Tag: M.W:100-200

7742-73-6, 1,3-Dichloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7742-73-6, EXAMPLE 60C 3-chloroisoquinoline The product from Example 60B (6.73 g, 33.8 mmol) was suspended in glacial acetic acid (37 mL) and concentrated HCl (13 mL), treated with tin powder (12.1 g, 101.9 mmol), and heated at 55-60 C. for 3 hours with stirring. The mixture was allowed to cool to room temperature and the precipitated tin salts were removed by filtration through Celite. The filtrate was basified to pH 9 with concentrated NH4OH and then extracted with ethyl acetate. The organic extracts were combined, washed with saturated NaHCO3 solution, dried over Na2SO4, and concentrated under reduced pressure to provide the title compound as a gummy yellow residue (1.28 g, 23%).

7742-73-6 1,3-Dichloroisoquinoline 298625, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Lee, Chih-Hung; Bayburt, Erol K.; DiDomenico, Stanley; Drizin, Irene; Gomtsyan, Arthur R.; Koenig, John R.; Perner, Richard J.; Schmidt, Robert G.; Turner, Sean C.; Jinkerson, Tammie K.; Zheng, Guo Zhu; US2005/113576; (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.18881-17-9,(S)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol,as a common compound, the synthetic route is as follows.,18881-17-9

Step 7: (R)-methyl 2-(tert-butoxycarbonylamino)-2-(2-((S)-3-(hydroxymethyl)-3,4- dihydroisoquinolin-2(lH)-yl)ethyl)-6-(4, 4, 5, 5-tetramethyl-l, 3 ,2-dioxaborolan-2-yl)hexanoate[0183] A solution of (R)-methyl 2-(tert-butoxycarbonylamino)-2-(2-oxoethyl)-6-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)hexanoate (0.148 g, 0.358 mmol, 1.0 equiv.) and (S)- (l,2,3,4-tetrahydroisoquinolin-3-yl)methanol (0.088 g, 0.54 mmol, 1.5 equiv.) in 1,2- dichloroethane (0.34 mL, 0.5 M) was treated with sodium tnacetoxyborohydride (0.19 g, 0.90 mmol, 2.5 equiv) in one portion. After stirring for 1.5 h, the reaction mixture was quenched with saturated aqueous NaHC03 (1 mL) and stirred for an additional 5 min. The resulting mixture was added to a separatory funnel, diluted with saturated aqueous NaCl (5 mL) and extracted with dichloromethane (2 x 10 mL). The organic layer was dried over MgSC>4, filtered and concentration under reduced pressure. Purification by flash columnchromatography eluting with 5% methanol in chloroform gave (R)-methyl 2-(tert- butoxycarbonylamino)-2-(2-((S)-3-(hydroxymethyl)-3,4-dihydroisoquinolin-2(lH)-yl)ethyl)- 6-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)hexanoate as a pale yellow oil (0.187 g, 93%). Rf 0.52 (10% methanol in dichloromethane); 1H NMR (CDCI3, 300 MHz) delta 7.15 – 7.08 (m, 2 H), 7.07 – 6.98 (m, 2 H), 5.90 (s, 1 H), 3.78 (d, J = 16.2 Hz, 1 H), 3.70 (s, 3 H), 3.60 – 3.47 (m, 2 H), 3.04 – 2.93 (m, 1 H), 2.92 – 2.82 (m, 1 H), 2.71 – 2.60 (m, 1 H), 2.56 – 2.38 (m, 2 H), 2.37 – 2.23 (m, 1 H), 2.21 – 2.10 (m, 1 H), 1.77 -1.63 (m, 1 H), 1.42 (s, 9 H), 1.43 -1.26 (m, 3 H), 1.23 (s, 12 H), 1.22 – 1.16 (m, 1 H), 0.99 – 0.82 (m, 2 H), 0.74 (t, J = 7.5 Hz, 2 H); ESI-LCMS m/z calcd for C30H49BN2O7: expected 560.4; found 561.4 (M + H)+.

As the paragraph descriping shows that 18881-17-9 is playing an increasingly important role.

Reference£º
Patent; MARS, INCORPORATED; VAN ZANDT, Michael; GOLEBIOWSKI, Adam; JI, Min, Koo; WHITEHOUSE, Darren; RYDER, Todd; BECKETT, Paul; WO2011/133653; (2011); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

630421-73-7,630421-73-7, 1,6-Dichloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 1 ,6-dichloroisoquinoline (500 mg, 2.56 mmol)DMSO (5 mL) at RT, piperazine-2-carboxamide (425.6 mg, 2.56 mmol) and K2C03 (1.05 g, 7.68 mmol). The reaction mixture was heated at 80C for 5 h. The reactionmixture was diluted with ethyl acetate and washed with brine. The organic layer was dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The residue was purified by flash colunm chromatography on silica gel (ethyl acetate/petroleum ether1:5) to afford the desired product (80 mg, 12% yield). ESI-MS m/z: 291[M + H].

As the paragraph descriping shows that 630421-73-7 is playing an increasingly important role.

Reference£º
Patent; ARAXES PHARMA LLC; JANES, Matthew, Robert; PATRICELLI, Matthew, Peter; LI, Liansheng; REN, Pingda; LIU, Yi; (397 pag.)WO2016/44772; (2016); A1;,
Isoquinoline – Wikipedia
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,6624-49-3

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.

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

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;,
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

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

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

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

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.18881-17-9,(S)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol,as a common compound, the synthetic route is as follows.

18881-17-9, To a stirred solution of 2-(4-chloro-3-dibutylcarbamoyl-5-methyl-pyrazol-l-yl)-5- methoxy-benzoic acid (0.35 g, 0.82 mmol) and (S)-(l,2,3,4-tetrahydroisoquinolin-3-yl)methanol (0.13 g, 0.82 mmol) in dichloromethane (8 mL) under nitrogen atmosphere was added l-ethyl-3- (3-dimethylaminopropyl)carbodiimide (0.16 g, 0.82 mmol) and hydroxybenzotriazole (0.13 g, 0.82 mmol). The mixture was stirred at ambient temperature for 5 minutes. Triethylamine (0.34 mL, 2.5 mmol) was added to the mixture. The reaction was stirred for 60 hours at ambient temperature. The mixture was washed with water and purified by eluting through a silica gel column with a 10 to 100% ethyl acetate / heptane gradient to afford the title compound (21 mg, 4.5% yield). MS (ESI) [m/e, (M+H)+] = 567.3. XH NMR (400 MHz, chloroform-d) delta ppm 6.75 – 7.36 (m, 7 H), 4.13 – 5.41 (m, 4 H), 3.80 – 3.96 (m, 3 H), 2.51 – 3.71 (m, 8 H), 2.17 – 2.32 (m, 3 H), 1.48 – 1.68 (m, 4 H), 1.19 – 1.44 (m, 4 H), 0.70 – 0.97 (m, 6 H).

As the paragraph descriping shows that 18881-17-9 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; VISSER, Michael Scott; YUSUFF, Naeem; WO2013/96055; (2013); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem