Tag: M.W:200-300

27655-40-9, Isoquinoline-5-sulfonic acid is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a 5-Isoquinolinesulfonyl chloride A mixture of 5-isoquinolinesulfonic acid (4.18 g, 20 mmol), and phosphorus pentachloride (6.24 g, 30 mmol) in phosphorus oxychloride (20 mL) was heated at 120 C. for two days. The reaction mixture was cooled to ambient temperature and diluted with dry chloroform (60 mL). The white precipitate was collected, washed with dry chloroform and dried under high vacuum to give the title compound as a white solid (4.40 g, 83%) which was used for the next step without further purification. 1 H-NMR (300 MHz, CDCl3) delta 9.95 (s, 1H), 9.16 (d, J=6.8 Hz, 1H), 8.74 (d, J=6.8 Hz, 1H), 8.52 (t, J=7.0 Hz, 2H), 7.99 (t, J=7.3 Hz, 1H)., 27655-40-9

27655-40-9 Isoquinoline-5-sulfonic acid 241599, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; 3-Dimensional Pharmaceuticals, Inc.; US5891909; (1999); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

660830-62-6, Ethyl 7-bromoisoquinoline-3-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,660830-62-6

Production Example 46-3 Ethyl 7-[4-[(4-fluorobenzyl)oxy]-2-oxopyridin-1(2H)-yl]isoquinoline-3-carboxylate At room temperature, 4-(fluorobenzyl)oxy-2(1H)-pyridone (337 mg), potassium carbonate (639 mg) and copper(I) iodide (322 mg) were successively added to a DMF solution (15 mL) of the compound (431 mg) obtained in Production Example 46-2. The reaction liquid was stirred at 100 C. for 12 hours, then poured into diluted ammonia water. The formed precipitate was collected by filtration, the solid was washed with water, then dissolved in chloroform. The organic layer was washed with saturated saline water, then dried with anhydrous sodium sulfate. The solvent was evaporated off under reduced pressure, then the residue was dissolved in ethanol (60 mL), and concentrated sulfuric acid (3 mL) was added and stirred with heating under reflux for 12 hours. The reaction liquid was poured into aqueous saturated sodium hydrogencarbonate solution, and extracted with ethyl acetate. The organic layer was washed with saturated saline water, then dried with anhydrous sodium sulfate. The solvent was evaporated off under reduced pressure, and the residue was purified by silica gel column chromatography (methanol:chloroform=1:200) to obtain the entitled compound (109 mg).

As the paragraph descriping shows that 660830-62-6 is playing an increasingly important role.

Reference£º
Patent; Sakuraba, Shunji; Kameda, Minoru; Kishino, Hiroyuki; Haga, Yuji; Otake, Norikazu; Moriya, Minoru; US2009/264426; (2009); 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.164148-92-9,tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.

Step 2: Synthesis of tert-butyl 6-((1-(2-(tert-butyl)pyrimidin-4-yl)-2-isopropyl-3-oxo-2,3-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)amino)-3,4-dihydroisoquinoline-2(1H)-carboxylate To a stirred solution of 1-(2-(tert-butyl)pyrimidin-4-yl)-2-isopropyl-6-(methylthio)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one (176 mg, 0.49 mmol, 1.0 eq.) in 3 mL of toluene was added m-CPBA (169 mg, 0.98 mmol, 2 eq.) and allowed to stir at rt for 1 h. Further, tert-butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate (146 mg, 0.58 mmol, 1.2 eq.) and DIPEA (0.33 mL, 1.96 mmol, 4 eq.) were added and allowed to stir at rt for overnight. After completion of reaction, solvent was removed under reduced pressure; residue was diluted with water and extracted with ethyl acetate (50 mL*3). The combined organic layer was washed with brine solution (10 mL), dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford crude product which was purified by flash chromatography to afford tert-butyl 6-((1-(2-(tert-butyl)pyrimidin-4-yl)-2-isopropyl-3-oxo-2,3-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)amino)-3,4-dihydroisoquinoline-2(1H)-carboxylate (120 mg, 43.74%) as yellow solid.

164148-92-9, 164148-92-9 tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate 2756371, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; Gupta, Ashu; KUMAR, Varun; (498 pag.)US2019/106427; (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.205055-63-6,6-Bromo-1-chloroisoquinoline,as a common compound, the synthetic route is as follows.

Step 3. R-[4-Chloro-3-(5-phenyl-lH-imidazol-2-yl)-phenyl]-[6-(2-methyl- morpholin-4-yl)-isoquinolin-l-yl] -amine [0067] A mixture of l-chloro-6-bromo-isoquinoline (242 mg, 1.00 mmol), which is prepared according to literature procedure [1], R-2-methylmorpholine hydrochloride (138 mg, 1.00 mmol), Pd2(dba)3 (18.3 mg, 0.02 mmol), xantphos 34.7 mg, 0.06 mmol), and ?-BuONa (288 mg, 3.00 mmol) is subject to vacuo and backfilled with argon. Toluene (1.8 mL) is then added and the mixture was heated at 100 0C for 2 hours. After the reaction mixture is cooled to room temperature, it is directly loaded to a silica gel column and is chromatographed (DCM: EtOAC = 100 : 3) to give l-chloro-6-(2-R- methyl-morpholin-4-yl)-isoquinoline as an oil.[0068] A mixture of l-chloro-6-(2-R-methyl-morpholin-4-yl)-isoquinoline (26.3 mg, 0.1 mmol), 4-chloro-3-(5-phenyl-l//-imidazol-2-yl)-phenylamine (27.0 mg, 0.1 mmol), Pd2(dba)3 (9 mg, 0.01 mmol), xantphos 17 mg, 0.03 mmol), and K3PO4 (64 mg, 0.3 mmol) is subject to vacuo and backfilled with argon. 1,4-Dioxane (0.4 mL) is then added and the mixture is heated under stirring at 96 0C overnight. After it is cooled to room temperature, the reaction mixture is redistributed between ethyl acetate (30 mL) and saturated solution of ammonium chloride (30 mL). The organic phase is separated, dried with Na2SO4, and evaporated to give a residue which is subject to reverse -phase preparative LC-MS (acetonitrile/water/TFA gradient 10-90 % CH3CN in 7.5 min, Ultro 120 5uM C18Q, 75x30mmID). The collected water/MeCN solution of the TFA salt of the product is evaporated to remove the acetonitrile. A saturated aqueous solution of NaHCO3 is added to raise the pH to 8-9. Then ethyl acetate is used to extract the product and the organic phase is dried with Na2SO4. Evaporation of the solvent yields the free- based R-[4-chloro-3-(5-phenyl-lH-imidazol-2-yl)-phenyl]-[6-(2-methyl-mophiholin-4-yl)- isoquinolin-l-yl]-amine. 1H NMR 400 MHz (MeOD) delta 8.19 (d, / = 9.2 Hz, IH), 7.97- 7.91 (m, IH), 7.79-7.71 (m, IH), 7.50 (s, IH), 7.44 (d, J = 8.8 Hz, IH), 7.40-7.31 (m, IH), 7.26-7.18 (m, IH), 7.05-7.01 (m, IH), 4.03-3.97 (m, IH), 3.90-3.64 (m, 4H), 2.92- 2.81 (m, IH), 2.58-2.50 (m, IH), 1.24 (d, J= 6.0 Hz, 3H). LRMS m/z 496.3 (MH+).

205055-63-6, As the paragraph descriping shows that 205055-63-6 is playing an increasingly important role.

Reference£º
Patent; IRM LLC; CHENG, Dai; HAN, Dong; GAO, Wenqi; JIANG, Jiqing; PAN, Shifeng; WAN, Yongqin; WO2008/14291; (2008); A2;,
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 1654-[5-(4-Dimethylamino-piperidin-1-yl)-3H-imidazo[4,5-b]pyridine-2-carbonyl]-2- isoquinolin-4-yl-benzonitrileSynthetic scheme Step i4-Cyano-3-isoquinolin-4-yl-benzoic acid methyl esterThe mixture of 4-cyano-3-(4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-benzoic acid methyl ester (100 mg, 0.348 mmole), 4-bromo-isoquinoline (80 mg, 0.383 mmole), Pd2(dba)3 (31.9 mg, 0.035 mmole), Sphos (28.6 mg, 0.070 mmole), 2 molar K3PO4 aqueous (0.4 ml, 0.8 mmole) and dioxane (5 ml) was degassed and heated to 1200C for 40 minutes in microwave. Reaction solution was diluted with water and extracted with EtOAc. EtOAc layer was concentrated. Residue was purified by using silica gel chromatography, eluting with EtOAc/ heptane to afford 4-cyano-3-isoquinolin-4-yl-benzoic acid methyl ester (60 mg, 60 percent). 1 H NMR (400MHz, CD2CI2) delta 3.88 (s, 3H), 7.45 (d, J=8.03 Hz, 1 H), 7.65 (m, 2H), 7.90 (m, 1 H), 8.06 (d, J=8.53 Hz, 1 H), 8.15 (m, 2H), 8.42 (s, 1 H), 9.29 (s, 1 H). HR-MS m/z 289.0979 [M+1]., 1532-97-4

The synthetic route of 1532-97-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVARTIS AG; ASTEX THERAPEUTICS LIMITED; HOWARD, Steven; MORTENSON, Paul Neil; HISCOCK, Steven Douglas; WOOLFORD, Alison Jo-Anne; WOODHEAD, Andrew James; CHESSARI, Gianni; O’REILLY, Marc; CONGREVE, Miles Stuart; DAGOSTIN, Claudio; CHO, Young Shin; YANG, Fan; CHEN, Christine Hiu-Tung; BRAIN, Christopher Thomas; LAGU, Bharat; WANG, Yaping; KIM, Sunkyu; GRIALDES, John; LUZZIO, Michael Joseph; PEREZ, Lawrence Blas; WO2010/125402; (2010); 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.105627-79-0,Isoquinoline-5-sulfonyl chloride hydrochloride,as a common compound, the synthetic route is as follows.

Powdered isoquinoline-5-sulfonyl chloride hydrochloride (1.00 g, 3.79 mmol) is added in small portions to a stirred solution of tert-butylamine (2.00 mL, 18.9 mmol) in CHIC12 (10 mL) at 0 C under nitrogen. The resultant mixture is allowed to stir at ambient temperature for 1 hour. Ethyl acetate (50 mL) is added to the mixture and the mixture is washed with saturated aqueous NAHCO3 (20 mL). The organic layer is dried over MGS04, filtered and concentrated. The crude product is chromatographed on silica (gradient 0-2% CH30H in CH2C12) to give 857 mg (3.24 mmol, 86% yield) of the title compound as a white solid. ESIMS : m/z 265 (M+H) +. Analysis for C13HL6N202S : calcd : C, 59.07 ; H, 6.10 ; N, 10.60 ; found: C, 59.21 ; H, 6.01 ; N, 10.67.

105627-79-0, The synthetic route of 105627-79-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2004/94386; (2004); 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.1239463-43-4,5-Bromo-6-fluoroisoquinoline,as a common compound, the synthetic route is as follows.

Step 1. methyl 2-(2-acetyl-5-bromo-6-fluoro-1,2-dihydroisoquinolin-1-yl)acetate To a stirred solution of 5-bromo-6-fluoroisoquinoline (43.9 g, 194 mmol) in DCM (880 mL) acetyl chloride (14.49 mL, 204 mmol) was dropped at RT and the solution was stirred for 60 min. The solution was cooled to -78 C. (yellow suspension) and then a solution of tert-butyl((1-methoxyvinyl)oxy)dimethylsilane (38.4 g, 204 mmol) in DCM (220 mL) was added in one portion. The resulting yellow solution was stirred at -78 C. for 1 h and then allowed to warm to rt overnight. 2N aqueous HCl was added and the reaction mixture was stirred for 10 min. The organic layer was separated and washed with brine (2*). The combined organic layers were dried with sodium sulfate, filtered and the solvent was removed under reduced pressure. The residue was dissolved in diethyl ether, charcoal was added and the mixture was filtrated through a pad of celite. The solvent was evaporated and the crude product was dried under high vacuo overnight to yield the title compound (70.6 g) which was used without further purification. UPLC-MS: MS 342.2/344.2 (M+H+); UPLC rt 1.05 min., 1239463-43-4

