Category: isoquinoline

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

Referential Example 4 4-Fluoro-5-isoquinolinesulfonyl chloride From 4-bromoisoquinoline (75.0 g), 4-aminoisoquinoline (39.8 g) was synthetically obtained following J. Am. Chem. Soc., 64, 783 (1942).

1532-97-4, As the paragraph descriping shows that 1532-97-4 is playing an increasingly important role.

Reference£º
Patent; Hidaka, Hiroyoshi; EP1074545; (2001); A1;,
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Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22246-12-4,6-Methoxy-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

6-(Methyloxy)-3,4-dihydro-l(2H)-isoquinolinone (0.319 g, 1.8 mmol), ethyl-3- iodobenzoate (0.62 niL, 3.68 mmol), copper (I) iodide (0.044g, 0.23 mmol), potassium carbonate (0.247 g, 1.8 mmol) and lambda/,N-dimethylformamide (4 mL) were combined and the stirred reaction mixture was heated at 150 0C under nitrogen for 28 h. The reaction mixture was partitioned between water and ethyl acetate. The layers were separated and the aqueous phase was extracted with ethyl acetate. The organic extracts were combined, dried over magnesium sulfate, filtered, and the filtrate was concentrated to give a gold-yellow liquid. The crude product was purified by flash chromatography over silica with a hexanes:ethyl acetate gradient (100:0 to 50:50) to give 0.32 g (55%) of ethyl 3-[6-(methyloxy)-l-oxo-3,4-dihydro-2(lH)- isoquinolinyl]benzoate as a clear colorless oil. 1H NMR (400 MHz; CDCl3): delta 8.10 (d, J = 9 Hz, IH), 8.00 (s, IH), 7.91 (d, J = 8 Hz, IH), 7.63 (d, J = 8 Hz, IH), 7.46 (t, J = 8 Hz, IH), 6.89 (dd, J = 9, 2 Hz, IH), 6.73 (d, J = 2 Hz, IH), 4.38 (q, J = 7 Hz, 2H), 4.01 (t, J = 6 Hz, 2H), 3.87 (s, 3H), 3.12 (t, J = 6 Hz, 2H), 1.38 (t, J = 7 Hz, 3H). ES- LCMS m/z 326(M + H)+., 22246-12-4

22246-12-4 6-Methoxy-3,4-dihydroisoquinolin-1(2H)-one 10607392, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/5998; (2009); A1;,
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119-65-3, Isoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

At room temperature, will be 52 mg (0.4 mmol) isoquinoline, 414 mg (2.8 mmol) 2, 2 – diethoxy acetic acid, 182 mg (0.8 mmol) of the ammonium persulfate and 260 mg (0.8 mmol) Cs2CO3Dissolved in 6 ml in dimethyl sulfoxide, mix, nitrogen 30 min after the blue LEDs arranged under the lamp illumination reaction 20 h, adding 7.2 ml concentration is 3 M hydrochloric acid catalytic hydrolysis 20 h, using sodium carbonate adjusting pH to neutral, extraction, the combined organic phase, by the rotary concentrate by the Rotavapor after turns on lathe does, then to the volume ratio of 20:1 petroleum ether: ethyl acetate mixed solution of eluant, performing silica gel column chromatography purification and separation, to obtain the corresponding formylation heterocyclic derivatives, its reaction is Product purity is 99%, and the yield is 73%.

119-65-3, 119-65-3 Isoquinoline 8405, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Harbin Institute of Technology; Yang Chao; Jia Wei; Gou Baoquan; (9 pag.)CN108640807; (2018); A;,
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20232-39-7, 6,7-Dimethoxy-3,4-dihydroisoquinoline hydrochloride is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

20232-39-7, In a 100-ml two-necked round bottom flask equipped with a mechanical stirrer, an addition funnel and an argon in/outlet, 5.0 g of 1 was suspended in 19 ml of heptane at room temperature. 19 ml of MeOH was added over 15 minutes and stirring was continued for 1 h. A 200-ml four-necked round bottom flask equipped with a mechanical stirrer, an addition funnel and an argon in/outlet was charged with 7.4 g of 2, 268.0 mg of NaOAc and 1.9 ml of H2O in 56 ml of MeOH. To this mixture was added over 1.5 h the previously prepared emulsion and, after 1 h, 333 mul of conc. aqueous HCl was added. 55 ml of heptane was added over 30 minutes. The yellow suspension was stirred for 2 h at room temperature, filtered and washed portionwise with 12 ml of MeOH and 24 ml of heptane (cooled to 0¡ã C.). Evaporation of the solvent and drying under high vacuum gave 9.37 g (84percent) of 3b as an off-white solid.

20232-39-7 6,7-Dimethoxy-3,4-dihydroisoquinoline hydrochloride 2724664, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Abrecht, Stefan; Adam, Jean-Michel; Fettes, Alec; Hildbrand, Stefan; US2008/71087; (2008); A1;,
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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.

Example 153 tert-Butyl 6-(2-(piperidin-1-yl)-4-(trifluoromethyl)oxazole-5-carboxamido)-3,4-dihydroisoquinoline-2(1H)-carboxylate (153) Compound 153 was prepared by the general procedure for compound I, by using compound A-4 and tert-butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate as the starting materials. 1H NMR (400 MHz, DMSO-d6) delta 10.06 (s, 1H), 7.54 (s, 1H), 7.47 (d, 1H, J=8.4 Hz), 7.15 (d, 1H, J=8.4 Hz), 4.47 (s, 2H), 3.61 (m, 4H), 3.55 (t, 2H, J=5.9 Hz), 2.77 (t, 2H, J=5.9 Hz), 1.61 (m, 6H), 1.43 (s, 9H); LCMS (ESI) Rt=5.47 min, [M+1]+ 495.3.

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

Reference£º
Patent; Ting, Pauline C.; Aslanian, Robert; Caplen, Mary Ann; Cao, Jianhua; Chan, Tin-Yau; Kim, David; Kim, Hyunjin; Kim, Jae-Hun; Kuang, Rongze; Lee, Joe F.; Schwerdt, John; Wu, Heping; Zorn, Nicolas; US2011/224137; (2011); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.925672-85-1,1,6-Dibromoisoquinolin-3-amine,as a common compound, the synthetic route is as follows.,925672-85-1

6-Bromoisoquinolin-3-amine: A mixture of 1,6-dibromoisoquinolin-3- amine (13.5 g, 45 mmol), ammonium formate (10.8 g, 172 mmol) and tetrakis(triphenylphosphine)palladium (0) (3.45 g, 3.0 mmol) in 50 mL of DMF was sealed in a 350 mL screw-cap flask and heated at 50 C for 48 h. To the reaction was added tetrakis(triphenylphosphine)palladium (0) (950 mg) and ammonium formate (3.0 g) and the mixture was heated at 50 C for 48 h. The mixture was cooled to room temperature and the solid was filtered, washed with a minimal amount of DMF, washed with Et2theta and dried in vacuo at 50 C to give the product as a yellow amorphous solid (10.4 g, 90 %) LCMS (API-ES) m/z: 222.9, 224.9 [M+ 1]. 1H NMR (300 MHz, DMSO- d6) delta ppm 8.81 (s, 1 H), 7.80 (d, J=I .6 Hz, 1 H), 7.73 (d, J=8.8 Hz, 1 H), 7.22 (dd, J=8.6, 1.9 Hz, 1 H), 6.55 (s, 1 H), 6.12 (s, 2 H).

As the paragraph descriping shows that 925672-85-1 is playing an increasingly important role.

Reference£º
Patent; AMGEN INC.; WO2009/11871; (2009); A2;,
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6624-49-3, Isoquinoline-3-carboxylic acid is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6624-49-3, General procedure: At 0 ¡ãC and with stirring to the solution of 865 mg (5.0 mmol) of isoquinoline-3-carboxylic acid in 10 ml of anhydrous THF 675 mg (5.0 mmol) of HOBt was added to form reaction mixture A. The solution of 5.5 mmol of l-amino acid benzylester in 5 ml of anhydrous THF was adjusted pH 9 with triethylamine and stirred for 30 min to form mixture B. At 0 ¡ãC the mixtures A and B were mixed and then 1339 mg (6.5 mmol) of DCC was added. The reaction mixture was stirred at 0 ¡ãC for 2 h, at room temperature for12 h and TLC (ethyl acetate/petroleum ether, 1:2) indicated the complete disappearance of isoquinoline-3-carboxylic acid. The formed precipitates of DCU were removed by filtration and the filtrate was evaporated under vacumm. The residue was dissolved in 50 ml of ethyl acetate and the formed solution was washed successively with saturated aqueous solution of NaHCO3 (30 ml .x. 3), 5percent aqueous solution of KHSO4 (30 ml .x. 3) and saturated aqueous solution of NaCl (30 ml .x. 3) and dried over anhydrous Na2SO4. After filtration the filtrate was evaporated under vacumm and the residure was purified on silica gel chromatography (CHCl3:MeOH, 20:1) to give the title compounds.

The synthetic route of 6624-49-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Zheng, Meiqing; Yang, Yifan; Zhao, Ming; Zhang, Xiaoyi; Wu, Jianhui; Chen, Gong; Peng, Li; Wang, Yuji; Peng, Shiqi; European Journal of Medicinal Chemistry; vol. 46; 5; (2011); p. 1672 – 1681;,
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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

EXAMPLE IX 1,3(2H,4H)-Dioxoisoquinoline-4-carboxanilide A solution containing 1,3(2H,4H)-dioxoisoquinoline (4.0 g., 0.025 mole), triethylamine (2.6 g., 0.026 mole) and phenylisocyanate (3.1 g., 0.026 mole), in 100 ml. of tetrahydrofuran was refluxed for 2 hours. The solution was then poured into an excess of ice water containing 5 ml. of hydrochloric acid. The resulting precipitate was collected by filtration, washed with water, dried and recrystallized from acetic acid, to give 1,3(2H,4H)-dioxoisoquinoline-4-carboxanilide, m.p. 249-250 C. Anal. Calc’d for C16 H11 N2 O3: C, 68.56; H, 4.32; N, 10.00. Found: C, 68.86; H, 4.37; N, 9.80.

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

Reference£º
Patent; Pfizer Inc.; US3998954; (1976); A;,
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1532-91-8, 4-Chloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,1532-91-8

General procedure: 2 mol% Pd(OAc)2/3 mol% Nixantphos, anhydrous DMF (1.0 ml) were added to an oven-dried 10 ml reaction vial equipped with a stir bar, the mixture was stirred at 45 C under an argon atmosphere for 1h to be a dark brown solution. 1 mol% CuI/1.1 mol% Nixantphos, anhydrous DMF (1.0 ml) were added to an oven-dried 10 ml reaction vial equipped with a stir bar, the mixture was stirred at 60 C under an argon atmosphere for 2h to be a colorless transparent solution. The amount of catalyst and solvent should scaled up by the number of reactions. Benzoxazoles (0.25 mmol), aryl chlorides (0.3 mmol) and K3PO4*7H2O (42.3 mg, 0.125 mmol, 0.5 equiv) were added to an oven-dried 10 ml reaction vial equipped with a stir bar. A stock solution of Pd(OAc)2/Nixantphos and CuI/Nixantphos in 1 ml of dry DMF was taken up by syringe and added to the reaction vial. The reaction vial filled with argon was then sealed with a septum. The reaction mixture was stirred for12 h or 24 h at 120 C, quenched with two drops of H2O, diluted with 3 mL of ethyl acetate, and filtered over a pad of MgSO4 and silica. The pad was rinsed with additional ethyl acetate, and the solution was concentrated in vacuo. The crude material was loaded onto a silica gel column and purified by flash chromatography.

The synthetic route of 1532-91-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Zheng, Ling-Li; Yin, Bo; Tian, Xing-Chuan; Yuan, Ming-Yong; Li, Xiao-Huan; Gao, Feng; Tetrahedron Letters; vol. 60; 51; (2019);,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1198-30-7,1-Isoquinolinecarbonitrile,as a common compound, the synthetic route is as follows.

1198-30-7, Preparation 149 N’-Hydroxy-1-isoquinolinecarboximidamide The title compound was obtained as a white solid from 1-cyanoisoquinoline using a similar method to that described in Preparation 110. 1H NMR (300 MHz, D6-DMSO) delta 5.94 (s, 2H), 7.67 (dd, 1H), 7.78 (dd, 1H), 7.86 (d, 1H), 7.99 (d, 1H), 8.52 (d, 1H), 9.07 (d, 1H), 10.11 (s, 1H).

As the paragraph descriping shows that 1198-30-7 is playing an increasingly important role.

Reference£º
Patent; Bailey, Simon; Fish, Paul Vincent; James, Kim; Whitlock, Gavin Alistar; US2003/69291; (2003); A1;,
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Isoquinoline | C9H7N – PubChem