Downstream synthetic route of 164148-92-9

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

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

A. 6-(Toluene-4-sulfonylamino)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert butyl ester To a mixture of 275 mg (1.10 mmol) of 6-amino-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester, 134 mg (1.33 mmol) of triethylamine in 6 mL of methylene chloride at 00C was added 233 mg (1.2 mmol) of toluenesulfonyl chloride in one portion. The mixture was allowed to warm to room temperature and was stirred overnight. An additional 62 mg (0.61 mmol) of triethylamine and 105 mg (0.55 mmol) of toluenesulfonylchloride was added and stirring was continued for an additional 4 h. The mixture was concentrated and the residue dissolved in ethyl acetate. The organic portion was washed twice each with 1 N NaOH and brine, dried over Na2 SO4 and the product was purified by silica gel chromatography (1:3 v/v ethyl acetate:hexane) to give 274 mg of 20A as a foam.

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

Reference£º
Patent; Pfizer Inc; US5936089; (1999); A;,
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Downstream synthetic route of 82827-09-6

As the paragraph descriping shows that 82827-09-6 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.82827-09-6,6-Bromoisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

82827-09-6, To an ice-cooling solution of 6-bromoisoquinolin-1(2H)-one (800 mg, 3.57 mmol) in DMF (8 mL) was added sodium hydride (160 mg, 3.93 mmol, 60%) in small portions, after the addition, the reaction system was warmed up to room temperature and stirred for 20min, iodoethane (800 mg, 5.36 mmol) was added. After the addition, the reaction system was stirred at room temperature for 2h, the reaction was quenched by addition of water (20 mL), extracted with ethyl acetate (20 mL ¡Á 2), the combined organic layers were washed with brine, dried over sodium sulfate, separation of organic phase, dried over anhydrous sodium sulfate, filtered and concentrated, the residue was purified by column chromatography on silica gel (ethyl acetate: petroleum ether = 1:4) to afford compound 15.1 (800 mg, yield: 91%) as a white solid

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

Reference£º
Patent; Shanghai de Novo Pharmatech Co., Ltd.; GAO, Daxin; WANG, Yuxun; CHEN, Shoujun; YANG, Heping; (101 pag.)EP3453707; (2019); A1;,
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Downstream synthetic route of 164148-92-9

164148-92-9, 164148-92-9 tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate 2756371, aisoquinoline compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.164148-92-9,tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of tert-butyl 6-amino-3,4-dihydroisoquinoline-2(lH)-carboxylate (3 g, 12mmol), 3,5-dibromo-l-methylpyrazin-2(lH)-one (2.68 g, lOmmol), and triethylamine (1.5 g, 15mmol) in IPA (50 mL) was heated at 70C for 15 h. The mixture was cooled to room temperature. The resulting yellow solids were collected by filtration and dried in vacuum to afford 120a as a yellow solid (2.83 g, 65 ).MS: [M+H]+ 435.

164148-92-9, 164148-92-9 tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate 2756371, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; GILEAD CONNECTICUT, INC.; GENENTECH, INC.; BARBOSA, Antonio, J., M.; BLOMGREN, Peter, A.; CURRIE, Kevin, S.; KRISHNAMOORTHY, Ravi; KROPF, Jeffrey, E.; LEE, Seung H.; MITCHELL, Scott A.; ORTWINE, Daniel; SCHMITT, Aaron, C.; WANG, Xiaojing; XU, Jianjun; YOUNG, Wendy; ZHANG, Honglu; ZHAO, Zhongdong; ZHICHKIN, Pavel E.; WO2011/140488; (2011); A1;,
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Analyzing the synthesis route of 63927-23-1

The synthetic route of 63927-23-1 has been constantly updated, and we look forward to future research findings.

63927-23-1, 5-Bromo-8-nitroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

63927-23-1, 3. Synthesis of 5-bromo-8-nitro-N-methylisoquinolinium iodide; Iodomethane (506 mmol) was added to a solution of 5-bromo-8-nitroisoquinoline (101 mmol) in N,N-dimethylformamide (200 mL) and the reaction mixture was maintained for 16 h at 40 C. The precipitated solids were collected by filtration, washed with ether (2¡Á250 mL), and dried to provide 5-bromo-8-nitro-N-methylisoquinolinium iodide in 83% yield as a red solid.

The synthetic route of 63927-23-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Memory Pharmaceuticals Corporation; US2010/16297; (2010); A1;,
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Some tips on 34784-05-9

As the paragraph descriping shows that 34784-05-9 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.34784-05-9,6-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

To a solution of 51.0 g (245.1 mmol) of 6-bromo-isoquinoline (3) in 800 ml of dichloromethane were added under mechanical stirring 90.6 g (367.6 mmol) of 3- chloro-benzenecarboperoxoic acid (70%). After stirring for 4 h at room temperature and standing overnight, saturated sodium hydrogen carbonate-solution was added until two clear layers were obtained. The dichloromethane solution was separated and washed with saturated NaCI-solution. The aqueous layers were extracted with a chloroform/isopropanol (3:1) mixture and the organic layers were combined, washed again with saturated NaCI-solution, dried over magnesium sulfate and evaporated. The obtained crude product (53,0 g) was used without further purification. Rt = 0.89 min (Method C). Detected mass: 226.2 (M+H+)., 34784-05-9

As the paragraph descriping shows that 34784-05-9 is playing an increasingly important role.

Reference£º
Patent; SANOFI-AVENTIS; WO2008/77552; (2008); A1;,
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Analyzing the synthesis route of 13130-79-5

13130-79-5, The synthetic route of 13130-79-5 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.13130-79-5,1-Bromoisoquinolin-3-amine,as a common compound, the synthetic route is as follows.

EXAMPLE 4 1-Bromo-3-aminoisoquinoline is reacted with an equimolar quantity of morpholine as described in Example 1 to give 1-morpholinyl-3-aminoisoquinoline. Yield: 92%. M.p.: 153-154 C.

13130-79-5, The synthetic route of 13130-79-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Egyt Gyogyszervegyeszeti Gyar; US4324894; (1982); A;,
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New learning discoveries about 891785-28-7

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

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

891785-28-7, Step 1 To a cooled (0 C.), stirred suspension of C-1 (6.018 g, 26.98 mmol, 1.00 equiv.) in BMIM.BF4 (50 mL, 0.26 mol, 9.7 equiv.) was added NO.BF4 (3.90 g, 32.7 mmol, 1.21 equiv.) in several portions over 3 min. The mixture quickly changed in color from pale yellow-brown color to yellow-orange and warmed to ambient temperature with the evolution of nitrogen. After 15 min the effervescence subsided to produce a mobile yellow-orange suspension. After 60 min at RT the mixture was treated with sat’d. aq. NaHCO3, diluted with water and extracted with EtOAc. The lower of the three layers was discarded, and the upper EtOAc phase separated. The orange-brown middle layer was diluted with sufficient water to become homogeneous and again extracted with EtOAc. The combined EtOAc phases were washed with water and brine, dried (Na2SO4), filtered and concentrated in vacuo to afford 6.792 g of a pale brown crystalline solid. The crude residue was absorbed onto silica gel and purified by SiO2 chromatography eluting with an EtOAc/heptane gradient (0 to 30% EtOAc) to afford 4.248 g (70%) of 6-bromo-3-fluoroisoquinoline (C-2) as a white solid. 1H NMR (400 MHz, CDCl3) delta 8.94 (s, 1H), 8.00 (s, 1H), 7.86 (d, J=8.8 Hz, 1H), 7.63 (dd, J=8.8, 1.6 Hz, 1H), 7.17 (s, 1H). LCMS: MH+226.1/228.2.

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

Reference£º
Patent; Genentech, Inc.; Array BioPharma Inc.; Blake, Jim; Chen, Huifen; Chicarelli, Mark; Gaudino, John; Gazzard, Lewis; Kintz, Sam; Mohr, Pete; Robarge, Kirk; Schwarz, Jacob; Zhou, Aihe; US2014/66453; (2014); A1;,
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Downstream synthetic route of 13130-79-5

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

13130-79-5, 1-Bromoisoquinolin-3-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of Pd(OAc)2 (0.0403 mmol) and triphenylphosphine (0.201 mmol) in toluene (13.0 ml_) was stirred at rt under an inert atmosphere for 10 min. After that period, commercially available 3-amino-1 -bromoisoquinoline (1.34 mmol, 300 mg), anhydrous K2CO3 (2.02 mmol), and commercially available 4-methoxybenzeneboronic acid (2.69 mmol) were sequentially added. The resulting mixture was heated at 100 C in a sealed vial under an inert atmosphere overnight. After being cooled to rt, the mixture was diluted with water and extracted with EtOAc. The combined organic phases were dried over anhydrous sodium sulphate and concentrated under vacuum. The crude residue was purified by flash column chromatography over silica gel, eluting with a 7:3 petroleum ether/EtOAc mixture as the eluent to afford intermediate V (97% yield). [1H-NMR (CDC ) d (ppm): 3.89 (s, 3H), 4.48 (bs, 2H), 6.72 (s, 1 H), 7.04 (AA?XX?, 2H, JAX = 8.8 Hz, JAAVXX? = 2.5 Hz), 7.17 (ddd, 1 H, J = 8.6, 6.7, 1.2 Hz), 7.47 (ddd, 1 H, J= 8.4, 6.7, 1.2 Hz), 7.57 (d, 1 H, J = 8.4 Hz), 7.62 (AA?XX?, 2H, JAX = 8.8 Hz, JAAVXX = 2.5 Hz), 7.90 (dd, 1 H, J= 8.5, 0.8 Hz).]

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

Reference£º
Patent; UNIVERSITA’ DI PISA; CALDERONE, Vincenzo; MINUTOLO, Filippo; TUCCINARDI, Tiziano; TESTAI, Lara; GRANCHI, Carlotta; MARTELLI, Alma; CITI, Valentina; DE LORENZO GARDINAL, Virginia; LENZI, Giulia; LEO, Francesca; MALLOGGI, Giulia; (0 pag.)WO2019/162911; (2019); A1;,
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Simple exploration of 852570-80-0

852570-80-0 5-Bromoisoquinolin-1-amine 33778566, aisoquinoline compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.852570-80-0,5-Bromoisoquinolin-1-amine,as a common compound, the synthetic route is as follows.,852570-80-0

General procedure: Step 1: A glass vial was charged with corresponding bromo-heteroaryl compound (0.20mmol, 1eq), potassium metabisulfite (88mg, 0.40mmol, 2eq), tetrabutylammonium bromide (70mg, 0.22mmol, 1.1eq), sodium formate (15mg, 0.22mmol, 1.1eq), palladium(II) acetate (5mg, 0.02mmol, 0.1eq), triphenylphosphine (16mg, 0.06mmol, 0.3eq), 1,10-phenanthroline (11mg, 0.06mmol, 0.3eq). After sealing, the vial was flushed with argon for 30min and the reagents were suspended in dry, degassed DMSO (1mL) and the reaction mixture was stirred for 4h at 70C. After cooling to RT N,N-Diisopropylethylamine (70muL, 0.40mmol, 2eq) and a solution of tert-butyl (E)-(2-aminoethyl)(3-(4-(pyridin-3-yl)phenyl)allyl)carbamate (63) (106mg, 0.30mmol, 1.5eq) in dry THF (1mL) were added and the reaction mixture was cooled to 0C. Subsequently a solution of N-bromosuccinimide (62mg, 0.40mmol, 2eq) in dry THF (1mL) was added and the reaction mixture was allowed to come to RT. After stirring for 1h the reaction was quenched by adding H2O (1mL) and brine (2mL). The resulting mixture was extracted with EtOAc. The combined organic layers were dried over Na2SO4, filtered and the solvent removed under reduced pressure. The residue was purified via flash-column-chromatography (SiO2, 0% to 5% MeOH in DCM) to yield the desired Boc-protected product, which was used directly in step 2.

852570-80-0 5-Bromoisoquinolin-1-amine 33778566, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Article; Grimm, Sebastian H.; Gagestein, Berend; Keijzer, Jordi F.; Liu, Nora; Wijdeven, Ruud H.; Lenselink, Eelke B.; Tuin, Adriaan W.; van den Nieuwendijk, Adrianus M.C.H.; van Westen, Gerard J.P.; van Boeckel, Constant A.A.; Overkleeft, Herman S.; Neefjes, Jacques; van der Stelt, Mario; Bioorganic and Medicinal Chemistry; vol. 27; 5; (2019); p. 692 – 699;,
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Simple exploration of 147497-32-3

147497-32-3 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one 21865450, aisoquinoline compound, is more and more widely used in various fields.

147497-32-3, 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a round bottomed flask charged with 6-Bromo-3,4-dihydro-2H-isoquinolin-l-one (16.9 g, 74.7 mmol), cyclopropylboronic acid (9.45 g, 1.5 equiv), tricyclohexylphosphine (1.04 mg, 0.025 equiv), and K3PO4 hexahydrate (50 g, 2 equiv) in toluene (210 mL) and H2O (15 mL) was added Pd(OAc)2 (100 mg, 0.05 equiv). The combined mixture was heated for 4 h at 100 0C. The reaction mixture was cooled, filtered and washed with toluene. The organic phase was parti- tioned and washed with water and brine, dried over Na2SO4, filtered and concentrated to an oil. Addition of hexanes produced 6-Cyclopropyl-3,4-dihydro-2H-isoquinolin-l-one as a tan solid (13.6 g). MS (ESI) 187.1 (M + H)+., 147497-32-3

147497-32-3 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one 21865450, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; WO2009/98144; (2009); A1;,
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