Category: isoquinoline

18881-17-9, (S)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,18881-17-9

Compound 62 (5.3 g, 16.47 mmol) and (S)-(1,2,3,4-tetrahydroisoquinolin-3-yl)methanol (2.96 g,18.12 mmol) were dissolved in dichloromethane (47.1 mL). The reaction mixture was cooled to0 C and triethylamine (3.44 mL, 24.71 mmol) was added dropwise under Ar. The reaction mixturewas then warmed to room temperature and was stirred overnight. The solution was concentratedand the crude product was purified by silica gel chromatography (ethyl acetate/hexanes, gradient,0% to 80%) to obtain compound 12 (7.22 g, 16.10 mmol, 98% yield).

18881-17-9 (S)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol 776757, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Article; Reid, Emily E.; Archer, Katie E.; Shizuka, Manami; McShea, Molly A.; Maloney, Erin K.; Ab, Olga; Lanieri, Leanne; Wilhelm, Alan; Ponte, Jose F.; Yoder, Nicholas C.; Chari, Ravi V.J.; Miller, Michael L.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 17; (2019); p. 2455 – 2458;,
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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, A suspension of 5-bromo-8-nitro-isoquinoline (2.0 g, 7.93 mmol), triethylamine(1.2 g, 11.90 mmol) and PdVC (10%; 200 mg) in dimethylformamide (10 mL) was hydrogenated at atmospheric pressure for 2 h. The reaction mixture was filtered through Celite and washed with ethyl acetate. The filtrate was concentrated in vacuo to afford isoquinolin-8-amine (700 mg, 66%) as a pale yellow solid.

63927-23-1 5-Bromo-8-nitroisoquinoline 816983, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; F2G LTD; WO2009/130481; (2009); A1;,
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Isoquinoline | C9H7N – PubChem

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.

General procedure: At 0 ¡ãC and with stirring to the solution of 865 mg (5.0 mmol) of isoquinoline-3-carboxylic acid in 10 ml of anhydrous THF 675 mg (5.0 mmol) of HOBt was added to form reaction mixture A. The solution of 5.5 mmol of l-amino acid benzylester in 5 ml of anhydrous THF was adjusted pH 9 with triethylamine and stirred for 30 min to form mixture B. At 0 ¡ãC the mixtures A and B were mixed and then 1339 mg (6.5 mmol) of DCC was added. The reaction mixture was stirred at 0 ¡ãC for 2 h, at room temperature for12 h and TLC (ethyl acetate/petroleum ether, 1:2) indicated the complete disappearance of isoquinoline-3-carboxylic acid. The formed precipitates of DCU were removed by filtration and the filtrate was evaporated under vacumm. The residue was dissolved in 50 ml of ethyl acetate and the formed solution was washed successively with saturated aqueous solution of NaHCO3 (30 ml .x. 3), 5percent aqueous solution of KHSO4 (30 ml .x. 3) and saturated aqueous solution of NaCl (30 ml .x. 3) and dried over anhydrous Na2SO4. After filtration the filtrate was evaporated under vacumm and the residure was purified on silica gel chromatography (CHCl3:MeOH, 20:1) to give the title compounds., 6624-49-3

Big data shows that 6624-49-3 is playing an increasingly important role.

Reference£º
Article; Zheng, Meiqing; Yang, Yifan; Zhao, Ming; Zhang, Xiaoyi; Wu, Jianhui; Chen, Gong; Peng, Li; Wang, Yuji; Peng, Shiqi; European Journal of Medicinal Chemistry; vol. 46; 5; (2011); p. 1672 – 1681;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.486-73-7,Isoquinoline-1-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: 2-Pyridinecarboxylic, 2-quinolinecarboxylic or 1-isoquinolinecarboxylic acid (1.5 mmol) and NEt3 (1.5 mmol,152 mg, 209 mL) were added to dry NMP (2.1 mL) in a Schlenk flaskunder Ar atmosphere. At 0 C, diphenyl phosphoryl azide(1.6 mmol, 440 mg, 345 mL) was added drop-wise and the reactionmixture was stirred at 35 C for 1 h. N-Oxide (1 mmol) was thenadded in one portion and the reaction mixture was stirred at 70 Cfor 20 h. The mixture was then poured into water (50 mL) andextracted with AcOEt (3 x 20 mL). Combined organic extracts werewashed with brine (5 x 30 mL) dried over anhyd. Na2SO4 andevaporated. Products 2 were purified by column chromatographyon silica gel using hexaneseAcOEt 2:1 or tolueneeAcOEt 2:1, thenAcOEt as eluent.

486-73-7, The synthetic route of 486-73-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Bukowska, Patrycja; Piechowska, Joanna; Loska, Rafa?; Dyes and Pigments; vol. 137; (2017); p. 312 – 321;,
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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

To a solution of 100 mg (0.391 mmol) of tert-butyl 4-chloro-5,6-dihydro-7H-pyrrolo [2,3- d] pyrimidine- 7- carboxylate in a 5 mL microwave vial, 129 mg (0.430 mmol) of (S) -3- (1-aminoethyl) -8-chloro-2-phenylisoquinoline-1 (2H) -one obtained in Preparation Example 3 was dissolved in 3 mL of anhydrous toluene , 2.6 mg (0.012 mmol) of palladium (II) acetate (Pd (OAc) 2) 2,2′-bis (diphenylphosphino) -1,1′-binaphthalene ((+ -) – BINAP) 22 mg (0.035 mmol), 178 mg (0.547 mmol) of cesium carbonate (Cs2CO3) was added, and degassing was performed three times using argon gas. And the mixture was stirred at 85 for 15 hours. The reaction mixture was filtered under reduced pressure, and the organic layer was extracted with ethyl acetate and water. The organic layer was dried (Na2SO4), filtered and concentrated. The crude product was dissolved in dichloromethane and purified by column chromatography (SiO2, eluent: hexane – dichloromethane of 33% ethyl acetate) to give tert-butyl (S) -4 – ((1- (8-chloro-1-oxo-2-phenyl-l, 2-dihydroisoquinolin- Yl) ethyl) amino) -5,6-dihydro- 7H-pyrrolo [2,3-d] pyrimidine-7-carboxylate 120 mg (0.469 mmol, 59% yield) was obtained as a pale yellow solid., 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; Korea Research Institute of Chemical Technology; Lee, Gay Hyung; Lim, Hee Jong; Cho, Hee Young; Park, Woo Kyu; Jung, Dae Young; (40 pag.)KR2017/74381; (2017); A;,
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61563-43-7,61563-43-7, Isoquinoline-8-carboxylic acid is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 20: 8-[((2S)-2-Methyl-4-{[4-(trifluoromethyl)phenyl]sulfonyl}-1 – piperazinyl)carbonyl]isoquinoline hydrochloride To a solution of (3S)-3-methyl-1 -{[4-(trifluoromethyl)phenyl]sulfonyl}piperazine (may be prepared in a similar manner as described in Intermediate 16; 50 mg, 0.162 mmol) and 8-isoquinolinecarboxylic acid (28.1 mg, 0.162 mmol) in N,N- Dimethylformamide (DMF) (5 mL), was added HOBT (27.3 mg, 0.178 mmol), n- ethylmorpholine (0.045 mL, 0.357 mmol), and HBTU (67.7 mg, 0.178 mmol) in sequence. Solvent was removed under vacuum to leave an oil which was dissolved in 1 .7ml of 1 :1 DMSO/MeCN and purified by MDAP. Relevant fractions were combined and concentrated to leave a clear oil (32mg). The oil was dissolved in 5ml THF and 0.05ml of 5M aqueous HCI was added. The solvent was removed to give the title compound as a white solid (35 mg).LCMS (low pH) RT 0.92 min, m/z (ES) 464 [M+H]+ 1H NMR (400 MHz, MeOD) rotameric mixture 5 9.10 (1 H, m), 8.50 (1 H, m), 8.1 -7.88 (6H, m), 7.83 (1 H, m), 7.59 (1 H, m), 5.25-4.55 (3H, m), 4.0-3.4 (4H, m), 2.8-2.1 (2H, m), 1 .6-1 .1 (3H, m) ppm

The synthetic route of 61563-43-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CONVERGENCE PHARMACEUTICALS LIMITED; HEER, Jag Paul; CRIDLAND, Andrew Peter; NORTON, David; WO2011/86377; (2011); A1;,
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Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23707-37-1,Isoquinolin-7-amine,as a common compound, the synthetic route is as follows.

7-Aminoisoquinoline (6.26 g, 43.4 mmol) (J. Chem. Soc.1951, 2851) is added to 40 mL of concentrated hydrochloric acid at 0C. Sodium nitrite (3.0 g, 43.4 mmol) is dissolved in 15 mL water, cooled to 0C, and added dropwise to the isoquinoline solution. The reaction is stirred for 30 min at 0C. Stannous chloride dihydrate (29.3 g, 130.2 mmol, 3 eq) is dissolved in 25 mL concentrated hydrochloric acid, the solution cooled to 0C, and added dropwise to the isoquinoline solution. The reaction is placed in the refrigerator overnight. The next day the precipitate is isolated by filtration, washed with 100 mL ice cold brine followed by 100 mL of a 2:1 petroleum ether/ethyl ether solution. The brown solid is dried under dynamic vacuum overnight. The tin double salt of the isoquinoline (9.0 g, 26 mmol) is suspended in 100 mL glacial acetic acid and ethyl 2,4-dioxopentanoate oxime (4.0 g, 21.3 mmol) added dropwise. The reaction was brought to reflux overnight. The next day the acetic acid was evaporated and to the residue was added 100 mL water, cooled to 0C and neutralized with solid sodium bicarbonate. The solution was extracted with ethyl acetate (6×50 mL), dried over sodium sulfate, and evaporated to give the title compound as a brownish solid (5.15 g, 86% yield) which was >85% of the desired pyazole regioisomer. The material may be purified by silica gel flash chromatography eluting with 5% methanol in chloroform: 1H NMR (CDCl3) delta 1.24 (t, 3H, J=7.1 Hz, OCH2CH3), 2.40 (s, 3H, pyrazole CH3), 4.24 (q, 2H, J=7.1 Hz, OCH2CH3), 6.89 (s, 1H, pyrazole H), 7.70 (d, 1H, J=5.9 Hz, H4), 7.75 (dd, 1H, J=8.8 Hz, J=2.2 Hz, H6), 7.89 (d, 1H, J=8.8 Hz, H5), 8.05 (d, 1H, J=2.0 Hz, H7), 8.58 (s, 1H, J=5.9 Hz, H3), 9.29 (s, 1H, H1), MS (ES+): 282.1 (M+H)+ (100%), C30H29N5O3S 539.65., 23707-37-1

23707-37-1 Isoquinolin-7-amine 14660277, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Bristol-Myers Squibb Pharma Company; EP991638; (2005); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

893566-75-1, Tert-butyl 8-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,893566-75-1

Compound 14.2 (200 mg, 0.64 mmol) was dissolved in dry tetrahydrofuran (10 ml) andcooled to -78 O (dry ice, acetone). nButyllithium (2.4M in hexanes, 0.40 ml, 0.96 mmol) wasadded dropwise then the mixture was stirred at -78 00 for 1 h. Dry N,N-dimethylformamide (0.1 ml, 1.29 mmol) was added then stirring continued at 780C for 30 mm before allowing to RT for 1 h. The reaction mixture was quenched with water then extracted three times with ethyl acetate. The organic extract was dried over sodium sulfate, filtered and evaporated.The residue was purified via flash silica chromatography (DCM I EtOAc 5percent) to provide compound 14.3 (80 mg, 45percent) as a colourless oil. 1H NMR (CDCI3, 400 MHz) O 1.35 (5, 9H), 2.90 (m, 2H), 3.65 (m, 2H), 5.02 (5, 2H), 7.36 (m, 2H), 7.67 (t, 1H), 10.13 (5, 1H). UPLC-MS (short basic) rt 0.85 (262 [M+H]), 95percent pure.

As the paragraph descriping shows that 893566-75-1 is playing an increasingly important role.

Reference£º
Patent; THE UNIVERSITY OF SHEFFIELD; RICHARDS, Gareth; SKERRY, Timothy, M.; HARRITY, Joseph, P.A.; ZIRIMWABAGABO, Jean-Olivier; TOZER, Matthew, J.; GIBSON, Karl, Richard; PORTER, Roderick, Alan; BLANEY, Paul, Matthew; GLOSSOP, Paul, Alan; (369 pag.)WO2018/211275; (2018); A1;,
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131002-09-0, 6-Chloroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-chloroisoquinolin-1 (2H)-one (12 mmol), bis(3-fluorophenyl)disulfide (10 mmol), hexafluoroantimonic acid were sequentially added to a pressure-resistant reaction tube at room temperature. Silver (10 mmol) and dichloroethane (6 mL). The reaction mixture was then reacted at 90 C for 10 hours. The reaction was stopped, concentrated under reduced pressure to give a crude material, which was washed with a mixture of petroleum ether and ethyl acetate. 4-(3-Fluorophenylthio)-6-chloroisoquinolin-1 (2H)-one. Yield 88%;, 131002-09-0

As the paragraph descriping shows that 131002-09-0 is playing an increasingly important role.

Reference£º
Patent; Nankai University; Zhu Youquan; He Jingli; Niu Yunxia; Han Tingfeng; Li Haoyu; (14 pag.)CN108822035; (2018); A;,
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Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.58-74-2,1-(3,4-Dimethoxybenzyl)-6,7-dimethoxyisoquinoline,as a common compound, the synthetic route is as follows.

Using a method previously reported by Bremner et al. [40], the free base of papaverine (1b, 0.50 g,1.5 mmol) was dissolved in CHCl3 (10 mL) and treated portion wise with MCPBA (0.35 g, 2.4 mmol)over 5 min. After completion of the addition, the solution was stirred at room temperature for 19h. The colorless precipitate that formed was filtered and the filtrate was extracted with 5% NaOH(3 25 mL). The CHCl3-soluble material was dried down then recrystallized from acetone to yieldpure papaverine N-oxide (12, 310 mg, 58%)., 58-74-2

58-74-2 1-(3,4-Dimethoxybenzyl)-6,7-dimethoxyisoquinoline 4680, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Article; Egbewande, Folake A.; Coster, Mark J.; Jenkins, Ian D.; Davis, Rohan A.; Molecules; vol. 24; 21; (2019);,
Isoquinoline – Wikipedia
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