As the paragraph descriping shows that 1239463-43-4 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; BEHNKE, Dirk; CARCACHE, David; ERTL, Peter; KOLLER, Manuel; ORAIN, David; US2014/57902; (2014); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

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

Example 5 In 10 ml of ice water was dissolved 1.38 g of 5-isoquinolinesulfonyl chloride hydrochloride as obtained in Reference Example. Then, the pH of the solution was adjusted to 6 with an aqueous sodium hydrogencarbonate solution, followed by extraction with 30 ml of dichloromethane. The dichloromethane layer was added dropwise to a 20 ml of dichloromethane solution containing 0.85 g of 1-methylhomopiperazine and 1.0 g of triethylamine while cooling with ice The mixture was stirred at a temperature of 10 C to 20 C for 2 hours, washed with water, and dried with anhydrous magnesium sulfate. Then, the dichloromethane was removed under reduced pressure to obtain an oily residue. The thus obtained oily residue was subjected to purification by the silica gel column chromatography (Wacogel C-200, 80 g; solvent: a 3 % methanol solution in chloroform), thereby to obtain 1.25 g of 1-(5-isoquinolinesulfonyl)-4-methylhomopiperazine, i.e., Compound (18) in a 86 % yield. Analytical data on Compound (18) are given below. Substantially the same procedures as described above were repeated except that each of the compounds of the formula (IV) as set forth in Table 2-1 was used in place of 1-methylhomopiperazine used above and that other reaction conditions were changed as indicated in Table 2-1. As a result, there were obtained 1-(5-isoquinolinesulfonyl)-4-ethylhomopiperazine, i.e., Compound (19); 1-(5-isoquinolinesulfonyl)-4-butylhomopiperazine,i.e.,Compound (21); 1-(5-isoquinolinesulfonyl)-4-hexylhomopiperazine,i.e.,Compound (22). The yields and analytical values of these compounds are shown in Table 2-2.

105627-79-0, As the paragraph descriping shows that 105627-79-0 is playing an increasingly important role.

Reference£º
Patent; Asahi Kasei Kogyo Kabushiki Kaisha; Hidaka, Hiroyoshi; EP187371; (1991); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.82827-09-6,6-Bromoisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

82827-09-6, 6-Bromo-2-(4-methoxy-benzyl)-2H-isoquinolin-1-one (13); 28.18 g (125.8 mmol) 6-bromo-2H-isoquinolin-1-one (6) were dissolved in 200 ml dimethylacetamide and 7.55 g (188.7 mmol) sodium hydride (60%) were added at room temperature. After stirring for 30 minutes, 29.94 g (188.7 mmol) 4-methoxy- benzylchloride were added and stirring was continued at room temperature until complete conversion was detected. The solvent was removed under reduced pressure, the residue taken up in saturated NaHCO3-solution and extracted three times with dichloromethane. The organic layers were dried with MgSO4 and evaporated. Final purification was achieved by silicagel chromatography. Rt = 1.93 min (Method B). Detected mass: 344.1 (M+H+).

As the paragraph descriping shows that 82827-09-6 is playing an increasingly important role.

Reference£º
Patent; SANOFI-AVENTIS; WO2008/77553; (2008); 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.51206-40-7,1,4-Dibromoisoquinoline,as a common compound, the synthetic route is as follows.,51206-40-7

Dibromoisoquinoline (5, 29 mg, 0.1 mmol) Example 1, step 1, and M-NH2 (0.2 mmol) in 8-mL vial were heated in 1 mL of n-butanol at 90 C for 36 hrs. The mixture was cooled to room temperature and the solvent was evaporated under reduced pressure. 4-Mercaptopyridine (23 mg, 0.2 mmol) and cesium carbonate (67 mg, 0.2 mmol) were added to the vial. The mixture was heated at 180 C for 1 hr and was allowed to cool to room temperature. Methanol (2 mL) was added to the vial and the mixture was sonicated for 10 min and filtered. The methanol solution of reaction mixture was collected and evaporated under reduced pressure. The formation of product was confirmed by LC/MS. The invention compounds of Examples 83 – 92 as shown in the below table were prepared by method B-1.

As the paragraph descriping shows that 51206-40-7 is playing an increasingly important role.

Reference£º
Patent; BAYER CORPORATION; EP1228063; (2009); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem