Category: isoquinoline

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.34784-02-6,3-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

20mmol S15-1, 30.0mmol S15-2, 0.20mmol palladium(II)acetate catalyst and 36mmol trihydrate Potassium phosphate, dissolved in 30mL toluene: ethanol: water in a mixed solvent of water (2:1:2), it was heated at 70 C for 12 h. It was cooled and extracted with dichloromethane (50 mL¡Á3) three times. The organic phase was collected and purified by silica gel column chromatography eluting with petroleum ether:dichloromethane (10:1) to give solid S15-3 8.9 mmol (yield: 44.7%), 34784-02-6

As the paragraph descriping shows that 34784-02-6 is playing an increasingly important role.

Reference£º
Patent; Ruisheng Science And Technology (Singapore) Co., Ltd.; Cao Chenhui; Huang Da; (54 pag.)CN108191916; (2018); A;,
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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

ferf-Butyl 6-amino-3,4-dihydroisoquinoline-2(1 H)-carboxylate (0.500 g, 2.01 mmol), methyl 2-(2-(2-(2-(methylsulfonyl)-5-(trifluoromethyl)pyrimidin-4- yl)ethyl)phenyl)acetate (166) (0.675 g, 1.68 mmol), trifluoroethanol (3 mL), and TFA (0.3 mL) were loaded into a microwave tube, sonicated for two minutes, then heated under microwave irradiation at 100 C for 20 minutes. The cooled mixture was concentrated, co-evaporated with toluene (3x 20 mL) and loaded onto a 10 g SCX cartridge in methanol. The cartridge was eluted with methanol (200 mL), then with 1 % methanolic methylamine (200 mL). The methanolic methylamine eluent was concentrated to give a brown oil (0.850 g). The oil was dissolved in DCM (5 mL), and Boc anhydride (549 mg, 2.52 mmol) was added. The resulting mixture was stirred under an oil bubbler for 18 hours, then diluted with DCM (50 mL) and washed with water (50 mL). The aqueous layer was extracted with DCM (2x 50 mL), and the combined DCM phases dried (phase separation filter) and evaporated.Chromatography (Isolera, 40 g silica cartridge, 0-50% ethyl acetate/petroleum benzine 40-60 C) gave the title compound (180) (520 mg, 54%) as a yellow syrup; 1H NMR (400 MHz, CDCI3) delta 8.54 (s, 1 H), 7.45 (s, 2H), 7.38 (s, 1 H), 7.28 – 7.18 (m, overlaps with CDC ), 7.10 (d, J = 8.5 Hz, 1 H), 4.56 (s, 2H), 3.75 (s, 2H), 3.70 – 3.62 (m, 5H), 3.17 – 3.03 (m, 4H), 2.85 (t, J = 5.6 Hz, 2H), 1.50 (s, 9H). LCMS Method C: H 6.93 min; m/z 571 .1 {M+H] +, m/z 515.0 [M+tBu+2H] +.

164148-92-9, As the paragraph descriping shows that 164148-92-9 is playing an increasingly important role.

Reference£º
Patent; CANCER THERAPEUTICS CRC PTY LIMITED; HOLMES, Ian, Peter; BERGMAN, Ylva; LUNNISS, Gillian Elizabeth; NIKAC, Marica; CHOI, Neil; HEMLEY, Catherine Fae; WALKER, Scott Raymond; FOITZIK, Richard Charles; GANAME, Danny; LESSENE, Romina; WO2012/110773; (2012); A1;,
Isoquinoline – Wikipedia
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3482-14-2, Isoquinolin-8-ol is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Isoquinoline-8-ol (3.64 g, 25.08 mmol) was added to the vessel.A solution of potassium tert-butoxide (25.03 mmol) in THF was then added to the vessel.Rinse using less than 100 mL of DMF and stir the solution for about 15 minutes to ensure complete deprotonation of the isoquinoline-8-ol.Compound 5 (7.59 g, 22.39 mmol) obtained in the synthesis of Step 1-3 was added to a replenishing tank.Transfer the material to a reaction vessel (containing deprotonated isoquinoline-8-ol) with no more than 100-500 mL of DMF.It is then transferred to a reaction vessel.The solution of the rinse vessel was also transferred to the reactor using DMF.The reactor was heated to 50 C and aged at 50 C for 4 hours, or until the end of the reaction.No more compound 5 was shown to be converted to methyl 2-isoquinolin-8-yloxy-1-oxobenzo[b]thiophene-6-yl-isoxazole-5-carboxylate,The solution was used directly in the next step., 3482-14-2

As the paragraph descriping shows that 3482-14-2 is playing an increasingly important role.

Reference£º
Patent; Wang Liping; (11 pag.)CN108558852; (2018); A;,
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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;,
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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;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.891785-28-7,6-Bromoisoquinolin-3-amine,as a common compound, the synthetic route is as follows.

891785-28-7, 6-Bromo-3-fluoroisoquinoline: To a mixture of 6-bromoisoquinolin-3- amine (0.710 g, 3.18 mmol) in pyridine hydrofluoride (10.0 mL, 3.18 mmol, Aldrich) at – 78 0C was carefully added sodium nitrite (0.264 g, 3.82 mmol, Aldrich). The reaction mixture was stirred at -78 0C for 5 minutes. The reaction mixture was then warmed to room temperature and stirred for 40 minutes. The mixture was then 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 EtO Ac-water with stirring. The resulting mixture was then extracted with EtOAc (3 x 200 mL). The EtOAc layers were combined, washed with brine, dried over Na2SOzI, 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 O – 7 % in hexanes) provided 6-bromo- 3-fluoroisoquinoline (500 mg, 70 %). LCMS (API-ES) m/z: 226.0, 228.0 [M+H]+.

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

Reference£º
Patent; AMGEN INC.; ZENG, Qingping; YUAN, Chester Chenguang; YAO, Guomin; WANG, Xianghong; TADESSE, Seifu; ST. JEAN, JR., David J.; REICHELT, Andreas; LIU, Qingyian; HONG, Fang-Tsao; HAN, Nianhe; FOTSCH, Christopher H.; DAVIS, Carl D.; BOURBEAU, Matthew P.; ASHTON, Kate S.; ALLEN, John G.; WO2010/83246; (2010); A1;,
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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;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.893566-75-1,Tert-butyl 8-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.,893566-75-1

With N2 in dioxane (20 mL)8-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylic acid tert-butyl ester(R-1) (1100 mg, 3.52 mmol), NaI (4.76 g, 31.8 mmol),CuI (402 mg, 2.12 mmol) and trans-N,N-dimethylcyclohexaneThe mixture of (602 mg, 4.22 mmol) was purified for 10 minutes.The resulting yellow suspension was stirred in a sealed tube at 110¡ã C. for 48 hours. The reaction was diluted with petroleum ether (50 mL) and filtered.The filtrate was concentrated in vacuo and the residue was purified by tannin chromatography for petroleum etherThe EtOAC in (from 0 to 20percent) was purified by stripping to provide R-2 (1200 mg, 94.8percent) as a pale yellow gum.

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

Reference£º
Patent; PFIZER INC.; KUMPF, ROBERT ARNOLD; MCALPINE, INDRAWAN JAMES; MCTIGUE, MICHELE ANN; PATMAN, RYAN; RUI, EUGENE YUANJIN; TATLOCK, JOHN HOWARD; TRAN-DUBE, MICHELLE BICH; WYTHES, MARTIN JAMES; (445 pag.)TW2018/2074; (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.13130-79-5,1-Bromoisoquinolin-3-amine,as a common compound, the synthetic route is as follows.

To a stirred solution of 3-amino-l-bromoisoquinoline (444 mg, 2.00 mmol) in anhydrous dimethylformamide (10 mL) was added sodium hydride (60%, unwashed, 96 mg, 2.4 mmol) in one portion. The mixture was stirred at 25 C for 5 min before 2- bromoethyl ether (90%, 250 mu,, 2.00 mmol) was added. The mixture was stirred further at 25 C for 5 h and at 75 C for 72 h before it was cooled to 25 C, quenched with saturated ammonium chloride solution and diluted with ethyl acetate. The organic layer was separated, washed with water and brine, dried over Na2S04, filtered andconcentrated. Purification of the residue on silica gel eluting with 0% to 70% ethyl acetate/hexanes afforded Cap-143, step a as a yellow solid (180 mg, 31%). Rt = 1.75 min (Cond.-MS-Wl); 90% homogenity index; LCMS: Anal. Calc. for [M+H C13H14BrN20: 293.03; found: 293.04.

13130-79-5, As the paragraph descriping shows that 13130-79-5 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; PACK, Shawn, K.; TYMONKO, Steven; PATEL, Bharat, P.; NATALIE, JR., Kenneth, J.; BELEMA, Makonen; WO2011/59850; (2011); A1;,
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

Step-3: Synthesis of tert-butyl 6-((1-(2-(2-fluoropropan-2-yl)pyridin-4-yl)-2-isopropyl-3-oxo-2,3-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)amino)-3,4-dihydroisoquinoline-2(1H)-carboxylate To a stirred solution of 1-(2-(2-fluoropropan-2-yl)pyridin-4-yl)-2-isopropyl-6-(methylthio)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one (150 mg, 0.415 mmol, 1.0 eq) in (5 mL) of toluene was added m-CPBA (143.4 mg, 0.830 mmol, 2.0 eq) and allowed to stir at rt for 30 min. tert-butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate (123 mg, 0.498 mmol, 1.2 eq) and DIPEA (0.3 mL, 1.662 mmol, 4.0 eq) were added and allowed to stir at 80 C. for overnight. Solvent was evaporated and reaction mass was diluted with water and extracted with EtOAc (30 mL*2). The combined organic layer were dried over sodium sulphate, concentrated under reduced pressure purified by column chromatography (Combiflash, elution-0-70% EtOAc in Hexane) to afford the desired compound, tert-butyl 6-((1-(2-(2-fluoropropan-2-yl)pyridin-4-yl)-2-isopropyl-3-oxo-2,3-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)amino)-3,4-dihydroisoquinoline-2(1H)-carboxylate (52 mg, 22.30%) as yellow liquid.

164148-92-9, As the paragraph descriping shows that 164148-92-9 is playing an increasingly important role.

Reference£º
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; Gupta, Ashu; KUMAR, Varun; (498 pag.)US2019/106427; (2019); A1;,
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