Category: isoquinoline

13130-79-5, 1-Bromoisoquinolin-3-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 3-amino-l-brotaunoisoquinoline (444 mg, 2.00 mmol) in anhydrous dimethylformamide (10175 mL) was added sodium hydride (60%, unwashed, 96 mg, 2.4 mmol) in one portion. The mixture was stirred at 25 0C for 5 min before 2-bromoethyl ether (90%, 250 DL, 2.00 mmol) was added. The mixture was stirred at 25 0C for 5 h and at 75 0C for 72 h before it was cooled to 25 0C, quenched with saturated ammonium chloride solution and diluted with ethyl acetate. The organic layer was separated, washed with water and brine, dried with Na2SO4, filtered and concentrated. Purification of the residue on silica gel eluting with 0% to 70% ethyl acetate/hexanes afforded Cap-143, step a as a yellow solid (180 mg, 31%) . Rt = 1.75 min (Cond. -MS-Wl) ; 90% homogenity index; LCMS: Anal. CaIc. for [M+H] + C13H14BrN2O: 293.03; found: 293.04.

13130-79-5, As the paragraph descriping shows that 13130-79-5 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; LAVOIE, Rico; BENDER, John A.; BACHAND, Carol; RUEDIGER, Edward H.; KADOW, John F.; WO2010/120621; (2010); A1;,
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27655-40-9, Isoquinoline-5-sulfonic acid is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

One gr. (4.7 mMole) of 5-isoquinoline sulfonic acid were dissolved in 0.5 ml of DMF and added 4.6 ml (13 equivalents) of thionyl chloride. The mixture was refluxed for 2 hours, cooled and evaporated to dryness. The residue was added very slowly to a pre-cooled (0) flask containing 3.6 ml (10 equivalents) of ethylene diamine in methylene chloride. The reaction was stirred at RT for 6 hrs. workup was done by extraction with Water and chloroform, and the organic layer was evaporated and chromatographed on silica using 5%-15% gradient of methanol in chloroform. Clean product was obtained in 35% yield. MS: 252, NMR: 2.64(t, 2) 2.917(t, 2) 7.81(t, 1) 8.38(d, 1) 8.45(d, 1) 8.54 (d, 1) 8.61(d, 1) 9.3(s, 1).

27655-40-9, As the paragraph descriping shows that 27655-40-9 is playing an increasingly important role.

Reference£º
Patent; Livnah, Nurit; Levitzki, Alexander; Reuveni, Hadas; US2004/19077; (2004); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3951-95-9,4-Bromoisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

4-Bromo-2-methyl-2H-isoquinolin-1-one Q-1 To a suspension of 4-bromo-1(2H)-isoquinolinone P-1 (1.000 g; 4.240 mmol) and potassium carbonate (1.172 g; 8.480 mmol) in tetrahydrofuran (10.0 mL), iodomethane (0.423 mL; 6.664 mmol) are added. The reaction mixture is stirred overnight at RT. The reaction mixture is quenched with 10percent ammonia solution (30 mL) and water (50 mL) is added. THF is removed under reduced pressure. The precipitated product is filtered off and dried under reduced pressure. HPLC-MS: (M+H)+=238; tRet=1.02 min; method M1

3951-95-9, 3951-95-9 4-Bromoisoquinolin-1(2H)-one 319772, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Boehringer Ingelheim International GmbH; MARTIN, Laetitia; STEURER, Steffen; COCKCROFT, Xiao-Ling; (215 pag.)US2018/44335; (2018); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22246-04-4,7-Methoxy-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

0.2 mol sodium hydroxide was dissolved in 200ml N,N-dimethyl formamide, then the oil (0.1 mol) prepared instep (2) was added, The reaction was stirred in ice bath for 0.5 hour, and then iodomethane (0.15 mol) was slowlyadded dropwise. After the addition was completed, the reaction was conducted at room temperature for 10 hours.After the reaction was completed, the reaction solution was poured into 1 L ice water to terminate the reaction.Extraction with ethyl acetate was conducted. The organic layer was washed with saturated saline solution, driedover anhydrous magnesium sulfate. The solvent was removed by rotary evaporateion to give 17.8 g of brown solid.Yield: 93%.MS (ESI) m/z 191.1 ([M+H]+), 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; NHWA Pharma Corporation; CHEN, Yin; DOU, Fei; QIU, Yinli; YU, Minquan; ZHANG, Guisen; (42 pag.)EP3381915; (2018); A1;,
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19493-45-9, 3-Chloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

19493-45-9, Synthesis 21-1 -AEthyl 2-(3-cyano-6-(isoquinolin-3-ylamino)pyrazin-2-yloxy)acetate (AA-068) A mixture of tris(dibenzylideneacetone)dipalladium (0) (39 mg, 0.043 mmol) and 9,9- dimethyl-4,5-bis(diphenylphosphino)xanthene (50 mg, 0.086 mmol) in toluene (1.5 mL) and DMF (1.5 mL) was degassed under a stream of nitrogen gas with stirring for15 minutes. 3-Chloroisoquinoline (70 mg, 0.428 mmol), caesium carbonate (279 mg, 0.856 mmol) and ethyl 2-(6-amino-3-cyanopyrazin-2-yloxy)acetate (105 mg, 0.471 mmol) were added and the mixture was degassed for a further 5 minutes. The mixture was then heated at 100C for 20 minutes, then at 13OC for 20 minutes in a microwave reactor. The reaction mixture was partitioned between aqueous Na2HCO3 solution (2.5%) and ethyl acetate. The aqueous phase was re-extracted with ethyl acetate and the combined organic layers were washed with brine, dried (Na2SO4), passed sequentially through two PS-Thiol cartridges and concentrated to dryness. The residue was triturated with methanol and then ether affording ethyl 2-(3-cyano-6-(isoquinolin-3-ylamino)pyrazin-2- yloxy)acetate (37 mg, 0.107 mmol, 25%). LC-MS (2) Rt 2.89 min; m/z (ESI+) 350 (M+H).

As the paragraph descriping shows that 19493-45-9 is playing an increasingly important role.

Reference£º
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; WO2009/103966; (2009); A1;,
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23687-26-5, 6-Aminoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 6 (50 mg, 0.148 mmol), Isoquinolin-6-ylamine (26 mg, 0.178 mmol), tris(dibenzylideneacetone)dipalladium(0) (8 mg, 0.009 mmol), xantphos (7 mg, 0.012 mmol) and sodium tert-butoxide (43 mg, 0.44 mmol) were combined with dioxane (3 ml), sealed and then purged with nitrogen gas. The reaction mixture was heated at 1050C for 18 h, evaporated and purified through a silica plug, eluting with 0 to 10percent methanol/DCM. Further purification by preparative LCMS (high pH buffer) gave the desired product as a white solid (15 mg, 23percent). 1H NMR (400 MHz, DMSO-^6) delta ppm 0.42 – 0.50 (m, 2 H), 0.78 – 0.86 (m, 2 H), 1.41 – 1.52 (m, 1 H), 1.71 – 1.81 (m, 2 H), 3.24 – 3.31 (m, 2 H), 3.36 – 3.45 (m, 2 H), 6.81 – 6.89 (m, 1 H), 7.13 (dd, 7=4.8, 3.9 Hz, 1 H), 7.54 – 7.63 (m, 2 H), 7.70 – 7.76 (m, 3 H), 8.02 (d, /=6.4 Hz, 1 H), 8.24 (dd, /=7.8, 0.9 Hz, 1 H), 8.43 (d, /=6.0 Hz, 1 H), 8.48 – 8.55 (m, 1 H), 8.90 (s, 1 H), 9.23 (s, 1 H); m/z (ES+APCI)+: 445 [M+H]+.

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

Reference£º
Patent; MEDICAL RESEARCH COUNCIL; WO2009/122180; (2009); A1;,
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19493-45-9, 3-Chloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

j00295j To a solution of 3 -chloroisoquinoline (0.50 g, 3.1 mmol) in concentrated sulfuric acid (10 mL) at 0 C was added a solution of potassium nitrate (0.34 g, 3.4 mmol) in concentrated sulfuric acid (5 mL). The mixture solution was stirred at 0 C for 2 hours and at room temperature for another 14 hours. On completion, the mixture was poured into ice-water (30 mL), resulting in formation of a precipitate. The precipitate was collected by filtration and dried in vacuo to give compound B-il (0.6 g, cmde) as a yellow solid. ?H-NMR (CDC13, 400 MHz): 9.25 (s, 1H), 8.70-8.66 (m, 2H), 8.35 (d, J=8 Hz, 1H), 7.76 (t, J=8 Hz, 1H)., 19493-45-9

The synthetic route of 19493-45-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FORUM PHARMACEUTICALS, INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; McRINER, Andrew, J.; (267 pag.)WO2017/69980; (2017); A1;,
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3336-43-4, 1-Chloroisoquinolin-4-ol is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: Preparation of 1-chloro-4-methoxyisoquinoline To a solution of 1-chloroisoquinolin-4-ol (5.0 g, 27.8 mmol) in acetonitrile (50 mL) was added TMS-diazomethane (12.73 g, 111.2 mmol) at 0 C. The reaction mixture was allowed to come to room temperature and stirred for 2 h. Solvent was evaporated under reduced pressure to get crude compound. The crude compound was purified by silica gel chromatography to get 1-chloro-4-methoxyisoquinoline (2.5 g, 46.4%) as off-white solid. 1H NMR (400 MHz, CD3OD): delta ppm 8.29-8.17 (m, 2H), 7.97 (s, 1H), 7.91-7.82 (m, 2H), 4.05 (s, 3H); MS: MS m/z 194.7 (M++1).

3336-43-4, As the paragraph descriping shows that 3336-43-4 is playing an increasingly important role.

Reference£º
Patent; Bristol-Myers Squibb Company; Hiebert, Sheldon; Rajamani, Ramkumar; Sun, Li-Qiang; Mull, Eric; Gillis, Eric P.; Bowsher, Michael S.; Zhao, Qian; Meanwell, Nicholas A.; Renduchintala, Kishore V.; Sarkunam, Kandhasamy; Nagalakshmi, Pulicharla; Babu, P. V. K. Suresh; Scola, Paul Michael; US2013/115190; (2013); A1;,
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105627-79-0, Isoquinoline-5-sulfonyl chloride hydrochloride is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The synthetic procedure of compound 3i was conducted according to the reported procedures.56,57 To a 100mL round-bottomed flask add 5-isoquinoline sulfonic acid (2.10g, 10mmol), 25mL thionyl chloride, 1mL dimethylformamide, the resulting mixture was refluxed for 2h. After that, SOCl2 was removed by rotary evaporation, the residue was suspended in CH2Cl2, filtered, and washed with CH2Cl2 (2¡Á25mL). The precipitate was collected and dried in vacuum to give crude crystalline isoquinoline-5-sulfonyl chloride hydrochloride, yield 85% (2.25g). To a 100mL round-bottomed flask add isoquinoline-5-sulfonyl chloride hydrochloride (2.0g, 7.6mmol) and 20mL ice-cold deionized water. The mixture was added slowly equimolar NaHCO3 (0.64g), the resulting solution was extracted twice with CH2Cl2 (2¡Á20mL). Organic layer was dried over anhydrous sodium sulfate and added dropwise to a 25mL CH2Cl2 solution of ethylenediamine (1.37g, 22.8mmol) at 0C. The reaction continued for 1h at room temperature, washed with deionized water to remove the excess ethylenediamine, and evaporated off. The residue was recrystallized from ethanol to give pure 3i, yield 55%,

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

Reference£º
Article; Jin, Feng; Gao, Dan; Wu, Qin; Liu, Feng; Chen, Yuzong; Tan, Chunyan; Jiang, Yuyang; Bioorganic and Medicinal Chemistry; vol. 21; 18; (2013); p. 5694 – 5706;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.216099-46-6,6-Aminoisoquinolin-1-ol,as a common compound, the synthetic route is as follows.

Example 13Synthesis of 1-benzyl-3-(1-oxo-1,2-dihydro-isoquinolin-6-yl)-urea. Method 4 6-Amino-2H-isoquinolin-1-one (0.2 mmol, 39 mg) and benzyl isocyanate (0.2 mmol, 27 mg) were dissolved in 1 mL DMA. The mixture was allowed to stir at 60 C. overnight. The product was obtained by HPLC purification. MS (M+1) 294., 216099-46-6

The synthetic route of 216099-46-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Young, Erick Richard; Liu, Weimin; Prokopowicz, Anthony S.; Schlyer, Sabine K.; Shih, Cheng-Kon; Snow, Roger John; Bosanac, Todd; Ginn, John David; Hickey, Eugene Richard; Kirrane, Thomas Martin; Turner, Michael Robert; Wu, Frank; US2008/161297; (2008); A1;,
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