Analyzing the synthesis route of 27655-40-9

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.27655-40-9,Isoquinoline-5-sulfonic acid,as a common compound, the synthetic route is as follows.

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 room 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 next step without further purification. 1H-NMR (300 MHz, CDCl3)delta9.95 (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.; US6235778; (2001); B1;,
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Analyzing the synthesis route of 1350643-72-9

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

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-phenylisoquinolin-l(2H)-one (23 mg, 0.077mmol), 2,4-diamino-6-chloropyrimidine-5-carbonitrile (13 mg, 0.08 mmol), N,N- diisopropylethylamine (0.1 mL) and potassium fluoride (21 mg) in DMSO (1 mL) was heated at 90 C overnight. The reaction mixture was cooled to room temperature and EtOAc (20 mL) was added. The solution was washed with 0 (3 x 5mL), and concentrated in vacuo. The crude product was purified via column chromatography on silica gel (EtOAc/MeOH 20: 1) to provide the desired product, DWL-PI3K-3, as a white solid (23 mg, yield 70%). MS: m/z = 432 (M+l)., 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; THE TRUSTEES OF COLUMBIA UNIVERISTY IN THE CITY OF NEW YORK; LANDRY, Donald W.; DENG, Shi-Xian; XU, Xiaoming; DIACOVO, Thomas; (97 pag.)WO2019/28055; (2019); A1;,
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New learning discoveries about 82827-09-6

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

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

82827-09-6, To a solution of 3.93 g (17.5 mmol) 6-Bromo-2H-isoquinolin-1-one (6) in 150 ml Toluene were added 12.13 g (44.0 mmol) silver carbonate and 3.60 g (21.1 mmol) of benzyl bromide. The reaction mixture was refluxed for 1.5 h and then cooled to room temperature. The solution was filtered. The filtrate was washed with water and the aqueous phase extracted with ethyl acetate. The combined organic layers were dried over magnesium sulfate and evaporated. Final purification was achieved by preparative HPLC. Rt = 2.47 min (Method B). Detected mass: 314.1/316.5 (M+H+).

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

Reference£º
Patent; SANOFI-AVENTIS; WO2008/77552; (2008); A1;,
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Analyzing the synthesis route of 164148-92-9

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

164148-92-9, tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A tetrahydrofuran (20 mL) solution of 5-fluoro-2-methoxybenzoic acid (1.00 g), DPPA (1.25 mL), and triethylamine (1.6 mL) was heated to reflux for 1 hour. A tetrahydrofuran (10 mL) solution of 6-amino-2N-Boc-1,2,3,4-tetrahydroisoquinoline (1.00 g) was added to the reaction solution. The reaction mixture was further heated to reflux for 5.5 hours, then cooled to room temperature, and then concentrated. The residue was purified by chromatography (dichloromethane/ethyl acetate=20:1?4:1) to obtain the title compound (1.51 g, 90%) as a white solid. 1H NMR (400 MHz, DMSO-d6): delta (ppm) = 9.33 (1H, s), 8.38 (1H, s), 8.05-7.97 (1H, m), 7.38-7.28 (1H, m), 7.24-7.16 (1H, m), 7.10-7.05 (1H, m), 7.02-6.97 (1H, m), 6.77-6.69 (1H, m), 4.41 (2H, s), 3.84 (3H, s), 3.51 (2H, t, J = 6.1 Hz), 2.73 (2H, t, J = 7.0 Hz), 1.41 (9H, s); MS (FAB) m/z: 416 (M + H)+.

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

Reference£º
Patent; Daiichi Sankyo Company, Limited; EP2256105; (2010); A1;,
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New learning discoveries about 63927-23-1

As the paragraph descriping shows that 63927-23-1 is playing an increasingly important role.

63927-23-1, 5-Bromo-8-nitroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

63927-23-1, Iodomethane (506 mmol) was added to a solution of 5-bromo-8-nitroisoquinoline (101 mmol) in N,N-dimethylformamide (200 mL) and the reaction mixture was maintained for 16 h at 40 C. The precipitated solids were collected by filtration, washed with ether (2¡Á250 mL), and dried to provide 5-bromo-8-nitro-N-methylisoquinolinium iodide in 83% yield as a red solid.

As the paragraph descriping shows that 63927-23-1 is playing an increasingly important role.

Reference£º
Patent; Memory Pharmaceuticals Corporation; US2010/29629; (2010); A1;,
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Some tips on 51206-40-7

51206-40-7 1,4-Dibromoisoquinoline 640981, aisoquinoline compound, is more and more widely used in various fields.

51206-40-7, 1,4-Dibromoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,51206-40-7

A mixture of 1.00 g, 3.49 mMol of 1,4-dibromoisoquinoline (Intermediate A) from step 1 and 4-chloroaniline were melted together at 140. The reaction mixture turned into a deep red liquid and after about 10 minutes the reaction mixture solidified and was done. The reaction mixture was broken up and triturated with a 50/50 methanol/THF mixture then filtered and air dried without further purification. wt. 0.75 g, 64.4%, mp.=260-263. Rf=0.58 in 40% ethyl acetate in hexanes.

51206-40-7 1,4-Dibromoisoquinoline 640981, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Bayer Pharmaceuticals Corporation; US6689883; (2004); B1;,
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Some tips on 21560-29-2

The synthetic route of 21560-29-2 has been constantly updated, and we look forward to future research findings.

21560-29-2, 1-Chloro-6,7-dimethoxyisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 1-chloro-6,7-dimethoxyisoquinoline(50 mg, 0.22 mmol) and 4-fluorophenol (25.06 mg, 0.22 mmol) in DMA (3 mL) wasstirred under a nitrogen atmosphere for 5 minutes. Sodium hydride (22.35 mg,0.56 mmol; 60% in mineral oil) was added to the reaction mixture and stirred atambient temperature for 15 minutes. Next the mixture was stirred and heated at 200C for 3 minutes undermicrowave irradiation. The reaction mixture was quenched with methanol (0.5 mL)and the crude material was purified by flash column chromatography eluting witha gradient of ethyl acetate and methanol (1:0 to 1:1) to give a gum. Theproduct was purified by reverse phase chromatography and the desired product (33.0mg, 49.3%) was obtained as a solid. HPLCpurity: >99% (215 nM), >99% (254 nM), >99% (280 nM). 1H NMR(400 MHz, DMSO-d6) dppm 3.94 (s, 3 H), 3.92 (s, 3 H), 7.23 – 7.31 (m, 4 H), 7.36- 7.43 (m, 2 H), 7.58 (s, 1 H), 7.76 (d, J=5.5 Hz, 1 H). HRMS m/z calcd for C17H14FNO3[M+H]+ 300.1031, found 300.1030., 21560-29-2

The synthetic route of 21560-29-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Hu, Yun-Jin; St.-Onge, Miguel; Laliberte, Sebastien; Vallee, Frederic; Jin, Shujuan; Bedard, Leanne; Labrecque, Jean; Albert, Jeffrey S.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 14; (2014); p. 3199 – 3203;,
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Brief introduction of 59139-93-4

The synthetic route of 59139-93-4 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59139-93-4,2-(1-Oxoisoquinolin-2(1H)-yl)acetic acid,as a common compound, the synthetic route is as follows.,59139-93-4

General procedure: A suspension of carboxylic acid 6a (168mg, 0.77mmol) in dry CH2Cl2 was cooled to-5C and HOBt was added (250mg, 1.85mmol). After 20min, the reaction mixture was further cooled to-15C and treated with EDC¡¤HCl (355mg, 1.85mmol). Finally, a cold solution of pinandiol l-leucine boronate trifluoroacetate salt 7 in dry CH2Cl2 (292mg, 0.77mmol) and DIPEA (160muL, 0.92mmol) were added in sequence and the reaction mixture was stirred at-15C for 1h and then at room temperature for 2h. Then, the organic layer was washed with 0.1M KHSO4, 5% NaHCO3, and brine, dried over Na2SO4, filtered, and finally evaporated to give a crude that was triturated in Et2O and filtered, to afford the amide by-product ( 9a) as a solid. The ether solution was evaporated to give crude 8a which was used in the next reaction without further purification (293mg, 82%)

The synthetic route of 59139-93-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Troiano, Valeria; Scarbaci, Kety; Ettari, Roberta; Micale, Nicola; Cerchia, Carmen; Pinto, Andrea; Schirmeister, Tanja; Novellino, Ettore; Grasso, Silvana; Lavecchia, Antonio; Zappala, Maria; European Journal of Medicinal Chemistry; vol. 83; (2014); p. 1 – 14;,
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Analyzing the synthesis route of 891785-28-7

The synthetic route of 891785-28-7 has been constantly updated, and we look forward to future research findings.

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, [00344] 6-Bromo-3-fluoroisoquinoline: To a mixture of 6-bromoisoquinolin-3- amine (0.71 g, 3.18 mmol) in pyridine hydrofluoride (10 mL, 3.18 mmol) at -780C was carefully added sodium nitrite (0.26 g, 3.82 mmol). The reaction mixture was stirred at – 780C for 5 minutes. The reaction mixture was then warmed to room temperature over 40 minutes. The mixture was poured into an ice bath and the pH was adjusted to >9 with Na2CO3. The mixture was filtered to recover a yellow-purple solid. The solid was dissolved in EtOAc and water with stirring. The mixture was extracted with EtOAc (3 x 200 mL). The EtOAc was washed with brine, dried over Na2SO^ filtered and concentrated. The residue was taken up in DCM-MeOH and adsorbed onto silica gel. Purification by chromatography on silica gel eluting with EtOAc 0-7 % in hexanes provided the product (500 mg, 70 %). LCMS (API-ES) m/z: 226, 228 (M+H+).

The synthetic route of 891785-28-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AMGEN INC.; WO2009/11880; (2009); A2;,
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New learning discoveries about 552331-06-3

As the paragraph descriping shows that 552331-06-3 is playing an increasingly important role.

552331-06-3,552331-06-3, 6-Bromo-3-chloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 6-bromo-3-chloroisoquinoline (Frontier Scientific, 1.594 g, 6.57 mmol) and 2,2-dimethylpropane-1 ,3-diol (684 mg, 6.57 mmol) in cyclopentyl methyl ether (20 mL) was added cesium carbonate (2.354 g, 7.23 mmol) at 23C. The reaction mixture was heated to 120C for 18 h. The reaction mixture was cooled to RT, diluted with ethyl acetate (50 mL) and washed with water (30 mL), brine (30 mL) and the resulting organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel chromatography (80 g Isco Rf Gold Column, 0-100% ethyl acetate//so- hexanes gradient) to afford the title compound (461 mg, 23%) as a white solid

As the paragraph descriping shows that 552331-06-3 is playing an increasingly important role.

Reference£º
Patent; GILEAD SCIENCES, INC.; SELCIA LIMITED; ACIRO, Caroline; STEADMAN, Victoria Alexandra; PETTIT, Simon Neil; POULLENNEC, Karine G.; LAZARIDES, Linos; DEAN, David Kenneth; DUNBAR, Neil Andrew; HIGHTON, Adrian John; KEATS, Andrew John; SIEGEL, Dustin Scott; KARKI, Kapil Kumar; SCHRIER, Adam James; JANSA, Petr; MACKMAN, Richard; WO2013/185103; (2013); A1;,
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