Month: September 2020

1532-97-4, 4-Bromoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A vessel was charged with 4-bromoisoquinoline (2.08 g, 10 mmol), and ethanol (10 mL), water (20 mL), toluene (40 mL), phenylboronic acid (1.83 g, 15 mmol, 1.5 equiv), K2C03 (5.52 g, 40 mmol, 4.0 equiv), and Pd(PPh3)4 (0.6 g, 0.5 mmol, 5 mol%) were added. The resulting mixture was heated at 95C for 16 hours. After cooling to room temperature, the biphasic solution was diluted with saturated aqueous NH4C1 (30 mL) and CH2Cl2 (30 mL). The aqueous phase was extracted with CH2C12 (2×30 mL) and the combined organic layers were washed with water (30 mL) and saturated aqueous NaHCO3 (30 mL). The organic phase was dried over MgSO4 and filtered. The filtrate was concentrated in vacuo and purified by flash column chromatography to afford 4-phenylisoquinoline (1.64 g, 80%).

1532-97-4, As the paragraph descriping shows that 1532-97-4 is playing an increasingly important role.

Reference£º
Patent; BLEND THERAPEUTICS; BILODEAU, Mark, T.; DUNBAR, Craig, A.; BARDER, Timothy, E.; LEE, Edward, R.; ALARGOVA, Rossitza, G.; ROCKWOOD, Danielle, N.; MOREAU, Benoit; SHINDE, Rajesh; BOUTHILLETTE, Melaney; WO2014/43243; (2014); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

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

Bis acid 9 (4.29 g, 9.2 mmol) was dissolved in dichloromethane (31 mL), and DIEA (4.8 mL, 27.6 mmol) was added followed by HATU (9.09 g, 23.9 mmol). Mixture was stirred for 30 minutes and (S)-(1,2,3,4-tetrahydro-isoquinolin-3-yl)-methanol (3.60 g, 22.1 mmol) was added at once. Reaction mixture was allowed to stir overnight, then washed with 0.5 M HCl, saturated NaHCO3 and concentrated to dryness. The residue was purified on 220 g silica Teledyne Isco column (05% MeOH in DCM). Evaporation of product containing fractions afforded 6.0 g of 10 (86% yield).1H NMR (500 MHz, DMSO-d6) = 7.77 (br. s., 2 H), 7.28 – 7.25 (m, 1 H), 7.24 – 7.16 (m, 8 H), 7.13 (br. s., 1 H), 6.98 (d, J = 7.8 Hz, 2 H), 5.33 (d, J = 16.1 Hz, 1 H), 5.01 – 4.88 (m, 2 H), 4.34 – 4.25 (m, 8 H), 3.91 (s, 6 H), 3.43 (br. s., 2 H), 3.27 – 3.21 (m, 2 H), 3.00 (d, J = 1.5 Hz, 1 H), 3.03 – 2.97 (m, 1 H), 2.76 (d, J = 2.9 Hz, 1 H), 2.29 (t, J = 6.1 Hz, 2 H). LC/MS: retention time 2.96 min. (ESI) C39H41N4O12 calculated for [M+H] + 757; found 757.

The synthetic route of 18881-17-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CELLERANT THERAPEUTICS, INC.; JUNUTULA, Jagath R.; JAMMALAMADAKA, Vasu; ZHU, Jianyu; (229 pag.)WO2018/53552; (2018); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

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

To a solution of (2S,5R)-6-(phenylmethoxy)-7-oxo-l,6-diazabicyclo[3.2.1]octane- 2-carboxylic acid (53.3 mg, 0.193 ramol) in dry dichloromethane (2 mL) was added triethylamine (0.067 mL, 0.482 mmol), 2-chloro-l-methylpyridinium iodide (58.7 mg, 0.230 mmol), and 6-amino-2-N-BOC-ls23>4-tetrahydro-isoqumoline (54.8 mg, 0.221 mmol) sequentially at room temperature under nitrogen. The reaction mixture was then heated to 500C for 45 minutes then the reaction product was concentrated in vacuo. Attempts to dissolve the reaction product in eluant (2:1:1 CH3CN/DMSO/water) for HPLC were unsuccessful, so it was partitioned between aqueous layer and dichloromethane. The organic layer was collected, dried over sodium sulfate, concentrated in vacuo and set aside for separate purfcation. The aqueous layer was also collected and purified by HPLC (30X100 mm Waters Sunfire column; 5 micron; 35 mL/min.; 210 nM; 15% to 100% CH3CN + 0.05% TFA / water + 0.05% TFA over 15 minutes; the title compound eluted at 80% CH3CN + 0.05% TFA / water + 0.05% TFA).Fractions containing the title compound were lyophilized overnight to afford the title compound as a white sticky solid. The organic layer from partitioning the crude product was purified by preparative TLC (1000 micron silica gel plate eluted with 50% ethyl acetate/hexane) to afford the title compound. Both batches of the title compound were combined and used without further purification in the next step.

164148-92-9, The synthetic route of 164148-92-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK & CO., INC.; WO2009/91856; (2009); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1198-30-7,1-Isoquinolinecarbonitrile,as a common compound, the synthetic route is as follows.

1198-30-7, Example B3 (4-Butylphenyl) (1-isoquinolyl)ketone 1-Bromo-4-butylbenzene (2.29 ml, 13 mmol) and a catalytic amount of 1,2-dibromoethane as an initiator were added to a mixedsolution of magnesium (338 mg, 14 mmol) and tetrahydrofuran (6.5 ml) under nitrogen atmosphere, and this mixture was stirred under reflux for 10 minutes. The mixture was cooled to 0C, a solution of 1-isoquinolinecarbonitrile (1.0 g, 6.5 mmol) in tetrahydrofuran was added, and this mixture was stirred at room temperature for 1 hour, then at 70C for 3 hours. Thereafter, the mixture was cooled again to 0C, concentrated hydrochloric acid (2.6 ml) and methanol (11 ml) were added, and this mixture was heated under reflux for 2 hours. After the mixture was concentrated, the residue was dissolved in 5 N sodium hydroxide and toluene, and was filtered through celite. The toluene layer of the filtrate was separated, washed with water, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (1.7 g). 1H-NMR(CDCl3) delta (ppm):0.93(3H, t), 1.32-1.43(2H, m), 1.58-1.66(2H, m), 2.68(2H, t), 7.28(2H, d), 7.61(1H, td), 7.74(1H, td), 7.80(1H, d), 7.87(2H, d), 7.92(1H, d), 8.20(1H, d), 8.60(1H, d)

The synthetic route of 1198-30-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Eisai Co., Ltd.; EP1300464; (2003); 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.23687-26-5,6-Aminoisoquinoline,as a common compound, the synthetic route is as follows.

K3P04 (0.294 g, 1.386 mmol), Pd2(dba)3 (0.026 g, 0.0289 mmol) and Xantphos (0210) (0.028 g, 0.0481 mmol) were added to a solution of intermediate 10 (0.084 g, 0.481 mmol) in THF (4 mL) while nitrogen was bubbling. After 10 min, isoquinolin-6-amine (0.069 g 0.481 mmol) was added and the mixture was stirred at rt for 10 min. Then, the mixture was heated at 100 ¡ãC for 16 h. Pd2(dba)3 (0.026 g, 0.0289 mmol) and Xantphos (0.028 g, 0.0481 mmol) were added while nitrogen was bubbling, and the mixture was further heated at 100 ¡ãC overnight. Pd2(dba)3 (0.026 g, 0.0289 mmol) and Xantphos (0.028 g, 0.0481 mmol) were added while nitrogen was bubbling, and the mixture was further heated at 100 ¡ãC overnight. The mixture was washed with aq. sat. NaHC03 and extracted with EtOAc. The organic layer was dried over MgS04, filtered and the solvent was evaporated in vacuo. The crude product was purified by flash column chromatography (silica; EtOAc in DCM 0/100 to 50/50). The desired fractions were collected and concentrated in vacuo. The product was further purified by preparative HPLC (from 75percent [25 mM NH4HC03] – 25percent [ACN: MeOH 1 : 1] to 38percent [25 mM NH4HC03] – 62percent [ACN: MeOH 1 : 1]). The desired fractions were collected and the solvent was evaporated. The product was triturated with Et20 and filtrated to yield compound 5 (0.042 g, 31percent). NMR (300 MHz, DMSO-d6) delta ppm 3.34 – 3.48 (m, 2 H) 4.58 (dt, J=47.6, 4.8 Hz, 2 H) 5.63 (br t, J=5.9 Hz, 1 H) 6.86 (d, J=8.8 Hz, 1 H) 7.11 (dd, J=8.8, 2.7 Hz, 1 H) 7.47 – 7.57 (m, 2 H) 7.78 (d, J=2.5 Hz, 1 H) 7.87 (d, J=8.9 Hz, 1 H) 8.21 – 8.31 (m, 2 H) 8.96 (s, 1 H) 9.12 (s, 1 H)

23687-26-5, The synthetic route of 23687-26-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; ANDRES-GIL, Jose, Ignacio; BORMANS, Guy, Maurits, R.; DECLERCQ, Lieven, Denis, Herwig; FIERENS, Katleen; LEENAERTS, Joseph, Elisabeth; MOECHARS, Diederik, Willem, Elisabeth; ROMBOUTS, Frederik, Jan, Rita; KOLB, Hartmuth; ZHANG, Wei; (67 pag.)WO2018/15307; (2018); A1;,
Isoquinoline – Wikipedia
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.

To a stirred suspension of Sodium Hydride (NaH) (60% in oil, 115 mg, 2.83 mmol, 1.2 eq.) in Dimethylformamide (DMF, 5 mL) was added a solution of 7-bromo-3, 4-dihydro i soquinolin- 1 (2H)-one (500 mg, 2.36 mmol, 1.0 eq.) in DMF (5 mL), and the resultant mixture was stirred at ambient temperature for 1 hour. A solution of 1 -chl oro-3 -(3 , 4-dihydroi soquinolin- 2(lH)-yl)propan-2-ol (650 mg, 2.83 mmol, 1.2 eq.) in DMF (5 mL) was added, and the resultant mixture was heated to 70 C for additional 3 hours. The reaction mixture was treated with water and EA, and organic phase was separated. Organic phase was washed with water, dried over Na2S04, and was concentrated to dryness. The crude material was purified by a column chromatography (200-300 mesh silica gel, PE/EA = 2/1) to afford 7 -bromo-2-(3-(3, 4-dihydro isoquinolin-2(lH)-yl)-2-hydroxypropyl)-3,4-dihydroisoquinolin-l(2H)-one (270 mg, 28% yield) as a yellowish oil.

891782-60-8 7-Bromo-3,4-dihydro-2H-isoquinolin-1-one 25067330, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; PHARMABLOCK SCIENCES (NANJING), INC.; LIU, Liu; LI, Jin; YANG, Minmin; (126 pag.)WO2019/173804; (2019); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

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

6,7-Dimethoxy-3′,4′-dihydro-1’H-[1,2′]biisoquinolinyl. Palladium acetate (25 mg 0.112 mmol) and 2,2′-bis(diphenylphosphino)-1,1′-binaphtyl (209 mg, 0.335 mmol) were heated to 80 C. in toluene (25 mL) for 20 min. To the mixture was added 500 mg (2.24 mmol) of 1-chloro-6,7-dimethoxy-isoquinoline, 298 mg (2.24 mmol) of tetrahydroisoquinoline, and 4.47 mL (4.47 mmol) of a 1.0 M solution of potassium tert-butoxide in THF. After stirring at reflux for 4 h, the mixture was diluted with EtOAc, washed with water, dried over MgSO4 and concentrated. Silica gel chromatography (4:1 hexanes/EtOAc) provided 625 mg (87%) of the title compound as a yellow oil. The hydrochloride salt (387 mg) was obtained after treatment with concd. HCl in isopropanol and recrystallization from EtOH/MeOH., 21560-29-2

As the paragraph descriping shows that 21560-29-2 is playing an increasingly important role.

Reference£º
Patent; Pfizer Inc; US2005/182079; (2005); 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.1082674-24-5,6-Bromoisoquinoline-1-carbonitrile,as a common compound, the synthetic route is as follows.

Pd2dba3 (0.094 g, 0.10 mmol), BINAP (0.19 g, 0.31 mmol) and CS2CO3 (3.3 g, 10.3 mmol) were added to a degassed solution of 6-bromoisoquinoline-1 -carbonitrile (0.8 g, 3.4 mmol) in toluene (10 mL) followed by the addition of B5 (0.52 g, 3.8 mmol) under nitrogen atmosphere. The resulting reaction mixture was irradiated in a microwave at 1 10 C for 20 minutes. The reaction mixture was cooled to room temperature, diluted with EtOAc, filtered and the filtrate was washed with water. The organic layer was separated and the aqueous layer was extracted with EtOAc. The organic layers were combined, dried over Na2S04 and evaporated under reduced pressure to afford the crude mixture which was chromatographed on silica gel (100 – 200 mesh) using 25% EtOAc in petroleum ether to give B6 as a light brown solid (0.25 g, 25%). Rf: 0.4 (25% EtOAc/petroleum ether). Racemic: LCMS m/z = 288.1 (M + H). 1H NMR (300 MHz, CDCI3): delta 1.41 (d, J = 6.3 Hz, 3H), 2.27 – 2.38 (m, 1 H), 2.71 – 2.79 (m, 1 H), 3.30 – 3.38 (m, 1 H), 3.50 – 3.58 (m, 1 H), 4.38 – 4.44 (m, 1 H), 7.67 (d, J = 2.1 Hz, 1 H), 7.71 (dd, J = 2.1 , 9.3 Hz, 1 H), 7.83 (d, J = 5.7 Hz, 1 H), 8.35 (d, J = 9 Hz, 1 H), 8.61 (d, J = 5.7 Hz, 1 H). The racemic compound was chromatographed for enantiomeric separation. Conditions: Column: CHIRAL PAK IA, 4.6 X 250mm, 5 muGammaeta; Column ID: ANL_CHIR IA_145; Mobile Phase: A = hexane, B = isopropyl alcohol; ISOCRATIC: 60:40; FLOW: 0.8 mL/min; Column Temp: 25C; Eluent: EtOH Enantiomer of 8: Chiral HPLC purity: 99.38 % (retention time 12.55 minutes) LCMS m/z = 287.9 (M + H). 1 H NMR (300 MHz, cf6-DMSO): delta 1.30 (d, J = 6.3 Hz, 3H), 2.10 – 2.17 (m, 1 H), 2.65 – 2.76 (m, 1 H), 3.51 – 3.55 (m, 1 H), 3.70 – 3.79 (m, 1 H), 4.50 – 4.57 (m, 1 H), 7.81 (d, J = 2.1 Hz, 1 H), 7.87 (dd, J = 2.7, 9.0 Hz, 1 H), 8.20 (d, J = 5.4 Hz, 1 H), 8.28 (d, J = 9.0 Hz, 1 H), 8.64 (d, J = 5.7 Hz, 1 H)., 1082674-24-5

1082674-24-5 6-Bromoisoquinoline-1-carbonitrile 77174826, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; PFIZER INC.; CHEKLER, Eugene Lvovich Piatnitski; GILBERT, Adam Matthew; UNWALLA, Rayomand Jal; VERHOEST, Patrick Robert; ANDERSON, James Thomas; WO2015/181676; (2015); 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.34784-07-1,8-Chloroisoquinoline,as a common compound, the synthetic route is as follows.

20a) 1, 8-DICHLORO-ISOQUINOLINE To a solution of 8-chloro-isoquinoline (J. Org. Chem. 1977,42 (19), 3208-9.) (11 G, 54 MMOL) in CH2CI2 (200 mL) is added MCPBA (25 g, 112 MMOL) in several portions. After stirring for 3 hours, ether (400 mL) is added, followed by addition of hexanes (1 L). Solution stirred overnight and conc in vacuo, ether (200 mL) and hexanes (400 mL) is added, stirred overnight. The ppt is filtered, air dried and mixed with 20 g of POS and toluene (150 mL). The solution is heated to reflux for 3 h, neutralized with NAHCO3. Extracted the solution with CH2CI2. Organic layer then dried with sodium sulfate and conc in vacuo, yield 8 g (72%) of 1, 8-Dichloro-isoquinoline. MS: 198

34784-07-1, The synthetic route of 34784-07-1 has been constantly updated, and we look forward to future research findings.

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

34784-07-1, 8-Chloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2: 8-chloro-5-nitroisoquinolineTo a solution of 8-chloroisoquinoline (1 mmol) in concentrated sulfuric acid at 0 0C was added potassium nitrate (1.1 mmol) .The reaction mixture was warmed to room temperature and stirred at room temperature for 5 hours. The reaction mixture was basified .Solid precipitated was column purified to afford a pale yellow solid.1H NMR (DMSO- d6): delta /77.76 – 7.79 ( IH, d , J = 8.4 Hz ); 8.48 – 8.51 ( IH, d , J = 8.4 Hz ); 8.53 – 8.55 ( IH, d , J = 6 Hz ); 8.86 – 8.88 ( IH, d , J = 6.3 Hz ); 9.84 ( IH , s )

34784-07-1, As the paragraph descriping shows that 34784-07-1 is playing an increasingly important role.

Reference£º
Patent; GLENMARK PHARMACEUTICALS S.A.; WO2007/42906; (2007); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem