Day: September 25, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1532-97-4,4-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

With vigorous stirring, concentrated sulfuric acid (36 ml) was added with 4-bromoisoquinoline (10.0 g, Tokyo Kasei Kogyo) to such an extent that the temperature should not exceed 10¡ã C. and stirred for a while to attain complete dissolution. Potassium nitrate (4.9 g, Kanto Chemicals) was dissolved in concentrated sulfuric acid (20 ml), added dropwise to the aforementioned solution at a temperature below -5¡ã C. and further stirred for 2 hours while maintaining that temperature. Disappearance of 4-bromoisoquinoline was confirmed by thin layer chromatography (n-hexane:ethyl acetate=1:1), and then the reaction mixture was slowly poured into cold aqueous ammonia (200 ml, Wako Pure Chemical Industries) with vigorous stirring. The reaction mixture was stirred for 15 minutes and then extracted three times with ethyl acetate (150 ml for each time), and the combined organic layer was washed successively with water (250 ml) and saturated brine (250 ml) and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was recrystallized with ethyl acetate to obtain the title compound (5.9 g) as thick yellow needle-like crystals.

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

Reference£º
Patent; Yamada, Rintaro; Seto, Minoru; US2005/20623; (2005); A1;,
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

6-bromoisoquinoline-1 (2Eta)-one (12 mmol), bis(3,5-dichlorophenyl)disulfide (10 mmol), six in sequence in a pressure-resistant reaction tube at room temperature Silver fluoride (10 mmol) and dichloroethane (8 mL). The reaction mixture was then reacted at 90 C for 10 hours. The reaction was quenched and concentrated under reduced pressure to give a crude material which was washed with a mixture of petroleum ether and ethyl acetate. Fast column chromatography to obtain the corresponding product 4-(3,5-Dichlorophenylthio)-6-bromoisoquinoline-1 (2H)-one. Yield 75%;

The synthetic route of 82827-09-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Nankai University; Zhu Youquan; He Jingli; Niu Yunxia; Han Tingfeng; Li Haoyu; (14 pag.)CN108822035; (2018); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

552331-06-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.552331-06-3,6-Bromo-3-chloroisoquinoline,as a common compound, the synthetic route is as follows.

Step 2 To a mixture of 6-bromo-3-chloro-isoquinoline (XII) (0.5 g, 2.06 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(trideuteriomethyl)pyrazole (LXX) (1.305 g, 6.19 mmol) and SPhos Pd G4 (81.9 mg, 0.100 mmol) in 1,4-dioxane (10 mL) and was added a 2 M aqueous solution of K2CO3 (3.88 mL, 7.77 mmol). N2 gas was bubbled into the mixture for 10 min and then the mixture was heated to 110 C. for 0.5 h in a microwave. The organic layer was carefully separated, absorbed on silica gel and purified by column chromatography (0?100% hexanes/EtOAc) to obtain 3-chloro-6-[1-(trideuteriomethyl)pyrazol-4-yl]isoquinoline (LXXI) (400 mg, 1.62 mmol, 78.6% yield) as an off-white solid. ESIMS found for C13H7[2H3]ClN3 m/z 246.9 (M+1).

The synthetic route of 552331-06-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Samumed, LLC; KC, Sunil Kumar; Mittapalli, Gopi Kumar; Hofilena, Brian Joseph; Marakovits, Joseph Timothy; Chiruta, Chandramouli; Mak, Chi Ching; Cao, Jianguo; (324 pag.)US2017/313681; (2017); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

23687-26-5, 6-Aminoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

86.63 mg diphenyl cyanocarbonimidate, 52.1 mg isoquinolin-6-amine, and 6 ml THF were added to a reaction bottle with thermal reflux for 3.5 hrs. After removing THF by vacuum, the residue was added to 10 ml EA. The precipitated solid was filtered to obtain 32.9 mg 1-cyano-3-(isoquinolin-6-yl)-2-phenylisourea. The intermediate was reacted with equivalent tert-butyl-2-(benzylamino)ethylcarbamate and 20 mg of DIPEA in 5 ml DMF at 110 C. for 18 hrs. After cooling, 1N NaOH was added and extracted twice with EA. After the combined EA layer was dried and concentrated by Na2SO4, 26.4 mg intermediate product was eluted out by a SiO2 column (EA/Hexane 4:1). The intermediate was added to 1.5 ml 6N HCl at room temperature with stirring overnight. After the reaction solution was evaporated under reduced pressure, 2 ml acetone/methanol (10:1) was added. The precipitate was filtered and washed with acetone, and then the solid was taken and evaporated in vacuum to give 18.7 mg of product.

23687-26-5, As the paragraph descriping shows that 23687-26-5 is playing an increasingly important role.

Reference£º
Patent; Industrial Technology Research Institute; CHEN, Chih-Hung; CHEN, Yi-Hsun; HUANG, Jui-Wen; HUANG, Kuo-Kuei; LIU, Chih-Peng; HWANG, Chrong-Shiong; (22 pag.)US2019/194137; (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.23687-26-5,6-Aminoisoquinoline,as a common compound, the synthetic route is as follows.

Preparation of tert-butyl 4-(isoquinolin-6-ylamino)-4-oxo-1-(thiophen-3-yl)butylcarbamate (E73E) To 4-(tert-butyoxcarbonylamino)-4-(thiophen-3-yl)butanoic acid (E73D) in pyridine is added EDC, DMAP and 6-aminoisoquinoline and the solution is stirred for 10 hours at room temperature. The mixture is poured into NaHCO3 (sat) and extracted with EtOAc, dried (Na2SO4), filtered and evaporated. Column chromatography (SiO2, 5percent MeOH/CH2Cl2) gives pure tert-butyl 4-(isoquinolin-6-ylamino)-4-oxo-1-(thiophen-3-yl)butylcarbamate (E73E).

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

Reference£º
Patent; deLong, Mitchell A.; Sturdivant, Jill Marie; Royalty, Susan M.; US2010/22585; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

891785-28-7, 6-Bromoisoquinolin-3-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

891785-28-7, Step a. To a solution of 6-bromoisoquinolin-3 -amine (0.20 g, 0.89 mmol) and 4-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)-lH-pyrazole (0.19 g, 0.98 mmol) in DMF : water (4: 1, 5 ml) was prepared in a microwave glass vial. CS2CO3 (0.87 g, 2.68 mmol) was added to the reaction mixture at rt. The reaction mixture was degassed at rt for 15 min before adding Pd(dppf)Cl2 (0.06 g, 0.09 mmol) and the glass vial was sealed. The reaction mixture was subjected to microwave heating at 150C for 1 h. The resulting reaction mixture was poured into water (50 ml) and extracted with EtOAc (3 x 50 ml). The combined organic layer was washed with brine solution (50 ml), dried over Na2SC>4, filtered and concentrated under reduced pressure. The resulting residue was purified by column chromatography (2.2% MeOH in DCM) yielding 6-(lH-pyrazol-4-yl) isoquinolin-3 -amine (0.1 1 g, 0.52 mmol). LCMS: Method A, 1.47 min, MS: ES+ 211.18.

891785-28-7 6-Bromoisoquinolin-3-amine 45789831, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; MISSION THERAPEUTICS LTD; JONES, Alison; KEMP, Mark Ian; STOCKLEY, Martin Lee; GIBSON, Karl Richard; WHITLOCK, Gavin Alistair; MADIN, Andrew; (217 pag.)WO2016/46530; (2016); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

60518-41-4, 7-Chloro-3,4-dihydroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,60518-41-4

Step 1: (lS)-7-Chloro-l-[5-(l,3-dioxolan-2-yl)-2-methyl-3-thienyl]-l,2,3,4- tetrahydroisoquinoline and (lR)-7-chloro-l-[5-(l,3-dioxolan-2-yI)-2-methyl-3-thienyl]-l,2,3,4- tetrahydroisoquinoline [00992] To a solution of 2-(4-bromo-5-methyl-2-thienyl)-l ,3-dioxolane (90.3 g, 362 mmol) in THF (500 mL) was added dropwise 2.50 M of n-BuLi ( 193 mL, 483 mmol) at -78 C under an atmosphere of N2, and the mixture was allowed to stir at -78C for 20 min. Another reaction vessel was charged with 7-chloro-3,4-dihydroisoquinoline (40 g, 242 mmol) and the contents were dissolved in THF ( 1.3L). To this solution was added dropwise BF3-Et20 (32.8 mL, 265.7 mmol) at -30C, and the solution was allowed to stir for 10 min. To this mixture was added dropwise the previous lithiated mixture via cannula and the resulting mixture was allowed to stir at -30C for 30 min. Then the reaction mixture was allowed to warm to 0C and stirred for 1 h. The reaction was quenched by addition of saturated aqueous NaHC03, and the mixture was extracted with EtOAc (500 mL x 3). The combined organic layers were washed with brine, dried over Na2S04, filtered, and concentrated in vacuo. The above procedure was perfomed on the same scale two additional times. The residues from all three procedures were then combined and purified by silica gel chromagraphy, eluting with a 85/15 to 0/100 pentane/EtOAc gradient to provide a yellow solid. The resulting solid was washed with pentane of to provide the racemic mixture (1 10 g, 45%) as a yellow solid. The racemic mixture was separated into the individual component enantiomers by chiral chromatography (SFC: CHIRALPAK AD 50x300mm with 35/65 0.1 % NH4OH in MeOH/C02, 200 mL/min, 10 MPa) to obtain 51.5 g (99.7% ee) of (lR)-7- chloro- l -[5-( l ,3-dioxolan-2-yl)-2-methyl-3-thienyl]- l ,2,3,4-tetrahydroisoquinoline as first elute (retention time 3.7 min, LCMS: (AA) M+ l 336.0) and 50.0g (99.7% ee) of (l S)-7-chloro- l -[5- ( l ,3-dioxolan-2-yl)-2-methyl-3-thienyl]-l ,2,3,4-tetrahydroisoquinoline as second elute (retention time 4.8 min, LCMS: (AA) M+l 336.0).

60518-41-4 7-Chloro-3,4-dihydroisoquinoline 19748121, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; DUFFEY, Matthew O.; ENGLAND, Dylan; FREEZE, Scott; HU, Zhigen; LANGSTON, Steven, P.; MCINTYRE, Charles; MIZUTANI, Hirotake; ONO, Koji; XU, He; (684 pag.)WO2016/4136; (2016); A1;,
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

Potassium nitrate (5.34 g; 0.052 mol) was added to 20 mL of concentrated sulfuric acid and slowly dissolved by careful heating. The resulting solution was added dropwise to a solution of 4-bromoisoquinoline (10 g, 0.048 mol) dissolved in 40 mL of the same acid at 0¡ã C. After removal of the cooling bath, the solution was stirred for one hour at room temperature. The reaction mixture was then poured onto crushed ice (400 g) and made basic with ammonium hydroxide. The resulting yellow precipitate was collected by filtration and the filtrate was extracted with diethyl ether (3*500 muL), dried (Na2SO4), and concentrated to give a yellow solid that was combined with the initial precipitate. Recrystallization from methanol gave 12.1 g (89percent) of 11 as slightly yellow crystals: mp 172-174¡ã C.; 1H NMR (300 MHz, CDCl3) delta 9.27 (s, 1H); 8.87 (s, 1H); 8.21 (dd, 1H, J=6.6, 1.2 Hz); 7.96 (dd, 1H, J=6.6, 1.2 Hz); 7.73 (t, 1H, J=7.5 Hz); CIMS m/z 253 (M+H+, 100percent); 255 (M+H++2, 100percent); Anal. Calc’d for C9H5BrN2O2: C, 42.72; H, 1.99; N, 11.07. Found: C, 42.59; H, 1.76; N, 10.87., 1532-97-4

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

Reference£º
Patent; DarPharma, Inc.; US2007/155720; (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.22246-02-2,6-Chloro-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

[B] [5-(6-Chloro-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-pyridin-3-yl]-acetic acid (5-Bromo-pyridin-3-yl)-acetic acid methyl ester (230 mg, 1.0 mmol), 6-chloro-3,4-dihydro-2H-isoquinolin-1-one (intermediate A-2) (182 mg, 1.0 mmol), CuI (40 mg, 0.21 mmol), Cs2CO3 (650 mg, 2.0 mmol) and (+)-(1S,1S)-1,2-diaminocyclohexane (0.1 mL, 0.8 mmol) were dissolved in dioxane (4.0 ml) and the resulting reaction mixture was heated at 150 C. for 2 hours before it was poured into H2O (20 mL) and extracted with EtOAc (2*100 mL). The combined organic layer was washed with brine, dried over anhy. Na2SO4, filtered and concentrated in vacuo to give a crude product (230 mg, 72.5%) as light brown oil. MS: 317.1 (M+H+)., 22246-02-2

22246-02-2 6-Chloro-3,4-dihydroisoquinolin-1(2H)-one 19375637, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Hoffmann-La Roche Inc.; 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; US2013/143863; (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.6624-49-3,Isoquinoline-3-carboxylic acid,as a common compound, the synthetic route is as follows.

6624-49-3, A solution of 2 (519.0 mg, 3.0 mmol) and mono-N-Boc-protected TREN (3) (246.0 mg, 1.0 mmol) in DMF (50 mL) was prepared at room temperature under nitrogen. While stirring, DMTMM (4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholiniumchloride) (830.1 mg, 3 mmol) and NMM (N-methylmorpholine) were added (dropwise 2-3 ml) to get a pH of about 9. Then solution was diluted with methanol (10 ml) and allowed to stir at room temperature. After 12 h, the solvent was removed in vacuo and the residue was dissolved in ethyl acetate. After removal of solvent the crude product was purified by column chromatography using silica gel and CH2Cl2:MeOH (20:1). The product 4 (338.6 mg, 61%) was obtained as a white solid.

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

Reference£º
Article; Gao, Fei; Liu, Haiqing; Li, Li; Guo, Jianpeng; Wang, Yuji; Zhao, Ming; Peng, Shiqi; Bioorganic and Medicinal Chemistry Letters; vol. 25; 20; (2015); p. 4434 – 4436;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem