO, Caroline; DEAN, David Kenneth; KEATS, Andrew John; SIEGEL, Dustin Scott; SCHRIER, Adam James; MACKMAN, Richard; JANSA, Petr; WO2013/185093; (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.27655-40-9,Isoquinoline-5-sulfonic acid,as a common compound, the synthetic route is as follows.

EXAMPLE D 1-(5-Isoguinolinesulfonyl)-2.5-dimethylpinerazine To 40 mL of thionyl chloride is added 2,50 g of 5-isoquinolinesulfonic acid and 0.5 mL of N,N-dimethylformamide. The resulting mixture is warmed at 80 C. The volitiles are removed under reduced pressure to produce a residue. The residue is dissolved in water and the pH is adjusted to 6.0 with an aqueous sodium bicarbonate solution and the resulting mixture is extracted with methylene chloride. The methylene chloride solution is combined with a solution of 2.8 g of 1-benzyloxycarbonyl-2,5-dimethylpiperazine and 1.8 of triethylamine in methylene chloride while the mixture is maintained at 0 C. After 1 hour, the reaction mixture is allowed to warm to ambient temperature and is stirred. The reaction mixture is washed with dilute hydrochloric acid, dried (anhydrous sodium sulfate) and concentrated under reduced pressure. The residue is dissolved in methanol and 0.25 g of 5% palladium on charcoal is added. The reaction mixture is stirred at ambient temperature under a hydrogen atmosphere (40 psi). After the hydrogenolysis is complete, the reaction mixture is filtered and the filtrate is concentrated under reduced pressure. The residue is purified by column chromatography to provide 1-(5-isoquinolinesulfonyl)-2,5-dimethylpiperazine:

27655-40-9, The synthetic route of 27655-40-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Alcon Laboratories, Inc.; US6403590; (2002); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

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 28: 1.1-Dimethylethyl 6-ralphai-r(3.4-dichlorophenvnmethyll-1 H-pyrazol-4- yl}carbonyl)amino1-3,4-dihvdro-2(1 /-/)-isoquinolinecarboxylate; To a solution of 1-[(3,4-dichlorophenyl)methyl]-1 H-pyrazole-4-carboxylic acid (Intermediate 8) (105 mg, 0.39 mmol), N-(3-dimethylaminopropyl)-N’- ethylcarbodiimide hydrochloride (75 mg, 0.39 mmol), 1-hydroxybenzotriazole hydrate (52 mg, 0.39 mmol) and triethylamine (90 mul_, 0.64 mmol) in DCM (5 ml.) was added 1 ,1-dimethylethyl 6-amino-3,4-dihydro-2(1 H)-isoquinolinecarboxylate (80 mg, 0.32 mmol) and the reaction mixture was stirred at room temperature for 48 hours. The organic phase was then washed with a 1 N sodium hydroxide solution, with brine, dried over Na2SO4, filtered and evaporated under reduced pressure. The residue was purified by flash column chromatography eluting with DCM/MeOH: 95/5 to give the title compound as a yellow oil (120 mg, 75%). LC/MS: m/z 501 (M+H)+, Rt: 3.75 min.

164148-92-9, The synthetic route of 164148-92-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/74824; (2008); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.80278-67-7,Isoquinoline-5-carbaldehyde,as a common compound, the synthetic route is as follows.

To a mixture of Mg turnings (0.2 g, 7.9 mmol) in ether (10 mL) was added MeI (1.13 g, 7.9 mmol) slowly at RT under an inert atmosphere. After being stirred for 1 h at RT, the reaction mixture was cooled to -1O0C and a solution of isoquinoline-5- carbaldehyde (0.5 g, 3.18 mmol) in ether (10 mL) was added. The reaction mixture was then stirred for an additional hour at RT, quenched with saturated NH4Cl solution and extracted with EtOAc (3 x 50 mL). The combined organic layers were washed with water and brine, dried over Na2SO4, filtered and concentrated in vacuo to obtain the crude product. The crude material was purified via silica gel column chromatography using 30percent ethyl acetate in hexanes to afford l-(isoquinolm-5-yl)ethanol (0.53 g, 97percent) as an off-white solid., 80278-67-7

The synthetic route of 80278-67-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; CHESWORTH, Richard; WO2010/6130; (2010); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

82827-09-6,82827-09-6, 6-Bromoisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 6-bromoisoquinolin-1(2H)-one (Example 1b) (2 g) dissolved in NMP (20 ml.) was treated with potassium carbonate (1.974 g) and 1-bromo-3-chloropropane (8.83 ml) under nitrogen. The resulting mixture was stirred at 70 0C for 10 h. The cooled reaction mixture was diluted with water, and extracted with ethyl acetate. The organic layer was dried (MgSO4), and evaporated. The residue was purified (SiO2 chromatography, elution with a mixture of DCM and isohexane) to give the subtitle compound (1.70 g). 1H NMR delta (DMSO-d6) 8.12 (1 H, d), 7.95 (1 H, d), 7.64 (1 H, dd), 7.51 (1H, d), 6.62 (1 H, d), 4.10 – 4.03 (2H, m), 3.67 (1H, t), 3.54 (1 H, t), 2.30 – 2.08 (2H, m)

82827-09-6 6-Bromoisoquinolin-1(2H)-one 15885182, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; ASTRAZENECA AB; BROUGH, Stephen, John; LUKER, Timothy, Jon; ROBERTS, Bryan, Glyn; ST-GALLAY, Stephen, Anthony; WO2010/39079; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

164148-92-9, tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 9c (407 mg, 1.78 mmol), tert-butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate (39a, 494 mg, 1.99 mmol), HATU (889 mg, 2.34 mmol), DIEA (0.70 mL, 4.01 mmol), and DMF (3 mL) was stirred at rt for 13 h. The reaction mixture was diluted with EtOAc (60 mL), and washed with sat. aq. NaHCO3 (2 ¡Á 30 mL) and brine (2 ¡Á 30 mL). The organic layer was dried over MgSO4 and evaporated solvent under vacuum. The resulting residue was purified by column chromatography (silica gel, eluted with 5% MeOH/EtOAc) and crystallization from EtOAc to yield 40a (623 mg, 76%) as a white solid. 1H NMR (300 MHz, DMSO-d6) delta 1.43 (9H, s), 2.77 (2H, t, J = 5.8 Hz), 3.55 (2H, t, J = 5.8 Hz), 3.94 (3H, s), 4.46 (2H, s), 6.84 (1H, d, J = 15.6 Hz), 7.13 (1H, d, J = 8.3 Hz), 7.41-7.53 (2H, m), 7.59 (1H, s), 7.67-7.78 (2H, m), 8.08 (1H, s), 8.53 (1H, d, J = 5.3 Hz), 8.77 (1H, s), 10.24 (1H, s). MS (API): m/z 460.1 (M + H)+.

164148-92-9, 164148-92-9 tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate 2756371, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Article; Fujimoto, Jun; Hirayama, Takaharu; Hirata, Yasuhiro; Hikichi, Yukiko; Murai, Saomi; Hasegawa, Maki; Hasegawa, Yuka; Yonemori, Kazuko; Hata, Akito; Aoyama, Kazunobu; Cary, Douglas R.; Bioorganic and Medicinal Chemistry; vol. 25; 12; (2017); p. 3018 – 3033;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23687-25-4,Isoquinolin-4-amine,as a common compound, the synthetic route is as follows.,23687-25-4

To a stirring solution of 4-aminoisoquinoline (1.4 g, 10.0 mmol) in 5 N aqueous hydrochloric acid (12 mE) at 00 C. was added a solution of sodium nitrite (NaNO2, 0.069 g, 10.0 mmol) in deionized water (1 mE), while maintaining the internal temperature below 00 C. The reaction mixture was stirred at 00 C. for 30 mm and a solution of tin(II) chloride dihydrate (SnC12.2H20, 5.6 g, 25.0 mmol) dissolved in concentrated hydrochloric acid (5 mE) was added dropwise. The mixture was stirred at room temperature for 2 h and the solution was adjusted to pH -12-14 with 20% aqueous sodium hydroxide. The mixture was extracted with 2:1 CHC13/iPrOH. The organic layer was dried (Na2SO4), filtered, and concentrated in vacuo. The resulting crude product was purified by flash chromatography (Si02, 50% ethyl acetate in hexanes) to give the desired compound (0.84 g, 5.3 mmol, 53%)

As the paragraph descriping shows that 23687-25-4 is playing an increasingly important role.

Reference£º
Patent; ChemoCentryx, Inc.; Cappel, Markus; (83 pag.)US2018/9797; (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.63927-23-1,5-Bromo-8-nitroisoquinoline,as a common compound, the synthetic route is as follows.

63927-23-1, EXAMPLE 26 5-Bromo-2-ethyl-1,2,3,4-tetrahydro-8-nitroisoquinoline A solution of 5-bromo-8-nitroisoquinoline (1 g, 3.95 mmol) in 20 mL THF was cooled to 0 C. and treated sequentially with sodium borohydride (0.75 g, 19.83 mmol) followed by the slow addition of acetic acid (20 mL). The reaction mixture was allowed to warm to room temperature, and an additional 2 equiv. of sodium borohydride was added. After quenching with water and treatment with sodium hydroxide solution to make basic, the reaction mixture was extracted with ethyl acetate. The organic residue was chromatographed on silica gel (25% ethyl acetate in hexane) to give the N-ethyl-5-bromo-8-nitrotetrahydroisoquinoline (0.8 g, 70% yield).

As the paragraph descriping shows that 63927-23-1 is playing an increasingly important role.

Reference£º
Patent; BIGGE, CHRISTOPHER F.; MALONE, THOMAS C.; WATJEN, FRANK; US2003/114422; (2003); 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.215453-51-3,7-Bromo-1-chloroisoquinoline,as a common compound, the synthetic route is as follows.

215453-51-3, To a solution of compound 1.5 (3 g, 12.4 mmol, 1 eq) in NMP (30 mL) was addedNH.HzO (30 mL). The mixture was stirred 150C for 15 hours. The reaction mixture wasquenched by addition H20 100 mL at 25 C, and then extracted with EtOAC (100 mL x 3). The combined organic layers were washed with saturated brines (15 mL x 1), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give a crude product. The residue was purified by column chromatography (Si02, Petroleum ether/Ethylacetate=1:1). Compound 1.4 (2.0 g, 9 mmol, 72.42% yield) was obtained as a brown oil. LCMS (ESI): m/z: [M + H] calcd for C9H7N2Br:223; found 223; RT=1.049 mm.

As the paragraph descriping shows that 215453-51-3 is playing an increasingly important role.

Reference£º
Patent; CORTEXYME, INC.; LYNCH, Casey C.; KONRADI, Andrei; GALEMMO, JR., Robert A.; (218 pag.)WO2018/209132; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem