Category: isoquinoline

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1532-97-4,4-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

Step A: Ethylene glycol dimethyl ether (20 mL) and 2 N Na2CO3 (12.2 mL) were sparged with N2 and charged to a round bottom flask containing 4-bromoisoquinoline (2 g, 9.6 mmol), phenylboronic acid (1.76 g, 14.4 mmol), and Pd(PPh3)4 (1.11 g, 0.96 mmol). The entire solution was sparged with N2. The resulting reaction mixture was heated to reflux under N2 overnight. The solution was cooled, quenched with saturated NaHCO3 (230 mL), and extracted five times with ethyl ether. The combined organic was dried over Na2SO4, filtered, and the solvent was removed in vacuo to yield an orange oil. Column chromatography (1:1 ethyl acetate/hexanes) afforded the pure isoquinoline as a yellow oil which crystallized upon refrigeration (2.21 g). 1H NMR (300 MHz, CDCl3) delta 9.29 (s, 1H), 8.52 (s, 1H), 8.04 (d, 1H, J=8.4 Hz), 7.91 (d, 1H, J=8.1 Hz), 7.66 (m, 2H), 7.46 (m, 5H).

1532-97-4, The synthetic route of 1532-97-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Molino, Bruce F.; Berkowitz, Barry; Cohen, Marlene; US2006/111393; (2006); A1;,
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34784-05-9, 6-Bromoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of 6-bromoisoquinoline (624 mg, 3.0 mmol) and Pd(PPh3)4 (173 mg, 0.15 mmol) in DMF (6 mL) was added Zn(CN)2 (210 mg, 1.8 mmol), and the reaction mixture was stirred at 90 C under N2 for 24 h. After cooling to room temperature, H2O (40 mL) was added and the mixture was extracted with ethyl acetate (40 mL x 3). The combined organic layers were washed with brine (30 mL x 3) and dried over Na2SO4. After concentration and purification by column chromatography (petroleum ether/ethylacetate = 3:1), 55 was obtained as a white solid (360 mg, 78%). 1H NMR (400 MHz, CDCl3) d 9.37 (s, 1H), 8.70 (d, J = 5.6 Hz, 1H),8.25 (s, 1H), 8.10 (d, J = 8.4 Hz, 1H), 7.77 (d, J = 8.4 Hz, 1H), 7.73(d, J = 5.6 Hz, 1H)., 34784-05-9

The synthetic route of 34784-05-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Xu, Zhixiang; Xu, Xiangxiang; O’Laoi, Ruadhan; Ma, Haikuo; Zheng, Jiyue; Chen, Shuaishuai; Luo, Lusong; Hu, Zhilin; He, Sudan; Li, Jiajun; Zhang, Hongjian; Zhang, Xiaohu; Bioorganic and Medicinal Chemistry; vol. 24; 22; (2016); p. 5861 – 5872;,
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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

Example 144: 1,1,1,3,3,3-Hexafluoropropan-2-yl 1-((2-ethyl-1,2,3,4-tetrahydroisoquinolin-8- yl)methyl)-1,8-diazaspiro[4.5]decane-8-carboxylate Step 1: Preparation of ter -but l 8-form l-1,2,3,4-tetrah droisoquinoline-2-carboxylate A flask was charged with tert-butyl 8-bromo-1,2,3,4-tetrahydroisoquinoline-2-carboxylate (3.11 g, 9.93 mmol, 1.00 equiv) and THF (50 mL) under nitrogen. The reaction mixture was cooled to?78 ^C and n-butyllithium (2.5 M in hexane, 6 mL, 15.1 mmol, 1.50 equiv) was added dropwise. The reaction mixture was stirred at?78 ^C for 2 h, then DMF (1.46 g, 19.9 mmol, 2.00 equiv) was added dropwise. The resulting solution was stirred for 2 h at?78 ^C, quenched with aq. NH4Cl (10 mL) and diluted with EtOAc (100 mL). The mixture was washed with H2O (3 x 100 mL), dried over anhydrous Na2SO4, filtered, and concentrated. The residue was purified on a silica gel column (1:5 EtOAc/petroleum ether) to provide 1.81 g (69percent yield) of tert-butyl 8-formyl-1,2,3,4- tetrahydroisoquinoline-2-carboxylate as a yellow solid. LCMS (ESI, m/z): 262 [M+H]+.

893566-75-1 Tert-butyl 8-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate 59463272, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; ABIDE THERAPEUTICS, INC.; BUZARD, Daniel J.; SHAGHAFI, Michael B.; CISAR, Justin S.; GRICE, Cheryl A.; JONES, Todd K.; WEBER, Olivia D.; (277 pag.)WO2017/197192; (2017); A1;,
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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, 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; FORD, Daniel; PORTER, John Robert; VISSER, Michael Scott; YUSUFF, Naeem; WO2013/96051; (2013); A1;,
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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

To 30.2g [(3S) – 1, 2, 3, 4-tetrahydrosquinoline-3-yl] methanol (185mmol) in 750 ml of methylene chloride is added in solution 91.71g toluene sulfonyl chloride (481mmol), then dropwise 122.3mLN, N, N-triethylamine (740mmol). Then the temperature of the reaction mixture is stirred for 20 hours. Furthermore, the dichloromethane is used for dilution, for sequentially 1MHCl solution, saturated NaHCO3solution, then washed with saturated NaCl solution until neutral. Then the organic phase through MgSO4drying, filtering, concentrated to dry. Then the obtained solid is dissolved in a minimum volume of methylene chloride, then adding cyclohexane to form precipitate. Then filtering out the precipitated, with cyclonexane washing. After drying, the title of the crystalline form of the product is obtained.

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
Patent; France Servier Pharmaceuticals; p, Casara; T, Le Diguaher; J-M, Henlin; J-B, Starck; A, Le Tiran; G, De Nanteuil; O, Geneste; J¡¤E¡¤P, Davidson; J¡¤B, Murray; I-J, Chen; C, Walmsley; C¡¤J, Graham; S, Ray; D, Maddox; S, Bedford; (116 pag.)CN105408321; (2016); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.82827-09-6,6-Bromoisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

82827-09-6, To toluene (4 mL) was added 6-bromoisoquinolin-l(2H)-one (0.5 g, 2.232 mmol), diphenylmethanimine (0.447 mL, 2.68 mmol), BINAP (0.973 g, 1.562 mmol), and sodium t-butoxide (0.643 g, 6.69 mmol). The slurry was degassed for 10 min with N2 followed by the addition of r¡ã(dibenzylideneacetone) dipalladium(O) (0.101 g, 0.111 mmol) and the reaction mixture was heated to 1050C for 72 h. Hydroxylamine hydrochloride (0.279 g, 4.02 mmol), sodium acetate (0.439 g, 5.36 mmol) and MeOH (20 mL) were subsequently added and the reaction mixture was stirred at rt for 72 h, concentrated and purified by silica gel chromatography (DCM and 0-10%MeOH as eluents) to afford 130A (0.32g, 90%) as a tan powder. LCMS m/z 161.1 [M + H]+.

As the paragraph descriping shows that 82827-09-6 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/157162; (2008); A1;,
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215453-53-5, 7-Bromoisoquinolin-1-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Part 6. 1-[Bis(t-butoxycarbonyl)amino]-7-bromoisoquinoline A solution of 740 mg (3.32 mmol) of 1-amino-7-bromoisoquinoline in 50 mL of acetonitrile was treated with 1.4 mL of N,N-diiospropylethylamine and 100 mg of 4-(N,N-dimethylamino)pyridine, followed by 3.0 g (4.1 eq) of di-t-butyldicarbonate, and the reaction was stirred at 40 C. for 1 hr. By HPLC analysis, there was still some starting amino compound that remained, so another 1.0 g of di-t-butyldicarbonate were added, and the reaction was stirred at 40 C. for another 30 min. The reaction mixture was concentrated to give a dark oil, which was subjected to flash column chromatography on silica gel with 20% ethyl acetate in hexanes to give 736 mg of the desired product as a light yellow solid. Also isolated were 156 mg of product as a somewhat less pure fight yellow solid, making the total yield 64%., 215453-53-5

As the paragraph descriping shows that 215453-53-5 is playing an increasingly important role.

Reference£º
Patent; Millennium Pharmaceuticals, Inc.; US6534535; (2003); B1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.201150-73-4,tert-Butyl 5-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of the product from the previous step described above (0.2 g, 0.81 mmol) in THF (5 mL) was added NaH at 0 C. After 15 minutes, CH3I was added and the stirring continued for overnight at room temperature. After completion the reaction mixture was quenched with ice water, extracted with EtOAc (25 mL), dried (Na2S04) and concentrated. The Boc group was removed with 60% TFA-DCM (2 mL) at 0 C to give 110 mg (77.5%) of the final product as a light greenish solid. MS: 177.1 (MH+)., 201150-73-4

As the paragraph descriping shows that 201150-73-4 is playing an increasingly important role.

Reference£º
Patent; INTERMUNE, INC.; ARRAY BIOPHARMA INC.; WO2005/37214; (2005); A2;,
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Isoquinoline | C9H7N – PubChem

34784-05-9, 6-Bromoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

34784-05-9, 6-bromoisoquinoline (1.80g, 8.66 mmol) was dissolved in DCM (40 ml_), after cooling down the reaction to 0C m-CPBA (2.30 g, 1.3 eq, 77% max) was added slowly in small portion. The reaction was warmed up to RT to become a kind of white suspension. In 4 hours, 100ml_ DCM was added into the solution, and washed with saturated Na2C03 solution, water and brine. The separated organic layer was dried over Na2S04 and removed under the vacuum to get the yellow solid N-oxide 6-bromoisoquinoline without further purification (1.82 g, yield -93%).

34784-05-9 6-Bromoisoquinoline 313681, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; CUREGENIX CORPORATION; QIN, Xiaoli; AN, Songzhu; HUANG, Tao; (131 pag.)WO2016/191525; (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.491-30-5,1-Hydroxyisoquinoline,as a common compound, the synthetic route is as follows.

In a 50 ml. round-bottom flask, isocarbostyril (0.50 g, 3.4 mmol) and phosphorus pentabromide (2.7 g, 9.8 mmol) were heated at 140-145 C for 10 min. The solid melted and lightened in color. The liquid solidified, and the reaction was stirred for an additional 10 min. On completion, the reaction mixture was cooled to room temperature, and ice/H20 (10 ml.) was poured into the flask. The solid precipitate was collected by filtration, washed with H20 (2 x 50 ml_), and dried under vacuum to obtain 860 mg (89% yield) of (1) as a buff-colored solid., 491-30-5

The synthetic route of 491-30-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS; MOORE, Terry; LAZZARA, Phillip; DAVID, Brian; RICHARDSON, Benjamin; JAIN, Atul, D.; (87 pag.)WO2019/195348; (2019); A1;,
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