Month: August 2020

396-29-2, 3-Fluoroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 175A 3-fluoro-5-isoquinolinamine The title compound was prepared using the procedures described in Examples 60D and 60E using 3-fluoroisoquinoline, prepared according to the procedure described in J. Am. Chem. Soc., 687:73 (1951), instead of the product from Example 60C.

The synthetic route of 396-29-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Lee, Chih-Hung; Bayburt, Erol K.; DiDomenico JR., Stanley; Drizin, Irene; Gomtsyan, Arthur R.; Koenig, John R.; Perner, Richard J.; Schmidt JR., Robert G.; Turner, Sean C.; White, Tammie K.; Zheng, Guo Zhu; US2004/157849; (2004); 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

Step A: {(3S)-2-[(4-Methylphenyl)sulphonyl]-1,2,3,4-tetrahydroisoquinolin-3-yl}methyl 4-methylbenzenesulphonate To a solution of 30.2 g of [(3S)-1,2,3,4-tetrahydroisoquinolin-3-yl]methanol (185 mmol) in 750 mL of dichloromethane there are successively added 91.71 g of tosyl chloride (481 mmol) and then, dropwise, 122.3 mL of N,N,N-triethylamine (740 mmol). The reaction mixture is then stirred at ambient temperature for 20 hours. It is then diluted with dichloromethane, washed successively with 1M HCl solution, saturated aqueous NaHCO3 solution and then brine until neutral. The organic phase is then dried over MgSO4, filtered and concentrated to dryness. The solid obtained is then dissolved in a minimum volume of dichloromethane and then cyclohexane is added until a precipitate is formed. This precipitate is then filtered off and washed with cyclohexane. After drying, the title product is obtained in the form of crystals. 1H NMR: delta (400 MHz; dmso-d6; 300 K): 7.75 (d, 2H, aromatic Hs, ortho O-tosyl); 7.6 (d, 2H, aromatic Hs, ortho N-tosyl); 7.5 (d, 2H, aromatic Hs, meta O-tosyl); 7.3 (d, 2H, aromatic Hs, meta N-tosyl); 7.15-6.9 (m, 4H, aromatic Hs, tetrahydroisoquinoline); 4.4-4.15 (dd, 2H, aliphatic Hs, tetrahydroisoquinoline); 4.25 (m, 1H, aliphatic H, tetrahydroisoquinoline); 4.0-3.8 (2dd, 2H, aliphatic Hs, CH2-O-tosyl); 2.7 (2dd, 2H, aliphatic Hs, tetrahydroisoquinoline); 2.45 (s, 3H, O-SO2-Ph-CH3); 2.35 (s, 3H, N-SO2-Ph-CH3) IR: nu: -SO2: 1339-1165 cm-1

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

Reference£º
Patent; LE TIRAN, Arnaud; LE DIGUARHER, Thierry; STARCK, Jerome-Benoit; HENLIN, Jean-Michel; GUILLOUZIC, Anne-Francoise; DE NANTEUIL, Guillaume; GENESTE, Olivier; DAVIDSON, James Edward Paul; MURRAY, James Brooke; CHEN, I-Jen; US2015/31648; (2015); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

69454-42-8, Methyl 1-oxo-1,2-dihydroisoquinoline-3-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of methyl 4-chloroisoquinoline-2-carboxylate: Methyl 1-oxo-1,2-dihydroisoquinoline-3-carboxylate (0.68g, 3.3mmoles) was dissolved in excess phosphorus oxy chloride (5 mis) and the clear solution heated (950C) for 3 hours and overnight at room temperature. The reaction was diluted with toluene (10mIs) and azeotroped twice. The residual oil was diluted with dichloromethane (10mls) and quenched with ice cooled water (50mIs). Further dichloromethane was added (15mls) and the layers separated. The aqueous layer was extracted with dichloromethane (10mIs) and the dichloromethane phases combined and washed with saturated sodium bicarbonate (10mIs), water (10mIs) and brine (10mIs). After drying over magnesium sulphate the solution was filtered and concentrated to give an off white solid. (0.47g, 64% yield).

69454-42-8 Methyl 1-oxo-1,2-dihydroisoquinoline-3-carboxylate 641183, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; QUEEN MARY AND WESTFIELD COLLEGE; COTTER, Finbarr, Edward; WO2010/125343; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

891785-28-7, 6-Bromoisoquinolin-3-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3 A mixture of DIPEA (5.86 mL, 33.62 mmol), DMAP (0.27 g, 2.24 mmol) and HATU (5.11 g, 13.45 mmol) in DMF (30 mL) was stirred for 10 min. 6-Bromoisoquinolin-3-amine (XII) (2.5 g, 11.21 mmol) was then added followed by the addition of trans-4-[[tert-butyl (dimethyl)silyl]oxymethyl]cyclohexanecarboxylic acid (LIII) (3.66 g, 13.45 mmol). The mixture was heated to 70 C. overnight. An additional 0.5 equiv. of HATU were added and the mixture was continued for additional 6 h. The solvent was concentrated, the residue taken up in EtOAc, washed with sat. NaHCO3 and brine. The organic layer was then concentrated and the crude product was purified by column chromatography (0?30% EtOAc/hexanes). The pure fractions were combine and concentrated to obtain trans-N-(6-bromo-3-isoquinolyl)-4-[[tert-butyl(dimethyl)silyl]oxymethyl]cyclohexanecarboxamide (LIV) (2.25 g, 4.71 mmol, 42.0% yield) as a crystalline off-white solid. 1H NMR (499 MHz, DMSO-d6) delta ppm 0.03 (6H, s), 0.87 (9H, s), 0.98 (2H, qd, J=12.72, 3.29 Hz), 1.38-1.51 (3H, m), 1.73-1.82 (2H, m), 1.85-1.92 (2H, m), 2.46-2.55 (1H, m), 3.41 (2H, d, J=6.04 Hz), 7.62 (1H, dd, J=8.64, 1.78 Hz), 7.99 (1H, d, J=8.78 Hz), 8.16 (1H, d, J=1.65 Hz), 8.44 (1H, s), 9.13 (1H, s), 10.53 (1H, s); ESIMS found for C23H33BrN2O2Si m/z 477.2 (79BrM+1).

As the paragraph descriping shows that 891785-28-7 is playing an increasingly important role.

Reference£º
Patent; Samumed, LLC; KC, Sunil Kumar; Mittapalli, Gopi Kumar; Hofilena, Brian Joseph; Marakovits, Joseph Timothy; Chiruta, Chandramouli; Mak, Chi Ching; Cao, Jianguo; (324 pag.)US2017/313681; (2017); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

19493-45-9, 3-Chloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 23 :3-(piperazin-l-yl)isoquinoline[00436] A mixture of 3-chloroisoquinoline (200 mg, 1.22 mmol) and piperazine (2.10 g, 24.4 mmol) in ethylene glycol (2 ml) was heated to 150C and stirred at that temperature for 24 hours. The reaction was allowed to cool down to room temperature. The crude mixture was partitioned between water and ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate, filtered and concentrated under vacuo. The residue was and purified on silica gel by flash column chromatography to give the title compound as a pale brown solid (131 mg, 50% yield).[00437 ] 1H NMR (CDCl3, 400 MHz) delta 3.18 (4H, t), 3.67 (4H, t), 6.81 (IH, s), 7.31 (IH, t), 7.54 (1 H, t), 7.62 (IH, d), 7.82 (IH, d), 8.97 (IH, s); MS (ES+) 214.

19493-45-9 3-Chloroisoquinoline 640968, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/94992; (2008); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

23707-37-1, Isoquinolin-7-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 117 [N-(4-TERT-BUTYL-PHENYL)-2-(ISOQUINOLIN-7-YLAMINO)-BENZAMIDE] Step A: Preparation of [2- (ISOQUINOLIN-7-YLAMINO)-BENZOIC] acid ethyl ester A mixture of 2-bromo-benzoic acid ethyl ester [(458] mg, 2.0 mmol), 7-aminoisoquinoline (144 mg, 1.0 mmol), Pd (OAc) [2] (11 mg), BINAP [(30] mg) and [K2CO3] (414 mg) in 1 mL of toluene was stirred in a sealed tube for 16 h at [105 C.] The reaction was cooled to RT, diluted with 20 mL of [CH2C12,] filtered through [CELITE] concentrated, and purified by flash column chromatography to obtain the titled compound as an oil. MS [(ES+)] : 293.3 (M+H) [+.] [CALC’D] for [C18HL6N202-292.]

The synthetic route of 23707-37-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AMGEN INC.; WO2004/5279; (2004); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

80278-67-7, Isoquinoline-5-carbaldehyde is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a dry sealed tube, intermediate 12e (92?mg, 0.530?mmol, 1.0 equiv) and isoquinoline-5-carboxaldehyde (83?mg, 0.530?mmol, 1.0 equiv) was dissolved in anhydrous acetonitrile (3?mL). Tributylphosphine (301?muL, 244?mg, 1.195?mmol, 2.25 equiv) was added and the sealed reaction was heated at 90?¡ãC in an oil bath for 22?h, protected from light. After the reaction was allowed to cool to room temperature, the solvent was removed under vacuum. The crude material was washed with methanol and diethyl ether to afford 21 as a yellow precipitate which was filtered and dried under vacuum (40?mg, 0.148?mmol). Yield 28percent. HPLC RT 12.20?min; HPLC purity 98.96percent. 1H NMR (400?MHz, Acetone-d6) delta: 10.57 (s, 1H), 9.28 (d, J?=?0.8?Hz, 1H), 8.56 (d, J?=?6.0?Hz, 1H), 8.22 (d, J?=?6.0?Hz, 1H), 8.17-8.11 (m, 2H), 7.98 (d, J?=?8.2?Hz, 1H), 7.90 (d, J?=?16.2?Hz, 1H), 7.78 (d, J?=?2.5?Hz, 1H), 7.69 (t, J?=?7.7?Hz, 1H), 7.62 (d, J?=?16.2?Hz, 1H), 7.53-7.47 (m, 1H), 7.29-7.14 (m, 2H). 13C NMR (100?MHz, Acetone-d6) delta: 154.07, 151.28, 147.70, 143.48, 138.48, 136.75, 129.59, 128.49, 127.67, 126.60, 124.40, 123.17, 121.19, 120.89, 116.74, 116.54, 115.67, 112.82. LC-MS (ESI): m/z 272.1 [M + H]+.

80278-67-7 Isoquinoline-5-carbaldehyde 7016853, aisoquinoline compound, is more and more widely used in various.

Reference£º
Article; See, Cheng Shang; Kitagawa, Mayumi; Liao, Pei-Ju; Lee, Kyung Hee; Wong, Jasmine; Lee, Sang Hyun; Dymock, Brian W.; European Journal of Medicinal Chemistry; vol. 156; (2018); p. 344 – 367;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.80278-67-7,Isoquinoline-5-carbaldehyde,as a common compound, the synthetic route is as follows.

General procedure: To a dried two-neck round-bottom flask containing DMF (0.7mL for 1.10mmol of starting material) chilled in an ice bath, POCl3 (1.95 equiv) was added slowly. After stirring for 20min, a solution of an indole derivative (1.0 equiv) in DMF (3mL for 1.10mmol of starting material) was added dropwise. The reaction was allowed to warm to room temperature and allowed to stir for 1.5h. The reaction was quenched by adding ice followed by 1N NaOH (40mL) dropwise in an ice bath. The crude mixture was allowed to stand at room temperature and the precipitate formed was filtered to afford the 3-formyl-indole derivative product.

As the paragraph descriping shows that 80278-67-7 is playing an increasingly important role.

Reference£º
Article; See, Cheng Shang; Kitagawa, Mayumi; Liao, Pei-Ju; Lee, Kyung Hee; Wong, Jasmine; Lee, Sang Hyun; Dymock, Brian W.; European Journal of Medicinal Chemistry; vol. 156; (2018); p. 344 – 367;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.62882-02-4,6-Chloroisoquinoline,as a common compound, the synthetic route is as follows.

General procedure: 1,2,3,4-Tetrahydro-isoquinoline(1g, 7.5 mmol) was dissolved in 5 mL of anhydrous acetonitrile. Then to thissolution was slowly added 2-chloro- or 2-bromo-benzyl compound (7.5 mmol) and the reaction was carried out overnight at room temperature. The solvent wasremoved under reduced pressure. The residue was resuspended in 1 ml of DMSO andpurified using C18 flash chromatography as described above.

As the paragraph descriping shows that 62882-02-4 is playing an increasingly important role.

Reference£º
Article; Farha, Maya A.; Koteva, Kalinka; Gale, Robert T.; Sewell, Edward W.; Wright, Gerard D.; Brown, Eric D.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 3; (2014); p. 905 – 910;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.61563-43-7,Isoquinoline-8-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: To a suspension of the acid(0.25 mmol, 1.00 equiv) and N,N,N0 ,N0-tetramethyl-O-(1H-benzotriazol-1-yl)uronium hexafluorophosphate (HBTU) (0.25 mmol,1.00 equiv) in CH2Cl2 (2.5 mL), under an air atmosphere, at ambienttemperature, was added diisopropylethylamine (0.1 mL,0.58 mmol, 2.34 equiv) and the mixture was stirred for 25 min.2-((5-(Trifluoromethyl)pyridin-2-yl)sulfonyl)ethan-1-aminiumchloride(14) (0.26 mmol, 1.05 equiv) and CH2Cl2 (5 mL) were thenadded and the mixture was stirred for 48 h. The reaction wasquenched with aqueous HCl (1 M, 2 mL), followed by H2O(10 mL) and EtOAc (20 mL). The mixture was transferred to a separatoryfunnel and the flask rinsed with EtOAc (10 mL). The organicphase was separated, washed with saturated aqueous NaHCO3(15 mL) and dried over anhydrous Na2SO4. The solvent was thenremoved under reduced pressure, at or below 40 C, to afford thecrude product. Purification was performed as indicated for eachcompound below 5.3.6.12 N-(2-((5-(Trifluoromethyl)pyridin-2-yl)sulfonyl)ethyl)isoquinoline-8-carboxamide (42) The title compound was prepared from isoquinoline-8-carboxylic acid (0.043 g, 0.25 mmol). The crude product was purified by flash chromatography on silica gel (0:100-60:40/EtOAc:Heptane) affording a colourless solid (0.032 g, 0.08 mmol, 31%). 1H NMR (600 MHz, DMSO-d6) delta 9.58 (s, 1H), 9.18-9.15 (m, 1H), 8.71 (t, J = 5.4 Hz, 1H), 8.56 (dd, J = 8.2, 2.3 Hz, 1H), 8.54 (d, J = 5.7 Hz, 1H), 8.32 (d, J = 8.1 Hz, 1H), 8.05 (d, J = 8.2 Hz, 1H), 7.86 (d, J = 5.6 Hz, 1H), 7.76 (dd, J = 8.3, 7.1 Hz, 1H), 7.62 (dd, J = 7.2, 1.1 Hz, 1H), 3.93 (t, J = 6.5 Hz, 2H), 3.79 (q, J = 6.3 Hz, 2H). 13C NMR (151 MHz, DMSO-d6) delta 167.0, 159.9 (br s), 150.0, 147.0 (q, J = 3.9 Hz), 142.7, 136.8 (q, J = 3.6 Hz), 135.2, 133.7, 129.1, 128.6, 128.3 (q, J = 33.1, 32.7 Hz), 126.4, 124.6, 122.5 (q, J = 273.3 Hz), 122.1, 120.2, 50.5, 33.3 (q, J = 32.8 Hz). HRMS (ESI) Calcd for C18H14F3N3NaO3S [M+Na]+: 432.0600; found 432.0598 (0.5 ppm). HPLC (CH3OH:H2O/50:50, 1 mL/min, 254 nm) tr(minor) 4.41 min (<1%), tr(minor) 4.54 min (<1%), tr(minor) 8.00 min (<1%), tr(major) 9.23 min (99%). The synthetic route of 61563-43-7 has been constantly updated, and we look forward to future research findings. Reference£º
Article; Kaupang, Asmund; Kase, Eili Tranheim; Vo, Cecilie Xuan Trang; Amundsen, Marthe; Vik, Anders; Hansen, Trond Vidar; Bioorganic and Medicinal Chemistry; vol. 24; 2; (2016); p. 247 – 260;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem