Month: August 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.105627-79-0,Isoquinoline-5-sulfonyl chloride hydrochloride,as a common compound, the synthetic route is as follows.

Reference Preparation Example Homopiperazine (3.413 g) was dissolved in tetrahydrofuran (57 ml) with stirring. After cooling the solution to -5 C, 5-isoquinolinesulfonyl chloride hydrochloride (3.00 g) was added while maintaining the intemal temperature at 10 C or less. The mixture was stirred at 5 C or less for four hours. The reaction mixture was allowed to stand to reach room temperature and filtered to remove insoluble matter. The filtrate was concentrated under reduced pressure, followed by the addition of ethyl acetate (57 ml), water (17 ml), and 3 N hydrochloric acid aqueous solution (6.4 ml). The mixture was separated into layers to obtain a water layer. After washing the water layer with ethyl acetate (7 ml), water (6 ml), ethyl acetate (57 ml), and 6 N sodium hydroxide aqueous solution (3 ml) were added to separate the mixture into layers and obtain an organic layer. The organic layer was concentrated under reduced pressure and the residue was dried under reduced pressure to obtain fasudil (1.36 g). The yield was 41%. The fasudil is processed by the method described in JP-A-9-71582 to obtain fasudil hydrochloride. Fasudil can also be obtained in the same manner using the solvents listed below instead of tetrahydrofuran used in the Reference Preparation Example at yields described in the parentheses. Acetone (22%), acetonitrile (30%), 1,2-dimethoxyethane (31%), 2-butanone (24%), anisole (34%), isopropyl ether (10%), ethyl acetate (38%), toluene (18%), etc. Concentration of the filtrate was unnecessary when anisole, isopropyl ether, ethyl acetate, and toluene were used as the solvent.

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

Reference£º
Patent; Asahi Kasei Pharma Corporation; EP1726306; (2006); 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.52986-70-6,6-Methoxyisoquinoline,as a common compound, the synthetic route is as follows.

(c) 6-Methoxyisoquinoline (16 g, 0.1M) and 48% aqueous HBr (600 ml) were refluxed together for 6 hours and the mixture was then evaporated to dryness in vacuo. The residue was dissolved in H2 O and basified with solid Na2 CO3. The resulting precipitated solid was filtered off and recrystallized from isopropanol to give 6-hydroxyisoquinoline (12 g, 82%), m.p. 218-20 C. (lit.* 220 C.).

The synthetic route of 52986-70-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SmithKline & French Laboratories, Ltd.; US4812573; (1989); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1532-97-4, 4-Bromoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 4 This example illustrates the preparation of 4-bromo-5-nitro-isoquinoline having the formula: SPC9 4-bromo-isoquinoline (10.4 g) was dissolved in concentrated sulphuric acid (50 ml) and the solution was cooled to approximately 5¡ãC. A solution of potassium nitrate (8.6 g) in concentrated sulphuric acid (50 ml) was then added in dropwise fashion to maintain the temperature of the reaction mixture in the range 0¡ãC to 10¡ãC. After the addition was completed the reaction mixture was poured onto a mixture of ice (300 g) and water (300 ml), and ammonia was then slowly added until the mixture became alkaline. The reaction mixture was then filtered, and the yellow material thus isolated was washed with water and allowed to dry, to provide 9.0 g of 4-bromo-5-isoquinoline, melting at 177¡ã – 178¡ãC.

1532-97-4 4-Bromoisoquinoline 73743, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; ICI Australia Limited; US3930837; (1976); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

630421-73-7, 1,6-Dichloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution/suspension of 4,4,5,5-tetramethyl-2-(10-methylfluoranthen-8-yl)-1,3,2-dioxaborolane (26.6 g, 78 mmol), 1,6-dichloroisoquinoline (14 g, 70.7 mmol) and sodium carbonate (18.73 g, 177 mmol) in DME (471 ml) and water (118 ml) was degassed with bubbling nitrogen for 20 min. Tetrakis(triphenylphosphine)palladium (2.451 g, 2.121 mmol) was added and degassing continued for 5 mins. The reaction mixture was heated at 105 C. (reflux) for 8 h. The mixture was allowed to cool overnight. The reaction mixture was filtered and the remaining solids in the flask were washed out with methanol (200-300 ml). The filter cake was washed with water (200 ml), methanol (200 ml), water (200 ml), and then methanol (200 ml). The solids were dried under air for 30 min then under vacuum over the weekend to yield the title compound as a yellow solid (23.63 g, 88%).

The synthetic route of 630421-73-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Universal Display Corporation; Ji, Zhiqiang; Tsai, Jui-Yi; Dyatkin, Alexey Borisovich; Layek, Suman; Boudreault, Pierre-Luc T.; (175 pag.)US2019/214583; (2019); 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.34784-05-9,6-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

[00309] 6-(4-Nitro-lH-pyrazol-l-yl)isoquinoline: A mixture of 4-nitro-lH- pyrazole (510 mg, 4.51 mmol), 6-bromoisoquinoline (375 mg, 1.80 mmol)(commercially available from Gateway Chemical Technology, Inc.), tris(dibenzylideneacetone)dipalladium (0) (165 mg, 180 mumol), 2-ditert-butylphosphino- 2′,4′,6′-triisopropyl-l,r-biphenyl (153 mg, 360 mumol), and cesium carbonate (1.76 g, 5.41 mmol) in dioxane (4 mL) was heated in a sealed vial at 105C for 6 hours. The mixture was cooled to ambient temperature and partitioned between DCM (30 mL) and H2O (30 mL). The layers were separated, and the aqueous layer was extracted with DCM (2 x 20 mL) and 10% MeOH/DCM (30 mL). The combined organic layers were dried (MgSO4) and concentrated under reduced pressure. The resulting yellow solid was dissolved in DCM, evaporated onto silica gel, and purified by flash chromatography (Biotage Si 40+M, 20% to 50% acetone/hexanes) to provide 6-(4-nitro-lH-pyrazol-l-yl)isoquinoline (374 mg, 86% yield) as a white solid. LCMS (API-ES) m/z (%): 241.1 (100%, M++H); 1H NMR (300 MHz, CDCl3) delta ppm 7.76 (d, J=5.8 Hz, IH), 8.01 (dd, J=8.8, 2.2 Hz, IH), 8.14-8.23 (m, 2H), 8.36 (s, IH), 8.65 (d, J=5.8 Hz, IH), 8.83 (s, IH), 9.34 (s, IH).

34784-05-9 6-Bromoisoquinoline 313681, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; AMGEN INC.; WO2009/11880; (2009); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

66728-98-1, 4-Bromo-1-chloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4a) 1-Chloro-[4,7′]biisoquinolinyl A solution of 4-BROMO-1-CHLOROISOQUINOLINE (see Example 2d) (5.0 g, 20.7 MMOL) in 150 mL THF is cooled TO-78C. A solution of n-BuLi (1.6 M in hexanes) (15 mL, 24 MMOL) is added dropwise and the reaction temperature is maintained AT-78C–68C. The reaction mixture is kept stirring AT-78C for 30 minutes. ZNBR2 (dried under vacuum at 80C) (6.5 g, 24.9 MMOL) is dissolved in 50 mL THF and is transferred to above mixture slowly AT-78C. The solution is stirred 40 minutes AT-78C, then warmed to room temperature by removing the cooling bath. Pd (PPh3) 4 (2.4 g, 2.1 mmol is added followed by TRIFLUOROMETHANESULFONIC acid ISOQUINOLIN-7-YL ESTER- (5.7 G, 20. 7 MMOL) in 50 mL THF. The reaction mixture is heated to 60C for 30 minutes and is then concentrated. The resulting oil is dissolved in dichloromethane and washed with saturated NAHCO3. ORGANIC phase is separated, dried (MgS04) and concentrated to give a yellow solid. The solid is collected by filtration, washed with ether then hexane and dried under vacuum. 5.68 G (94%) yellow solid is obtained. m. p. 169.0-169. 6C. H NMR (400 MHz, DMSO-d6) d 9.44 (s, 1 H) ; 8.61 (d, 1 H, J=5.6 Hz); 8.45-8. 43 (m, 1H) ; 8.40 (s, 1H) ; 8.34 (s, 1H) ; 8.18 (d, 1H, J=8.1 Hz); 7.97-7. 90 (m, 5H) ppm. API-MS, m/z 291. 14 ([M+H]+, calcd. 291.06).

66728-98-1 4-Bromo-1-chloroisoquinoline 459766, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/28444; (2005); 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.1350643-72-9,(S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

Step 1) (S)-3-(1-aminoethyl)-2-phenyl-8-(prop-1-yn-1-yl)isoquinolin-1(2H)-one To a mixture of (S)-3-(1-aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one (1.5 g, 5.0 mmol) (See the synthetic method of step 1-2 of example 8 in WO2015042078) in DMAC (10 mL) was added Cs2CO3 (2.5 g, 7.7 mmol), PdCl2(PCy3)2(0.38 g, 0.51 mmol). The mixture was purged with N2, then propyne (21 mL, 15 mmol, 3-6% in n-heptane) was added, and the mixture was sealed and heated at 110 C. for 5.5 h. Then the mixture was cooled down to room temperature, added EtOAc (150 mL) and water (30 mL). The organic layer was separated and washed with saturated brine (50 mL*5), dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc/TEA (v/v/v)=1/10/0.5) to give the title compound as a yellow solid (0.81 g, 53%). MS (ESI, pos.ion) m/z: 303.2 [M+H]+; 1H NMR (600 MHz, CDCl3) delta (ppm): 7.60-7.58 (m, 4H), 7.48 (dd, J=15.3, 7.9 Hz, 2H), 7.42 (d, J=7.7 Hz, 1H), 7.34 (d, J=7.4 Hz, 1H), 6.76 (s, 1H), 3.76-3.70 (m, 1H), 2.13 (s, 3H), 1.30 (d, J=6.5 Hz, 3H). 13C NMR (151 MHz, CDCl3) delta (ppm): 162.5, 138.0, 134.1, 131.6, 129.8, 129.7, 129.4, 129.0, 128.9, 125.6, 125.1, 124.7, 102.3, 92.8, 79.9, 46.9, 23.0, 5.4.

As the paragraph descriping shows that 1350643-72-9 is playing an increasingly important role.

Reference£º
Patent; Sunshine Lake Pharma Co., Ltd.; Calitor Sciences, LLC; Xi, Ning; Wang, Liang; Feng, Xuejin; Liao, Min; (88 pag.)US2019/224197; (2019); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

58-74-2, 1-(3,4-Dimethoxybenzyl)-6,7-dimethoxyisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE II Preparation of 6,7-Dimethoxy-1-[(alpha-piperidinomethyl)-veratryl]isoquinoline dihydrochloride (P3138) A mixture of 10.2 g (0.03 mole) of papaverine, 1.2 g (0.04 mole) of paraformaldehyde, 4.9 g (0.04 mole) of piperidine hydrochloride and 150 ml of ethyl alcohol were heated at reflux for 7 hours. The solvent was removed from the reaction mixture by evaporation and the residue dissolved in 100 ml of water. The solution was made basic (pH of 10) by addition of 50 percent aqueous sodium hydroxide solution and the resulting mixture extracted with two 100 ml portions of benzene. The benzene extracts were combined and washed with two 100 ml portions of water and finally with 100 ml of aqueous saturated sodium chloride solution. The benzene layer was evaporated and the residue dissolved in 250 ml of acetone. The dihydrochloride salt of the product was precipitated by the addition of hydrogen chloride.

As the paragraph descriping shows that 58-74-2 is playing an increasingly important role.

Reference£º
Patent; Armour Pharmaceutical Company; US3966724; (1976); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

27810-64-6, Isoquinoline-5-carboxylic acid is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A round bottom flask was charged with isoquinoline-5-carboxylic acid (50 mg, 0.29 mmol, 1.05 eq) suspended in SOCl2 (2 mL). After addition of 3 drops of DMF the reaction was heated to 70C for 60 min and excess SOCl2 was removed under reduced pressure. The resulting solid was re-dissolved in DCM (3 mL) and after addition of DiPEA (140 muL, 0.41 mmol, 3 eq) a solution of tert-butyl(E)-(2-aminoethyl)(3-(4-(pyridin-3-yl)phenyl) allyl) carbamate (63) (97 mg, 0.275 mmol, 1 eq) and DMAP (3 mg, 0.03 mmol, 0.1 eq) dissolved in DCM (5 mL) was added dropwise at 0C. The reaction mixture was allowed to warm up to RT. After 75 min half saturated aqueous NaHCO3 solution (10 mL) was added, the mixture was extracted with DCM (3×15 mL), the combined organic layers were washed with brine (1×40 mL), dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified via flash-column-chromatography (SiO2, 0% to 15% MeOH in DCM) to yield the product (57 mg, 41%). 1H NMR (400 MHz, chloroform-d) delta 9.26 (s, 1H), 8.85 (s, 1H), 8.62 – 8.51 (m, 2H), 8.36 – 8.16 (m, 1H), 8.03 (d, J = 8.2 Hz, 1H), 7.88 (d, J = 7.7 Hz, 2H), 7.62 – 7.33 (m, 7H), 6.55 (d, J = 15.9 Hz, 1H), 6.32 – 6.19 (m, 1H), 4.09 (bs, 2H), 3.73 (d, J = 5.3 Hz, 2H), 3.62 (bs, 2H), 1.41 (s, 9H). 13C NMR (101 MHz, chloroform-d) delta 168.47, 157.28, 152.82, 148.61, 148.18, 144.24, 137.20, 136.37, 136.16, 134.26, 133.35, 132.83, 131.68, 130.61, 129.46, 128.84, 127.45, 127.21, 126.24, 125.80, 123.73, 118.58, 80.77, 50.08, 45.59, 40.30, 28.42. LCMS (ESI, Thermo, C18, linear gradient, 10% to 90% ACN in H2O, 0.1% TFA, 10.5 min): tR = 4.67 min; m/z : 509 [M+H]+.

The synthetic route of 27810-64-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Grimm, Sebastian H.; Gagestein, Berend; Keijzer, Jordi F.; Liu, Nora; Wijdeven, Ruud H.; Lenselink, Eelke B.; Tuin, Adriaan W.; van den Nieuwendijk, Adrianus M.C.H.; van Westen, Gerard J.P.; van Boeckel, Constant A.A.; Overkleeft, Herman S.; Neefjes, Jacques; van der Stelt, Mario; Bioorganic and Medicinal Chemistry; vol. 27; 5; (2019); p. 692 – 699;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23687-26-5,6-Aminoisoquinoline,as a common compound, the synthetic route is as follows.

To trans-2-(4-((((3-fluorobenzyl)carbamoyl)oxy)methyl)phenyl)cyclopropane-1-carboxylic acid (E141) in pyridine were added EDC, DMAP and 6-aminoisoquinoline and the solution was stirred under N2, overnight at room temperature. The reaction mixture was poured into NaHC03 (saturated) and extracted with EtOAc, dried (Na2S04), filtered and evaporated. Column chromatography over silica gel eluting with 4percent MeOH-CH2CI2 gave pure trans-4-(2-(isoquinolin-6-ylcarbamoyl)cyclopropyl)benzyl (3-fluorobenzyl)carbamate (E142).

23687-26-5 6-Aminoisoquinoline 588991, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; AERIE PHARMACEUTICALS, INC.; DELONG, Mitchell, A.; STURDIVANT, Jill, M.; LICHOROWIC, Cynthia, L.; KORNILOV, Andriy; (186 pag.)WO2018/183911; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem