Heterocyclic Building Blocks-Isoquinoline

34784-06-0, 7-Chloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Dimethylsulfamoyl chloride (34; 0.144 mL, 1.34 mmol) was added to a solution of isoquinoline (5; 157 mg, 1.22 mmol) and 1H-indol-7-yl acetate (33; 213 mg, 1.22 mmol) in toluene (4 mL) at r.t. The mixture was concentrated to a thick but stirrable paste (1.5 mL), which was stirred at 50 C for 3 h. TLC and LCMS showed reaction was largely complete by this time. The mixture was diluted with EtOAc (40 mL), washed with H2O (40 mL) and sat. brine (20 mL), dried (Na2SO4), filtered and evaporated to dryness. The residue was purified by flash silica gel chromatography (loading in CH2Cl2) (eluent: gradient 20 to 50% EtOAc in heptane). Fractions containing the desired product were evaporated to afford the title compound 37a (208 mg, 42%) as a white solid, 34784-06-0

The synthetic route of 34784-06-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Pearson, Stuart E.; Fillery, Shaun M.; Goldberg, Kristin; Demeritt, Julie E.; Eden, Jonathan; Finlayson, Jonathan; Patel, Anil; Synthesis; vol. 50; 24; (2018); p. 4963 – 4981;,
Isoquinoline – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6624-49-3,Isoquinoline-3-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 71ISOQUINOLINE-3-CARBOXYLIC ACID [(R)-1-(2-FLUORO-4-METHANESULFONYLAMINO-5-METHYLPHENYL)ETHYL]AMIDE To a stirred solution of isoquinoline-3-carboxylic acid (26 mg, 0.15 mmol), N-[4-((R)-1-aminoethyl)-5-fluoro-2-methylphenyl]methanesulfonamide hydrochloride (35 mg, 0.12 mmol), and N,N,N’,N’-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (56 mg, 0.15 mmol) in N,N-dimethylformamide (0.5 g) was added N,N-diisopropylethylamine (80 mg, 0.62 mmol). A catalytic amount of DMAP was added and the reaction was stirred for 16 hours at room temperature. The reaction mixture was concentrated and purified by flash chromatography (0 to 5percent MeOH in CH2Cl2). The resulting product was shaken with water and extracted with EtOAc (3.x.). The combined organics were dried (MgSO4), filtered and concentrated to give the title compound (36.8 mg, 74percent) as a white solid. m/z=402.0 (M+1), r.t. 3.01 min. 1H NMR (400 MHz; d6-DMSO) 9.42 (1H, s), 9.21 (1H, s), 916 (1H, 8.53 (1H, s), 8.27 (1H, d), 8.19 (1H, d), 7.87 (1H, t), 7.84 (1H, t), 7.43 (1H d), 7.10 (1H, d), 5.49-5.40 (1H, m), 3.19 (3H, s), 2.23 (3H, s), 1.54 (3H, d)., 6624-49-3

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

Reference£º
Patent; PFIZER INC.; RENOVIS, INC.; US2012/88746; (2012); A1;,
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Isoquinoline | C9H7N – PubChem

215453-53-5, 7-Bromoisoquinolin-1-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of compound 1.4 (1.90 g, 8.52 mmol, 1 eq) in THF (40 mL) wasadded TEA (3.45 g, 34.08 mmol, 4.73 mL, 4 eq) and Boc20 (4.65 g, 21.30 mmol, 4.89 mL,2.50 eq) and DMAP (312.18 mg, 2.56 mmol, 0.30 eq). The mixture was stirred at 25 C for15 hours. The reaction mixture was quenched by addition H20 50 mL at 25C and extracted with EtOAc (5OmL x 3). The combined organic layers were washed with saturated brines (20 mL x 1), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give a crude product. The residue was purified by column chromatography (Si02, Petroleum ether/Ethyl acetate=2: 1). Compound 1.3 (2.50 g, 5.91 mmol, 69.32% yield) wasobtained as a yellow oil. ?HNMR (400 MHz, methanol-d4) oe ppm 1.16 – 1.49 (m, 21 H) 7.89 (d, J5.77 Hz, 1 H) 7.92 – 8.03 (m, 2 H) 8.10 (s, 1 H) 8.42 (d, J=5.77 Hz, 1 H). LCMS (ESI):m/z: [M + H] calcd for C19H23N2BrO4:423; found 423; RT=0.957 mm., 215453-53-5

The synthetic route of 215453-53-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CORTEXYME, INC.; LYNCH, Casey C.; KONRADI, Andrei; GALEMMO, JR., Robert A.; (218 pag.)WO2018/209132; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

66728-98-1, 4-Bromo-1-chloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

66728-98-1, 18b) 4-BENZVLOXY-6- (1-CHLORO-ISOQUINOLIN-4-VL)-QUINAZOLINE A solution OF 4-BROMO-1-CHLORO-ISOQUINOLINE (802 mg, 3.31 MMOL} in THF (20 mL) is cooled TO-72C. A solution of n-BuLi (2.5 M in hexanes) (1.6 mL, 3.97 MMOL) is added dropwise and the reaction temperature maintained at-70C for 30 min. ZnBr2 (900 mg, 4.2 MMOL) is dissolved in THF (6 mL) and is transferred to above mixture slowly at-70 C. The solution is stirred 40 min AT-70 C, then warmed to room temperature. Pd (PPH3) 4 (400 mg, 0.36 MMOL) in THF (6 mL) and 4-benzyloxy-6-iodo-quinazoline (1.2 g, 3.31 MMOL) in THF (4 mL) are added to the reaction mixture dropwise. The solution is heated to 60 C for 30 min, then kept at rt overnight. The reaction mixture is diluted with ethyl acetate, washed with sat. NH4CI, then brine, and dried over sodium sulfate. The solution is concentrated until white solid precipitates from solution. The solid is collected by filtration, washed with ether and dried under vacuum. 600 mg OF 4-BENZYLOXY-6- (1-CHLORO-ISOQUINOLIN-4-YL)-QUINAZOLINE is obtained. Yield was 46%. MS/ESI+, M+1 = 397.96

The synthetic route of 66728-98-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/28444; (2005); A1;,
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Isoquinoline | C9H7N – PubChem

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, To a stirred suspension of 6-bromoisoquinolin-3-amine (XV) (2.0 g, 8.97 mmol) and DMAP (0.22 g, 1.79 mmol) in pyridine (30 mL) was added cyclopropanecarbonyl chloride (LXV) (0.98 mL, 10.76 mmol) and the mixture was stirred at room temperature for 2 h. Another 0.5 equivalents of cyclopropanecarbonyl chloride was added and stirring continued at room temperature for another 1 h. The reaction went to completion, solvent was concentrated and the residue taken up in EtOAc and washed with water. The organic/aqueous layer was filtered, washed with EtOAc and the solids were dried under high vacuo to obtain 440 mg of the product. The filtrates were transferred to separating funnel, organic layer separated, washed with brine solution, dried over anhydrous Na2SO4 and then concentrated to dryness to obtain N-(6-bromo-3-isoquinolyl)cyclopropanecarboxamide (LXVI) as a brown solid (1.74 g, 5.98 mmol, 66.7% yield). ESIMS found for C13H1lBrN2O m/z 291.0 (M+H).

891785-28-7 6-Bromoisoquinolin-3-amine 45789831, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; Samumed, LLC; KC, Sunil Kumar; Mak, Chi Ching; Hofilena, Brian Joseph; Mittapalli, Gopi Kumar; Eastman, Brian Walter; Cao, Jianguo; Bollu, Venkataiah; Chiruta, Chandramouli; (149 pag.)US2019/125740; (2019); A1;,
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Isoquinoline | C9H7N – PubChem

15298-58-5, 1,4-Dichloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1,4-Dichloroisoquinoline (100.0 mg, 0.51 mmol), 2-(4-nitrophenyl)ethan-1-amine hydrochloride (124.0 mg, 0.51 mmol) and DIPEA (441.0 muL, 2.52 mmol) were dissolved in sulforane (5.0 mL) and stirred at 160 for 15 hours. After addition of H2O, the reaction mixture was stirred and extracted with EtOAc. The organic layer was washed with brine, dried with Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by C18 reversed-phase silica gel column chromatography (CH3CN containing 0.1% formic acid:H2O containing 0.1% formic acid) to obtain the yellow solid, 4-chloro-N-(4-nitrophenethyl)isoquinolin-1-amine (31.0 mg, 19%).[831]LC/MS ESI (+): 328 (M+1), 15298-58-5

The synthetic route of 15298-58-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; C&C RESEARCH LABORATORIES; PARK, Chan Hee; IM, Jun Hwan; LEE, Soon Ok; LEE, Sang Hwi; KO, Kwang Seok; KIM, Byung Ho; MOON, Hyung Jo; KIM, Jae Ill; PARK, Heon Kyu; HONG, Yeon Ju; (0 pag.)WO2019/231271; (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.52986-70-6,6-Methoxyisoquinoline,as a common compound, the synthetic route is as follows.

52986-70-6, b) ISOQUINOLIN-6-OL Heat a mixture of 6-methoxy-isoquinoline (2.1 g, 13.2 mmol) and pyridine hydrochloride (30 g) in a heavy walled screw cap sealed tube at 160C overnight. Cool to room temperature, add water and concentrated ammonium hydroxide to bring the pH of the mixture to 10-11, extract with ethyl acetate (4 times), wash the combined organic extracts with water (4 times), and concentrate under reduced pressure. Purification by medium pressure liquid chromatography eluting with 0-3% of 2N NH3/MeOH in dichloromethane afford the title compound (520 mg, 27%) : 8H (DMSO-d6,400 MHz): 7.09 (s, 1H), 7.19 (dd, 1H, J=9,2 Hz), 7.56 (d, 1H, J = 6 Hz), 7.94 (d, 1H, J = 9 HZ), 8.29 (d, 1H, J = 6 Hz), 9.05 (s, 1H), 10.36 (s, 1H).

As the paragraph descriping shows that 52986-70-6 is playing an increasingly important role.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2004/43904; (2004); A1;,
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Isoquinoline | C9H7N – PubChem

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, Example 25 6-Bromo-4-chloroisoquinolin-1(2H)-one 6-Bromoisoquinolone (300 mg) was dissolved in N,N-dimethylacetamide (7.0 mL), NCS (215 mg) was added to the solution and the mixture was stirred at 50 C. for 50 minutes. Water was added to the reaction liquid, the insoluble material precipitated out of the liquid was collected by filtration and then washed with isopropyl alcohol to give a desired product (245 mg) as yellow powder. 1H NMR (CDCl3, 400 MHz): delta 7.56 (1H, d, J=6.1 Hz), 7.78 (1H, dd, J=8.6, 1.8 Hz), 7.92 (1H, d, J=1.8 Hz), 8.14 (1H, d, J=8.6 Hz), 11.72 (1H, s). ESIMS (+): 258 [M+H]+.

The synthetic route of 82827-09-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Kohno, Yasushi; Sumiya, Tatsunobu; Takita, Satoshi; Kojima, Akihiko; US2011/178041; (2011); A1;,
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Isoquinoline | C9H7N – PubChem

891782-60-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.891782-60-8,7-Bromo-3,4-dihydro-2H-isoquinolin-1-one,as a common compound, the synthetic route is as follows.

Compound WXBB-2 (200.00 mg, 884.68 mumol, 1.00 eq), compound WX010-2 (200.00 mg, 1.64 mmol, 1.85 eq), 8-hydroxyquinoline (30.00 mg, 206.67 mumol, 35.71 muL, 0.23 eq) and potassium carbonate (160.00 mg, 1.16 mmol, 1.31 eq) were dissolved in dimethyl sulfoxide (2.00 mL), and cuprous iodide (40.00 mg, 210.03 mumol, 0.24 eq) was added. The system was stirred at 130 C. for 20 hours under nitrogen condition. The reaction solution was cooled to room temperature, added with water (30 mL), and extracted with dichloromethane (30 mL*2). The organic phase was washed successively with water (300 mL) and saturated brine (300 mL), dried over anhydrous sodium sulfate, and filtered. The filtrate was dried on a rotary evaporator under reduced pressure to obtain a crude product. The crude product was separated and purified by a TLC (DCM/MeOH=10/1) plate. Compound WX010-3 was obtained, MS m/z: 268.1 [M+H]+.

The synthetic route of 891782-60-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FUJIAN COSUNTER PHARMACEUTICAL CO., LTD.; Wu, Chengde; Yu, Tao; Li, Ning; Chen, Shuhui; US2019/375728; (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.80278-67-7,Isoquinoline-5-carbaldehyde,as a common compound, the synthetic route is as follows.

80278-67-7, General procedure: To an indole-3-acetonitrile derivative (1.0 equiv), quinoline/isoquinoline-carboxaldehyde derivative (1.0 equiv), sodium methoxide (3.0 equiv) in a dried glass reaction tube, anhydrous methanol (15mL for 7.72mmol of indole-3-acetonitrile derivative) was added. The reaction tube was sealed and heated at 75¡ãC in an oil bath for 16h protected from light. The reaction was allowed to cool to room temperature and then chilled in an ice/salt bath. The resulting precipitate was filtered, washed with methanol, and dried under vacuum to afford a solid as the product.

As the paragraph descriping shows that 80278-67-7 is playing an increasingly important role.

Reference£º
Article; See, Cheng Shang; Kitagawa, Mayumi; Liao, Pei-Ju; Lee, Kyung Hee; Wong, Jasmine; Lee, Sang Hyun; Dymock, Brian W.; European Journal of Medicinal Chemistry; vol. 156; (2018); p. 344 – 367;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem