Category: isoquinoline

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.

A mixture of (S)-3-(l-aminoethyl)-8-chloro-2-phenylisoc]uinolm-l(2H)-one (202 mg, 0.676 fflffiol), 6-chloro-5-iodo-pyrimidm-4-arnine (257mg, 1.0 mmol) and triethylamine (340 mg, 3.36 mmol) in n-BuOH (2.0 ml) was heated to reflux and stirred further for 47 hours, then cooled to it, and concentrated in vacuo. The residue was purified by a silica gel column chromatography (DCM/MeOH (v/v) = 100/1) to give the title compound as a yellowish solid (145 mg, yield 41%). MS (ESI, pos. ion) m/z: 517.6 [M+H]+., 1350643-72-9

The synthetic route of 1350643-72-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; WANG, Liang; WANG, Tingjin; WU, Weibin; (123 pag.)WO2015/175579; (2015); 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.

[00228] Methyl isoquinoline-6-carboxylate: To a solution of 6- bromoisoquinoline (10 g, 48 mmol), purchased from Gateway Chemical Technology, Inc., in 200 mL of 1 :1 DMF:MeOH was added sodium acetate (5.0 g, 61 mmol), triphenylphosphine (3.8 g, 14 mmol), and palladium(II) acetate (2.8 g, 12 mmol). The vessel was charged with 300 kPa of carbon monoxide. The vessel was then purged. This charging purging sequence was repeated three times, then the vesel was charged with 300 kPa of CO and heated to 1000C. After 15 hours, the reaction was judged to be complete by LC/MS. The reaction was filtered through Celite (eluting with EtAOc) and the resulting mixture was concentrated under reduced pressure. The residue was taken up in 250 mL of EtOAc and washed three times with water and once with brine. The mixture was then dried over MgStheta4, filtered, and concentrated under reduced pressure. Flash chromatography on silica gel (10% to 35% EtOAc/hexanes) afforded methyl isoquinoline-6-carboxylate as a white powder (7.0 g, 78% yield): LCMS (API ES) m/z 188 [M+l+].

34784-05-9, The synthetic route of 34784-05-9 has been constantly updated, and we look forward to future research findings.

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

66491-03-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.66491-03-0,7-Amino-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

(a) 7-Bromo-3,4-dihydro-1 (2H)-isoquinolinone; To a solution of 7-amino-3,4-dihydro-1 (2/-/)-isoquinolinone, (for a synthesis see Girard, Yves; Atkinson, Joseph G.; Belanger, Patrice C; Fuentes, Jose J.; Rokach, Joshua; Rooney, C. Stanley; Remy, David C; Hunt, Cecilia A J.Org.Chem. (1983), 48(19), 3220) (0.773 g, 4.772 mmol) in acetonitrile (10ml) at O0C was added 48% aqueous hydrobromic acid (10 ml, precooled to O0C). The mixture was stirred at O0C for 0.5h before addition of a solution of sodium nitrite (0.379g, 5.49 mmol) in water (2ml) over 0.4h. The reaction was then stirred at O0C for 0.5h and then copper(l) bromide (0.822g, 5.726 mmol) was added portionwise over 10 min. The reaction mixture was then warmed to room temperature, stirred at room temperature for 0.5h and then at 7O0C for 1 h. The reaction mixture was then cooled to O0C, water (60ml) was added and the mixture stirred at O0C for 1 h before filtering and drying in vacuo. The residue was dissolved in 10% methanol/dichloromethane, dried with magnesium sulphate and evaporated to give the desired product (0.679g, 63%). MS (+ve ion electrospray) m/z 227 (MH+).

The synthetic route of 66491-03-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2007/115947; (2007); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

18881-17-9, (S)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,18881-17-9

To a stirred solution of 2-(4-chloro-3-dibutylcarbamoyl-5-methyl-pyrazol-l-yl)-5- methoxy-benzoic acid (0.35 g, 0.82 mmol) and (S)-(l,2,3,4-tetrahydroisoquinolin-3-yl)methanol (0.13 g, 0.82 mmol) in dichloromethane (8 mL) under nitrogen atmosphere was added l-ethyl-3- (3-dimethylaminopropyl)carbodiimide (0.16 g, 0.82 mmol) and hydroxybenzotriazole (0.13 g, 0.82 mmol). The mixture was stirred at ambient temperature for 5 minutes. Triethylamine (0.34 mL, 2.5 mmol) was added to the mixture. The reaction was stirred for 60 hours at ambient temperature. The mixture was washed with water and purified by eluting through a silica gel column with a 10 to 100% ethyl acetate / heptane gradient to afford the title compound (21 mg, 4.5% yield). MS (ESI) [m/e, (M+H)+] = 567.3. XH NMR (400 MHz, chloroform-d) delta ppm 6.75 – 7.36 (m, 7 H), 4.13 – 5.41 (m, 4 H), 3.80 – 3.96 (m, 3 H), 2.51 – 3.71 (m, 8 H), 2.17 – 2.32 (m, 3 H), 1.48 – 1.68 (m, 4 H), 1.19 – 1.44 (m, 4 H), 0.70 – 0.97 (m, 6 H).

18881-17-9 (S)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol 776757, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; NOVARTIS AG; FORD, Daniel; PORTER, John Robert; VISSER, Michael Scott; YUSUFF, Naeem; WO2013/96060; (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.84468-15-5,Isoquinoline-5-sulfonyl chloride,as a common compound, the synthetic route is as follows.

b) 3-(5-Isoquinolinylsulfonyloxy)-5-methylphenol Orcinol monohydrate (1.42 g, 10.0 mmol) and 5-isoquinolinesulfonyl chloride (2.64 g, 10.0 mmol), as prepared in the preceding step, were mixed in saturated aqueous NaHCO3 (30 mL) and diethyl ether (30 mL). The biphasic mixture was stirred vigorously at ambient temperature overnight. The reaction mixture was diluted with water (50 mL) and extracted into ethyl acetate (3 x 50 mL). The organic phase was washed with brine (2 x 50 mL) and dried over Na2SO4. After removing the solvent in vacuo, the residue was triturated from ether / hexane to give the title compound as a pale yellow solid (1.15 g, 37%). 1H-NMR (300 MHz, CDCl3) delta 9.67 (s, 1H), 9.60 (s, 1 H), 8.86 (d, J = 6.1 Hz, 1H), 8.63 (d, J = 8.2 Hz, 1H); 8.37 (t, J = 6.1 Hz, 2H), 7.86 (t, J = 7.8 Hz, 1H), 6.46 (s, 1H), 6.23 (s, 1H), 5.97 (s, 1H), 2.08 (s, 3H)., 84468-15-5

84468-15-5 Isoquinoline-5-sulfonyl chloride 3371655, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Ortho-McNeil Pharmaceutical, Inc.; EP906091; (2006); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

131002-09-0, 6-Chloroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-chloroisoquinolin-1 (2Eta)-one (12mm0l), bis(4-methoxyphenyl)disulfide (10mmol), hexafluorofluoride was sequentially added to the pressure resistant reaction tube at room temperature. Place silver acid (10 mmol) and dichloroethene (6 mL). Then the reaction mixture is at 90 C Reaction 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. Flash column chromatography gave the corresponding product 4-(4-methoxyphenylthio)-6-chloroisoquinolin-1 (2H)-one. Yield 87%;, 131002-09-0

The synthetic route of 131002-09-0 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

22246-04-4, 7-Methoxy-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example IX: Synthesis of l-(7-butoxy-2-isopropyl-l,2,3,4-tetrahydro-isoquinoIin-4- yl)-cyclohexanol; Step 1: Synthesis of 2-isopropyl-7-methoxy-3,4-dihydro-2H-isoquinolin-l-one; To a slurry of sodium hydride (671 mg, 27.97 mmol) in tetrahydrofuran (5 mL) was added 7-methoxy-3,4-dihydro-2/J-isoquinolin-l-one, obtained in example IV (step 2), in tetrahydrofuran (5 ml) and isopropyl iodide (1.40 ml, 13.98 mmol). The reaction mixture was stirred for 1 h at 80 0C. The reaction mixture was quenched with water (15 mL) and extracted with EtOAc (3×30 mL). The combined organic layer was washed with water (2×30 mL) and brine (30 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to give crude material which was purified by column chromatography (silica gel, 2:98 MeOH : CHCl3) to yield the title compound (1.62 g, 79 %) as viscous liquid.ESIMS (m/z): 219.3 (M+l), 22246-04-4

The synthetic route of 22246-04-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PANACEA BIOTEC LIMITED; WO2009/118765; (2009); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

486-73-7, Isoquinoline-1-carboxylic acid is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1-Hydroxybenzotriazole hydrate (1.47 equiv of acid), N-ethyl-N’-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.47 equiv of acid), N,N-diisopropylethylamine (3.45 equiv of acid), and corresponding acid were added to a solution of compound 10 (1.0 equiv of acid) in dichloromethane (0.1 M). The reaction mixture was stirred at room temperature for 12 h and then washed with water. The separated organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The concentrate was purified with silica gel column chromatography to afford compound 11., 486-73-7

The synthetic route of 486-73-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Lee, Seung Kyu; Choi, Kwang Hyun; Lee, Sang Jae; Lee, Jong Sun; Park, Ji Yun; Kim, B. Moon; Lee, Bong Jin; Bioorganic and Medicinal Chemistry Letters; vol. 21; 1; (2011); p. 133 – 136;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

891782-60-8,891782-60-8, 7-Bromo-3,4-dihydro-2H-isoquinolin-1-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

WXBB-2 (100.00 mg, 442.34 mumol, 1.00 eq), WX012-3 (110.00 mg, 900.38 mumol, 2.04 eq), cuprous iodide (43.00 mg, 225.78 mumol, 0.51 eq), 8-hydroxyquinoline (33.00 mg, 227.34 mumol, 39.29 muL, 0.51 eq), and potassium carbonate (92.00 mg, 665.65 mumol, 1.50 eq) were dissolved in dimethyl sulfoxide (15.00 mL), then purged with nitrogen three times, and the reaction was stirred at 130 C. for 16 hours. After the reaction was completed, the reaction solution was added with water (25 mL), and then extracted with dichloromethane (20 mL*3). The organic phases were combined, dried over anhydrous sodium sulfate (10 g), filtered and the filtrate was dried on a rotary evaporator. The obtained oil was separated and purified by Prep-TLC (ethyl acetate). Product WX012-4 was obtained, MSm/z: 268.1 [M+H]+.

891782-60-8 7-Bromo-3,4-dihydro-2H-isoquinolin-1-one 25067330, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; FUJIAN COSUNTER PHARMACEUTICAL CO., LTD.; Wu, Chengde; Yu, Tao; Li, Ning; Chen, Shuhui; US2019/375728; (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.215453-53-5,7-Bromoisoquinolin-1-amine,as a common compound, the synthetic route is as follows.

Example 1 (Compound No. 2 of table 1) 10-Bromo-2-pyridin-4-yl-4H-pyrimido[2,1-a]isoquinolin-4-one oxalate (1:1) ; To a mixture of 0.1g (0.38 mmol) of 7-bromoisoquinolin-1-amine (synthesis described in WO9847876) and 0.134g (0.69 mmol) of ethyl 3-(4-pyridinyl)-3-oxopropionate were added 0.059g (0.77 mmol) of ammonium acetate. The reaction mixture was heated at 140C for 12 hours. Then 2ml of Dowtherm A were added and the resulting mixture was allowed to stir at 210C for 8 hours. After cooling, water was added and the resulting solution was acidified using isopropanol hydrochloride 6N. Dowtherm A was extracted using diethyl ether and the aqueous phase was basified by an aqueous solution of sodium hydroxide (30%) and extracted with dichloromethane. The extracts were dried over sodium sulphate and evaporated. The residue obtained was purified by chromatography on silica gel eluting with a mixture of dichloromethane/methanol in the proportions 99/1 to 95/5 to give 0.041g (30%) of the desired compound which was transformed into the oxalate salt in the usual manner to give the pure product as a solid. MP: 244-246C RMN 1H (DMSO-d6; 200 MHz) delta (ppm) : 9.25 (s, 1H), 8.80 (d, 2H), 8.70 (d, 1H), 8.30 (d, 2H), 8.10 (dd, 1H), 8.00 (dd, 1H), 7.65 (d, 1H), 7.40 (s, 1H)., 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; sanofi-aventis; Mitsubishi Tanabe Pharma Corporation; EP2138495; (2009); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem