New learning discoveries about 347146-33-2

The synthetic route of 347146-33-2 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.347146-33-2,1-Chloroisoquinolin-6-amine,as a common compound, the synthetic route is as follows.

Synthetic Example 61b 1-Chloro-6-(4-cyanobenzenesulfonylamino)isoquinoline The title compound was obtained using 6-amino-1-chloro-isoquinoline (Production Example 23b) and 4-cyanobenzenesulfonyl chloride in the same method as in Synthetic Example 1b. 1H-NMR(DMSO-d6) delta (ppm): 7.52(1H,dd,J=2.0,8.8Hz), 7.68(1H, d,J=2.0Hz), 7.79(1H,d,J=5.6Hz), 8.03(4H,m), 8.18(1H,d,J=5.6Hz), 8.21(1H,d,J=8.8Hz), 11.36(1H,s)., 347146-33-2

The synthetic route of 347146-33-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Eisai Co., Ltd.; EP1258252; (2002); A1;,
Isoquinoline – Wikipedia
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Brief introduction of 7742-73-6

As the paragraph descriping shows that 7742-73-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7742-73-6,1,3-Dichloroisoquinoline,as a common compound, the synthetic route is as follows.

7742-73-6, (a) A mixture of 1,3-dichloroisoquinoline (26.0 g; prepared according to the method of G Simchen, Angew. Chem. Internat. Ed. 5 (7), 663, 1966), acetic acid (125 ml), hydrogen iodide (55 ml) and red phosphorus (9.0 g) was heated with stirring at a temperature of 170 C. for a period of 3 hours. After cooling the mixture was poured into ice-water and the aqueous mixture was neutralized with aqueous sodium hydroxide. The aqueous mixture was extracted with dichloromethane and the organic extract was dried over anhydrous magnesium sulfate. The solvent was evaporated to give an oil which was purified by column chromatography over silica gel (eluant dichloromethane) to give 3-chloroisoquinoline (18.23 g) mp<50 C. As the paragraph descriping shows that 7742-73-6 is playing an increasingly important role. Reference£º
Patent; ICI Australia Limited; US4409017; (1983); A;,
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Simple exploration of 93117-08-9

93117-08-9 5-Aminoisoquinolin-1(2H)-one 2072, aisoquinoline compound, is more and more widely used in various fields.

93117-08-9,93117-08-9, 5-Aminoisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of the appropriate amine (1.0mmol) in THF was added pyridine (1.1mmol) and phenyl chloroformate (1.0mmol) at 0C and stirred at room temperature for 1h. The reaction mixture was quenched with water and extracted with EtOAc several times. The combined organic layer was washed with brine, dried with MgSO4, filtered and concentrated in vacuo. The residue was purified by silica gel colunm chromatography to afford the desired product.

93117-08-9 5-Aminoisoquinolin-1(2H)-one 2072, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Article; Lee, Hobin; Ahn, Songyeon; Ann, Jihyae; Ha, Heejin; Yoo, Young Dong; Kim, Young Ho; Hwang, Ji-Young; Hur, Kwang-Hyun; Jang, Choon-Gon; Pearce, Larry V.; Esch, Timothy E.; Lewin, Nancy E.; Blumberg, Peter M.; Lee, Jeewoo; European Journal of Medicinal Chemistry; vol. 182; (2019);,
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New learning discoveries about 18881-17-9

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

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).

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

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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Simple exploration of 66491-03-0

66491-03-0 7-Amino-3,4-dihydroisoquinolin-1(2H)-one 13152844, aisoquinoline compound, is more and more widely used in various fields.

66491-03-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.66491-03-0,7-Amino-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

Example 4: (/?)-4-Methyl-2-(l-oxo-l,2,3,4-tetrahydro-isoquinolin-7-ylamino)-7- (propane-2-sulfonyl)-4,ll-diaza-tricyclo[14.2.2.1^’1″]henicosa- l(19),6,8,10(21),16(20),17-hexaene-3,12-dione trifluoroacetic acid salt; Intermediate 1 (128 mg, 0.789 mmol),3G (400 mg, 0.751 mmol), and glyoxylic acid monohydrate (69.2 mg, 0.751 mmol) were dissolved in acetonitrile (2.25 mL) and DMF (1.75 mL) to give a yellow solution. The mixture was irradiated in a microwave reactor at 100 0C for 10 min, then was concentrated. The crude product was purified by flash chromatography (1 to 20% MeOH/CH2Cl2 gradient) to afford 380 mg (71.6 %) of 4A as a yellow glass. (ESI) m/z 707 ‘.2 (M+H)+.

66491-03-0 7-Amino-3,4-dihydroisoquinolin-1(2H)-one 13152844, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/79836; (2008); A2;,
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Analyzing the synthesis route of 22246-02-2

As the paragraph descriping shows that 22246-02-2 is playing an increasingly important role.

22246-02-2, 6-Chloro-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 25 mL sealed tube, (5-bromo-pyridin-3-yl)-methanol (900 mg, 4.8 mmol), 6-chloro- 3,4-dihydro-2H-isoquinolin-l-one (intermediate A-2) (800 mg, 4.4 mmol), Cul (200 mg, 1.1 mmol), CS2CO3 (3.0 g, 9.2 mmol) and (+)-(S,S)-l,2-diaminocyclohexane (0.4 mL, 3.2 mmol) were dissolved in dioxane (8.0 mL). The resulting reaction mixture was heated at 150 C for 3 hours before it was poured into H20 (50 mL) and extracted with EtOAc (2 x 125 mL). The organic layer was washed with brine, dried over anhy. Na2S04, filtered and concentrated in vacuo to give a crude product which was purified by silica gel flash chromatography (30-100% EtOAc-hexane gradient) to yield the title compound (1.1 g, 90%) as a light yellow solid. MS: 289.2 (M+H+)., 22246-02-2

As the paragraph descriping shows that 22246-02-2 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; AMREIN, Kurt; CHEN, Wenming; HORNSPERGER, Benoit; KUHN, Bernd; LIU, Yongfu; MAERKI, Hans P.; MAYWEG, Alexander V.; MOHR, Peter; TAN, Xuefei; WANG, Zhanguo; ZHOU, Mingwei; WO2013/79452; (2013); A1;,
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Downstream synthetic route of 90806-58-9

As the paragraph descriping shows that 90806-58-9 is playing an increasingly important role.

90806-58-9, 5-Methoxyisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,90806-58-9

To a stirred solution of Cap 138, step a (2.34 g, 14.7 mmol) in anhydrous dichloromethane (50 mL) at room temperature was added meta-chloroperbenzoic acid (77%, 3.42 g, 19.8 mmol) in one portion. After being stirred for 20 h, powdered potassium carbonate (2.0 g) was added and the mixture was stirred for 1 h at room temperature before it was filtered and concentrated to afford Cap-138, step b as a pale, yellow solid which was sufficiently pure to carry forward (2.15 g, 83.3%). 1H NMR (CDCl3, 400 MHz) delta 8.73 (d, J=1.5 Hz, 1H), 8.11 (dd, J=7.3, 1.7 Hz, 1H), 8.04 (d, J=7.1 Hz, 1H), 7.52 (t, J=8.1 Hz, 1H), 7.28 (d, J=8.3 Hz, 1H), 6.91 (d, J=7.8 Hz, 1H), 4.00 (s, 3H); Rt 0.92 min, (Cond.-D1); 90% homogenity index; LCMS: Anal. Calc. for [M+H]+ C10H10NO: 176.07; found: 176.0.

As the paragraph descriping shows that 90806-58-9 is playing an increasingly important role.

Reference£º
Patent; Bristol-Myers Squibb Company; US2009/233925; (2009); A1;,
Isoquinoline – Wikipedia
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Some tips on 18881-17-9

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

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

j.jcpation2.e: tert-Butyl [(35)-I ,2,3,4-tctrahydroisoquinoIin-3-yImetby1carbamateStep A: Benzj?t (3S)-3(IsydroxymetIiy1)-3,4-diJiydro-1H-isoquinoIine-2-carboxyhnte This compound is obtained using a protocol from the literature (K B. Kawthekar ci at South Africa Journal of Chernistiy 63, 195, 2009) starting from 15 g of (3S-1,2,3,4- tetrahydroisoquinolin-3-ylmethanol (91.9 mmol) in the presence of benzyl chloroformate and triethylamine dissolved in dichloromethane. After purification on silica gel (gradientpetroleum ether AcOEt), the title product is obtained in the form of an oil.?11 NMR: oe (300 MHz; DMSO-d6; 300K): 7.33 (m, 511, aromatic Hs, O-benzyl); 7.15 (s,4H, aromatic Hs, H tetrahydroisoquinofine); 5.13 (s, 2H, C112-Ph); 4.73 (d, 11-1, Htetrahydroisoquinoline); 4.47 (m, H, CH2OH); 4.36 (m, 1H, H tetrahydroisoquinoline);4.28 (d, TH, H tetrahydroisoquinoline); 3.39 (dd, 1H, CH2OH); 3.23 (dd, lH, CU2OH);2.93 (dd, I H, I-I tetrahydroisoquinoline); 2.86 (dd, IH, H tetrahydroisoquinoline). IR: v OH: 3416 ciii?; v C-H: 754 cm1

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

Reference£º
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LIMITED; DAVIDSON, James, Edward, Paul; MURRAY, James, Brooke; CHEN, I-Jen; WALMSLEY, Claire; DODSWORTH, Mark; MEISSNER, Johannes, W., G.; BROUGH, Paul; FEJES, Imre; TATAI, Janos; NYERGES, Miklos; KOTSCHY, Andras; SZLAVIK, Zoltan; GENESTE, Olivier; LE TIRAN, Arnaud; LE DIGUARHER, Thierry; HENLIN, Jean-Michel; STARCK, Jerome-Benoit; GUILLOUZIC, Anne-Francoise; DE NANTEUIL, Guillaume; WO2015/11164; (2015); A1;,
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Isoquinoline | C9H7N – PubChem

 

New learning discoveries about 6624-49-3

As the paragraph descriping shows that 6624-49-3 is playing an increasingly important role.

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.

As the paragraph descriping 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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Simple exploration of 3336-43-4

3336-43-4, As the paragraph descriping shows that 3336-43-4 is playing an increasingly important role.

3336-43-4, 1-Chloroisoquinolin-4-ol is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 1-chloroisoquinolin-4-ol (0.5 g, 2.78 mmol), 1-bromo-2-methoxyethane (0.318 mL, 3.34 mmol), and potassium carbonate (0.539 g, 3.90 mmol) were added to a solution of DMF (10 mL) and heated to 45 C. for 1 hr. Ater 45 min, the temp was raised to 55 C. for 45 min. One half of an equivalent of 1-bromo-2-methoxyethane (0.318 mL, 3.34 mmol) was then added and then stirred at 40 C. for overnight. The reaction was diluted with water and extracted with EtOAc. The organic layer was washed with brine, collected, dried over MgSO4, filtered and evaporated to give the crude product. Crude material purified via silica gel chromatography (10-60% EtOAc:Hex) to give the desired product 1-chloro-4-(2-methoxyethoxy)isoquinoline (368 mg, 1.548 mmol, 55.6% yield) as an orange solid. 1H NMR (400 MHz, CHLOROFORM-d) delta 8.33-8.24 (m, 2H), 7.83 (s, 1H), 7.81-7.68 (m, 2H), 4.40-4.32 (m, 2H), 3.95-3.84 (m, 2H), 3.52 (s, 3H). MS: MS m/z 238.15 (M++1).

3336-43-4, As the paragraph descriping shows that 3336-43-4 is playing an increasingly important role.

Reference£º
Patent; Bristol-Myers Squibb Company; Hiebert, Sheldon; Rajamani, Ramkumar; Sun, Li-Qiang; Mull, Eric; Gillis, Eric P.; Bowsher, Michael S.; Zhao, Qian; Meanwell, Nicholas A.; Renduchintala, Kishore V.; Sarkunam, Kandhasamy; Nagalakshmi, Pulicharla; Babu, P. V. K. Suresh; Scola, Paul Michael; US2013/115190; (2013); A1;,
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Isoquinoline | C9H7N – PubChem