Heterocyclic Building Blocks-Isoquinoline

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

Add 8L of thionyl chloride to the dry 20L glass reactor, add 2kg of 5-isoquinoline sulfonic acid, add 200ml of N,N-dimethylformamide (DMF) with stirring, and control the temperature of the reaction solution at 50 Below C, after the addition was completed, the temperature was raised to reflux and refluxed for 2 hours. Concentrated to dryness to give a white solid.Filtration gave a white solid which was re-slued twice and filtered to give a white-white 5-isoquinoline sulfonyl chloride hydrochloride solid.Into a 50 L glass reactor, 12 L of dichloromethane was added, and then 5-isoquinolinesulfonyl chloride hydrochloride was added to the front, and the temperature was lowered to -5 to 5 C, and a saturated aqueous solution of sodium hydrogencarbonate was added thereto with stirring to adjust the pH to 5 to. 6. Control the temperature of the reaction solution at -5 to 5 C, separate the dichloromethane phase, and extract the aqueous solution twice with dichloromethane (dichloromethane 4 L ¡Á 2), and combine the dichloromethane phase with anhydrous magnesium sulfate 0.5. ~ 1 kg of dry, filtered to give a pale yellow 5-isoquinoline sulfonyl chloride clear solution, to be used.

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

Reference£º
Patent; Xuzhou Wan Bang Jinqiao Pharmaceutical Co., Ltd.; Jiangsu Wanbang Biochemical Pharmaceutical Group Co., Ltd.; Zhang Haifeng; Qiao Deshui; Gao Xueqin; (8 pag.)CN109970712; (2019); A;,
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1350643-72-9, (S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[001313] Compound 4 was prepared in 3 steps from compound A according to the following procedures: Compound A was prepared according to Method A. It was coupled to 2-((tert- butoxycarbonyl)amino)pyrazolo[l,5-a]pyrimidine-3-carboxylic acid according to the following procedure: Compound A (27.4 mmol, 1.0 equiv), HOBt hydrate (1.2 equiv), 2-((tert- butoxycarbonyl)amino)pyrazolo[l,5-a]pyrimidine-3-carboxylic acid (1.05 equiv) and EDC (1.25 equiv) were added to a 200 mL round bottomed flask with a stir bar. N,N-Dimethylformamide (50 mL) was added and the suspension was stirred at RT for 2 min. Hunig’s base (4.0 equiv) was added and after which the suspension became homogeneous and was stirred for 22h resulting in the formation of a solid cake in the reaction flask. The solid mixture was added to water (600 mL) and stirred for 3h. The resulting cream colored solid was filtered and washed with water (2 x 100 mL) and dried., 1350643-72-9

As the paragraph descriping shows that 1350643-72-9 is playing an increasingly important role.

Reference£º
Patent; INFINITY PHARMACEUTICALS, INC.; KUTOK, Jeffery, L.; WINKLER, David, G.; PALOMBELLA, Vito, J.; WO2015/143012; (2015); A1;,
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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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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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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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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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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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Isoquinoline | C9H7N – PubChem

6624-49-3, Isoquinoline-3-carboxylic acid is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The ligand (1 eq) and sodium methoxide (1.1 eq) were dissolved in dry methanol (10mL) and after stirring at room temperature for 15min, [RhCp*(mu-Cl)Cl]2 (0.9 eq) was added. The mixture was stirred under argon atmosphere and at room temperature for 24h. The solvent was subsequently removed under reduced pressure; the obtained residue was taken up in CH2Cl2 and filtered to remove insoluble reaction by-products. The filtrate was concentrated to a volume of 2mL under reduced pressure. Precipitation with n-hexane afforded the desired product in moderate to good yields (53?64percent)., 6624-49-3

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

Reference£º
Article; Doemoetoer, Orsolya; Hackl, Carmen M.; Bali, Krisztina; Roller, Alexander; Hejl, Michaela; Jakupec, Michael A.; Keppler, Bernhard K.; Kandioller, Wolfgang; Enyedy, Eva A.; Journal of Organometallic Chemistry; vol. 846; (2017); p. 287 – 295;,
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Isoquinoline | C9H7N – PubChem

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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90806-58-9, 5-Methoxyisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,90806-58-9

To a stirred solution of Cap 138, step a (2.34 g, 14.7 mmol) in anhydrous dichloromethane (50 mL) at roomtemperature was added meta-chloroperbenzoic acid (77%, 3.42 g, 19.8 mmol) in one portion. After being stirred for 20h, powdered potassium carbonate (2.0 g) was added and the mixture was stirred for 1h at room temperature before itwas filtered and concentrated in vacuo to afford Cap-138, step b (2.15 g, 83%) as a pale, yellow solid which wassufficiently pure to carry forward directly. 1H NMR (CDCl3, 400 MHz) delta 8.73 (d, J = 1.5 Hz, 1H), 8.11 (dd, J = 7.3, 1.7Hz, 1H), 8.04 (d, J=7.1 Hz, 1H), 7.52 (t, J = 8.1 Hz, 1H), 7.28 (d, J = 8.3 Hz, 1H), 6.91 (d, J = 7.8 Hz, 1H), 4.00 (s, 3H);Rt= 0.92 min, (Cond.-D1); 90% homogenity index; LCMS: Anal. Calc. for [M+H]+ C10H10NO2: 176.07; found: 176.0.

The synthetic route of 90806-58-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bristol-Myers Squibb Company; BELEMA, Makonen; NGUYEN, Van N.; SERRANO-WU, Michael; ST. LAURENT, Denis R.; QIU, Yuping; DING, Min; MEANWELL, Nicholas A.; SNYDER, Lawrence B.; (149 pag.)EP2328865; (2017); B1;,
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