Category: 13130-79-5

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

To a solution of 4-biphenylacetic acid (1. [0G,] 4.7 [MMOL)] in 10 mi of anhydrous DMF was added HBTU (2.1g, 5.7 [MMOL)] and 1.0 ml of DIEA. The mixture was stirred at room temperature for 10 min, and then 1-bromo-3-isoquinolinamine (0.68g, 4.7 [MMOL)] was added. After stirring over night, the mixture was poured into water, acidified with 10% citric acid, and extracted with ethyl acetate. The organic extracts were washed with water and brine, dried over [NA2SO4.] After the condensation of the solvent, the residue was purified by flash column chromatography [(SIO2,] 1: [1] hexane: ethyl aceate) to provide the title compound (1.7g, 86%) as a light yellow solid. ‘H-NMR (400 MHz, [CDC . S)] : 3.83 (s, 3H), 7.33-7. 37 (m, 1H), 7.42-7. 48 (m, 4H), 7.52- 7.58 (m, 1 H), 7.60-7. 64 (m, 4H), 7.65-7. 70 (m, 1 H), 7.80 (d, 1 H,), 7. [61] (s, 1H), 8.18 (d, 1 H), 8.56 (s, 1H) ; LC/MS (m/z) : 418 (M+1) [+.]

13130-79-5, 13130-79-5 1-Bromoisoquinolin-3-amine 289845, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; TRANSTECH PHARMA, INC.; WO2004/14844; (2004); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

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

To a solution of 1-bromoisoquinolin-3-amine (200 mg, 0.897 mmol, Maybridge Chemical Co., Altrincham, UK) in tetrahydrofuran (5 mL) at rt was added sodium bis(trimethylsilyl)amide (1M solution in tetrahydrofuran, 1.79 mL, 1.79 mmol). The mixture was stirred for 10 mm before a solution of Boc-anhydnde (0.208 mL, 0.897 mmol) in THF (1 mL) was added. The reaction mixture was stirred for 5 mm before being diluted with sat. aq. NH4C1 (50 mL) and EtOAc (50 mL). The organic layer was separated, dried over Na2SO4, filtered, and concentrated. Purification by silica gel column chromatography eluting with 0-20% EtOAc in heptane afforded tert-butyl (1-bromoisoquinolin-3-yl)carbamate. m/z (ESI, +ve) 345.0 (M+Na)t

13130-79-5, 13130-79-5 1-Bromoisoquinolin-3-amine 289845, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; AMGEN INC.; LANMAN, Brian Alan; CEE, Victor J.; PICKRELL, Alexander J.; REED, Anthony B.; YANG, Kevin C.; KOPECKY, David John; WANG, Hui-Ling; LOPEZ, Patricia; ASHTON, Kate; BOOKER, Shon; TEGLEY, Christopher M.; (303 pag.)WO2018/119183; (2018); A2;,
Isoquinoline – Wikipedia
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.

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;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

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;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

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

To a solution of 1-bromoisoquinolin-3-amine (3.00 g, 13.5 mmol) and Et3N (3.8 mL, 27 mmol) in dichloromethane (50 mL) was added a solution of 1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)cyclopropanecarbonyl chloride (4.18 g, 13.5 mmol) in dichloromethane (50 mL). The resulting reaction mixture was allowed to stir at room temperature for 18 h. The reaction mixture was then washed with 1N aqueous NaOH (2¡Á200 mL), 1 N aqueous HCl (1¡Á200 mL) and saturated aqueous NaHCO3 (1¡Á200 mL). The organics were dried over sodium sulfate and evaporated. The resulting material was purified by silica gel chromatography eluting with 0-50% ethyl acetate/hexanes to yield N-(1-bromoisoquinolin-3-yl)-1-(2,2-difluorobenzo[d][1,3]-dioxol-5-yl)cyclopropanecarboxamide (4.2 g, 70%). ESI-MS m/z calc. 446.0, found 447.1 (M+1)+. Retention time 2.39 minutes.

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; HADIDA RUAH, SARA S.; Miller, Mark; Zhou, Jinglan; Bear, Brian; Grootenhuis, Peter; US2009/143381; (2009); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

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

General procedure: A roundbottomed flask was charged with 1-bromoisoquinolin-3-amine (4a, 0.300 g,1.34 mmol), 2-nitrophenylboronic acid (0.268 g, 1.61 mmol), Pd(PPh3)4(0.077 g, 0.067 mmol, 5 mol %), and Na2CO3 (0.284 g, 2.68 mmol) followed by adding toluene (8 mL), EtOH (4 mL) and H2O (0.5 mL). The mixture was flushed with argon for 5 min and, then, was heated under reflux for 12 h with magnetic stirring. After cooling to room temperature, the solvent was removed under reduced pressure. The residue was purified by flash column chromatography on silica using hexane/EtOAc (1:1) as the eluent yielding yellow crystals 3a (0.298 g, 84%, mp 154-155 C).

13130-79-5, 13130-79-5 1-Bromoisoquinolin-3-amine 289845, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Article; Balog, Jozsef; Riedl, Zsuzsanna; Hajos, Gyoergy; Tetrahedron Letters; vol. 54; 39; (2013); p. 5338 – 5340;,
Isoquinoline – Wikipedia
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-1-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 muL, 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 Na2SO4, filtered and concentrated. 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-WI); 90% homogenity index; LCMS: Anal. Calc. for [M+H]+ C13H4BrN2O: 293.03; found: 293.04.

13130-79-5, 13130-79-5 1-Bromoisoquinolin-3-amine 289845, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Bristol-Myers Squibb Company; US2009/233925; (2009); A1;,
Isoquinoline – Wikipedia
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-1-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 muL, 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 Na2SO4, filtered and concentrated. 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-WI); 90% homogenity index; LCMS: Anal. Calc. for [M+H]+ C13H4BrN2O: 293.03; found: 293.04.

13130-79-5, 13130-79-5 1-Bromoisoquinolin-3-amine 289845, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Bristol-Myers Squibb Company; US2009/233925; (2009); A1;,
Isoquinoline – Wikipedia
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 solution of 1-bromoisoquinolin-3-amine (200 mg, 0.897 mmol, Maybridge Chemical Co., Altrincham, UK) in tetrahydrofuran (5 mL) at rt was added sodium bis(trimethylsilyl)amide (1M solution in tetrahydrofuran, 1.79 mL, 1.79 mmol). The mixture was stirred for 10 min before a solution of Boc-anhydride (0.208 mL, 0.897 mmol) in THF (1 mL) was added. The reaction mixture was stirred for 5 min before being diluted with sat. aq. NH4Cl (50 mL) and EtOAc (50 mL). The organic layer was separated, dried over Na2SO4, filtered, and concentrated. Purification by silica gel column chromatography eluting with 0-20% EtOAc in heptane afforded tert-butyl (1-bromoisoquinolin-3-yl)carbamate. m/z (ESI, +ve) 345.0 (M+Na)+.

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

Reference£º
Patent; Amgen Inc.; LANMAN, Brian Alan; CHEN, Jian; REED, Anthony B.; CEE, Victor J.; LIU, Longbin; KOPECKY, David John; LOPEZ, Patricia; WURZ, Ryan Paul; NGUYEN, Thomas T.; BOOKER, Shon; NISHIMURA, Nobuko; SHIN, Youngsook; TAMAYO, Nuria A.; ALLEN, John Gordon; ALLEN, Jennifer Rebecca; (266 pag.)US2018/334454; (2018); A1;,
Isoquinoline – Wikipedia
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 1-(4-methoxyphenyl)cyclopropanecarboxylic acid (4.07 g, 21.17 mmol), thionyl chloride (4.64 mL, 63.52 mmol) and DMF (64 muL) were stirred at 50 C. for 3 hours, after which additional thionyl chloride (4 mL) and DMF (60 muL) were added and the mixture was stirred at 50 C. for 1 additional hour. The excess thionyl chloride was evaporated under reduced pressure. The resulting acid chloride was dissolved in anhydrous DCM (20 mL) and was slowly added to a cooled suspension of (0 C.) of 1-bromoisoquinolin-3-amine in DCM (50 mL) and Et3N (14.05 mL, 100.8 mmol). The reaction mixture was stirred at room temperature for 18 hours. The resulting mixture was diluted with DCM and washed with water (1¡Á30 mL), 1 N NaOH (2¡Á30 mL), 1 N HCl (1¡Á30 mL), saturated aqueous NaHCO3 (1¡Á30 mL) and brine (1¡Á30 mL). The organic layer was dried over anhydrous Na2SO4 and evaporated under reduced pressure. The crude product was purified by column chromatography on silica gel (0-50% ethyl acetate in hexane) to yield N-(1-bromoisoquinolin-3-yl)-1-(4-methoxyphenyl)cyclopropanecarboxamide (6.0 g, 75%) as a yellow solid. ESI-MS m/z calc. 396.05, found 397.3 (M+1)+. Retention time 2.24 minutes. 1H NMR (400.0 MHz, CDCl3) d 8.55 (s, 1H), 8.15 (d, J=8.5 Hz, 1H), 7.89 (s, 1H), 7.78 (d, J=8.2 Hz, 1H), 7.69-7.65 (m, 1H), 7.56-7.52 (m, 1H), 7.46-7.42 (m, 2H), 7.01-6.98 (m, 2H), 3.90 (s, 3H), 1.75 (dd, J=3.7, 6.8 Hz, 2H) and 1.21 (dd, J=3.7, 6.9 Hz, 2H) ppm.

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

Reference£º
Patent; HADIDA RUAH, SARA S.; Miller, Mark; Zhou, Jinglan; Bear, Brian; Grootenhuis, Peter; US2009/143381; (2009); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem