Category: 1350643-72-9

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1350643-72-9,(S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

A mixture of (S)-3-(l-aminoethyl)-8-chloro-2-phenylisoc]uinolm-l(2H)-one (202 mg, 0.676 fflffiol), 6-chloro-5-iodo-pyrimidm-4-arnine (257mg, 1.0 mmol) and triethylamine (340 mg, 3.36 mmol) in n-BuOH (2.0 ml) was heated to reflux and stirred further for 47 hours, then cooled to it, and concentrated in vacuo. The residue was purified by a silica gel column chromatography (DCM/MeOH (v/v) = 100/1) to give the title compound as a yellowish solid (145 mg, yield 41%). MS (ESI, pos. ion) m/z: 517.6 [M+H]+., 1350643-72-9

The synthetic route of 1350643-72-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; WANG, Liang; WANG, Tingjin; WU, Weibin; (123 pag.)WO2015/175579; (2015); 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.1350643-72-9,(S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

To a suspension of 6-chloro-5-(2-methyl-2H-tetrazol-5-yl)pyrimidin-4-amine (30 mg, 0.142 mmol) and (S)-3-(1-aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one (44 mg, 0.149 mmol) in n-BuOH (3 mL) was added DIPEA (37 mg, 0.284 mmol). The resulted mixture was heated at reflux for 42 hours and monitored by TLC (PE/EtOAc, v/v, 1/3). The mixture was cooled to room temperature and concentrated in vacuo. The residue was diluted with EtOAc (15 mL), washed with water (15 mL) and brine (10 mL). The organic phase was dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a preparative TLC (PE/EtOAc (v/v)=1/4) to give the title compound as a pale yellow solid (35 mg, 52.1%). [0633] MS (ESI, pos, ion): 474.1 [M+H]+; HPLC: 91.4%; [0634] 1H NMR (400 MHz, CDCl3) delta (ppm): 8.79 (d, J=6.8 Hz, 1H), 8.01 (s, 1H), 7.56-7.32 (m, 8H), 6.58 (s, 1H), 5.11 (d, J=6.9 Hz, 1H), 4.52 (s, 3H), 1.53 (d, J=6.8 Hz, 3H)., 1350643-72-9

1350643-72-9 (S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one 66607319, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; Xi, Ning; Wang, Liang; Wang, Tingjin; US2015/87658; (2015); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1350643-72-9, (S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a mixture of compound (C-3) (3.0 mmol, 1.0 eq) and 2,4-dichloro-3-nitropyridine (3.0 mmol, 1.0 eq) in EtOH (10 mL), triethylamine (6.0 mmol, 2.0 eq) is added and the resulting mixture is stirred at reflux overnight. The mixture is allowed to cool to RT and then concentrated in vacuo. The resultant residue is purified by flash column chromatography on silica gel (1% MeOH-DCM) to afford the product (I-1)., 1350643-72-9

1350643-72-9 (S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one 66607319, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; INFINITY PHARMACEUTICALS INC.; INTELLIKINE, LLC; CASTRO, Alfredo, C.; EVANS, Catherine, A.; LESCARBEAU, Andre; LIU, Tao; SNYDER, Daniel, A.; TREMBLAY, Martin, R.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina; WO2013/12918; (2013); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1350643-72-9, (S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4 mg (0.013 mmol) of 4-chloro-6-fluoro-8-(4-methoxybenzyl)pyrido[2,3-d]pyrimidine-5(8H)-one prepared in step 5 and 4 mg (0.014 mmol) of (S)-3-(1-aminoethyl)-8-chloro-2-phenylisoquinoline-1(2H)-one were dissolved in 1 mL of anhydrous dimethylsulfoxide (DMSO), to which 6.6 muL (0.039 mmol) of diisopropylethylamine (DIPEA) was added, followed by stirring at 70 C. for 5 hours. The reaction mixture was cooled down to room temperature. Ethyl acetate and water were added thereto, followed by extraction. The extracted organic layer was dried (Na2SO4), filtered, and concentrated under reduced pressure. The residue was separated by column chromatography (SiO2, eluent: hexane/ethyl acetate, 4/1->hexane/ethyl acetate, 1/1) to give 6 mg of the target compound (S)-4-((1-(8-chloro-1-oxo-2-phenyl-1,2-dihydroisoquinoline-3-yl)ethyl)amino)-6-fluoro-8-(4-methoxybenzyl)pyrido[2,3-d]pyrimidine-5(8H)-one as a pale yellow solid (0.010 mmol, yield: 82%). 1H NMR (300 MHz, CDCl3) delta 10.53 (d, J=6.6 Hz, 1H), 8.31 (s, 1H), 7.61 (d, J=6.9 Hz, 1H), 7.47-7.57 (m, 2H), 7.30-7.47 (m, 6H), 7.22 (d, J=8.2 Hz, 2H), 7.88 (d, J=8.2 Hz, 2H), 6.58 (s, 1H), 5.38 (s, 2H), 4.95 (q, J=4.2 Hz, 5.2 Hz, 1H), 3.79 (s, 3H), 1.46 (d, J=6.9 Hz, 3H)., 1350643-72-9

As the paragraph descriping shows that 1350643-72-9 is playing an increasingly important role.

Reference£º
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; Lee, Ge Hyeong; Lim, Hee-Jong; Cho, Heeyeong; Park, Woo Kyu; Kim, Seong Hwan; Choi, Jung Hwan; (148 pag.)US2018/105527; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1350643-72-9, (S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Isoquinolinone 4 was prepared from compound 1 through a 3-step sequence. Compound 1 was prepared using Method I and was then converted to 2 by coupling with A-2 according to Method L. Compound 2 was converted to compound 3 according to Method M. Method L[00407] An (S)-3-(l -Aminoethyl)-isoquinolin-l(2H)-one (1-5) (115 mmol, 1.0 eq), Cl-Wd (173 mmol, 1.5 eq) and triethylamine (344 mmol, 3.0 eq) are dissolved in n-BuOH (350 mL) and the mixture is stirred at reflux for 16 h. The reaction mixture is cooled to RT and concentrated in vacuo. The residue is slurried in a mixture of H20 (200 mL) and ethyl acetate (100 mL) and stirred at RT for 30 min. The solid is then collected by filtration, rinsed with ethyl acetate (25 mL) and dried in vacuo to afford the product (L-1).[00408] General method for the elaboration of Wd heterocycles:, 1350643-72-9

1350643-72-9 (S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one 66607319, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; INTELLIKINE, INC.; INFINITY PHARMACEUTICALS, INC.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina; CASTRO, Alfredo, C.; EVANS, Catherine, A.; WO2011/146882; (2011); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1350643-72-9, (S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of amine 1 (3.35 mmol, 1.0 equiv) in methylene chloride (40 mL) was cooled to 0 C. and charged with triethylamine (1.0 equiv) and trifluoroacetic anhydride (1.0 equiv). The resulting mixture was stirred for 15 min then partitioned between ethyl acetate and a saturated aqueous sodium bicarbonate solution. The organic phase was separated, dried with sodium sulfate and concentrated to afford compound 251. ESI-MS m/z: 395.2 [M+H]+., 1350643-72-9

1350643-72-9 (S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one 66607319, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Intellikine LLC; Infinity Pharmaceuticals, Inc.; CASTRO, Alfredo C.; CHAN, Katrina; EVANS, Catherine A.; JANARDANANNAIR, Somarajannair; LESCARBEAU, Andre; LI, Liansheng; LIU, Tao; LIU, Yi; REN, Pingda; SNYDER, Daniel A.; TREMBLAY, Martin R.; US2013/267521; (2013); 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.1350643-72-9,(S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

Example 58 [0842] [0843] To a suspension of amine 1 (1.34 mmol, 1.0 equiv) in DMF (12 mL) was added DIEA (3.68 mmol, 2.0 equiv), and then Boc-anhydride (1.47 mmol, 1.1 equiv). The reaction mixture was stirred at RT overnight after which it was quenched with 6 M NaOH (100 muL) and stirred for 15 min, then diluted with water (60 mL) and HOAc (1 mL) and stirred in an ice bath for 30 min. The resulting precipitate was collected by filtration, washed with water (4¡Á10 mL) and dried in vacuo to provide the carbamate 63. ESI-MS m/z: 399.05 [M+H]+., 1350643-72-9

1350643-72-9 (S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one 66607319, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Intellikine LLC; Infinity Pharmaceuticals, Inc.; CASTRO, Alfredo C.; CHAN, Katrina; EVANS, Catherine A.; JANARDANANNAIR, Somarajannair; LESCARBEAU, Andre; LI, Liansheng; LIU, Tao; LIU, Yi; REN, Pingda; SNYDER, Daniel A.; TREMBLAY, Martin R.; US2013/267521; (2013); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1350643-72-9, (S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 1 was prepared in 3 steps from compound A according to the following procedures:Compound A was coupled to 2-((tert-butoxycarbonyl)amino)pyrazolo [1,5 -ajpyrimidine-3-carboxylic acid according to the following procedure: Compound A (27.4 mmol, 1.0 equiv), HOBt hydrate (1.2 equiv), 2-((tert- butoxycarbonyl)amino)pyrazolo [1 ,5-a]pyrimidine-3-carboxylic acid (1.05 equiv) and EDCI (1.25 equiv) were added to a 200 mL round bottomed flask with a stir bar. N,N-Dimethylfonnamide (50 mL) was added and the suspension was stirred at RT for 2 mi Hunig?s base (4.0 equiv) was added and after which the suspension became homogeneous and was stirred for 22h resulting in the formation of a solid cake in the reaction flask. The solid mixture was added to water (600 mL) and stirred for 3h. The resulting cream colored solid was filtered and washed with water (2 x 100 mL) and dried. The solid was then dissolved in methylene chloride (40 mL) after which trifluoroacetic acid (10 equiv, 20 mL) was added and the reaction was stirred for 30 mm at RT after which there is no more starting material by LC/MS analysis. The solution was then concentrated and coevaporated with a mixture of methylene chloride/ethanol (1:1 v/v) and then dried under high vacuum ovemight. The resulting solid was triturated with 60 mL of ethanol for lh and then collected via vacuum filtration. The beige solid was then neutralized with sodium carbonate solution (100 mL) and then transferred to a separatory funnel with methylene chloride (350 mL). The water layer was extracted with an additional 100 mL of methylene chloride. The combined organic layers were dried over sodium sulfate, filtered and concentrated under vacuum to provide a pale yellow solid that was purified using flash silica gel chromatography (Combiflash, 24g column, gradient of 0- 5% methanol/methylene chloride) to provide amide B. ESI-MS m/z: 459.4 [M+Hj+., 1350643-72-9

As the paragraph descriping shows that 1350643-72-9 is playing an increasingly important role.

Reference£º
Patent; INFINITY PHARMACEUTICALS, INC.; CRENIER, Louis; LESCARBEAU, Andre; SHARMA, Praveen; GENOV, Daniel G.; (324 pag.)WO2017/48702; (2017); 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.1350643-72-9,(S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

A mixture of (S)-3-(l-aminoethyl)-8-chloro-2-phenylisoquinolin-l(2H)-one (23 mg, 0.077mmol), 2,4-diamino-6-chloropyrimidine-5-carbonitrile (13 mg, 0.08 mmol), N,N- diisopropylethylamine (0.1 mL) and potassium fluoride (21 mg) in DMSO (1 mL) was heated at 90 C overnight. The reaction mixture was cooled to room temperature and EtOAc (20 mL) was added. The solution was washed with 0 (3 x 5mL), and concentrated in vacuo. The crude product was purified via column chromatography on silica gel (EtOAc/MeOH 20: 1) to provide the desired product, DWL-PI3K-3, as a white solid (23 mg, yield 70%). MS: m/z = 432 (M+l)., 1350643-72-9

The synthetic route of 1350643-72-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THE TRUSTEES OF COLUMBIA UNIVERISTY IN THE CITY OF NEW YORK; LANDRY, Donald W.; DENG, Shi-Xian; XU, Xiaoming; DIACOVO, Thomas; (97 pag.)WO2019/28055; (2019); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1350643-72-9, (S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[001313] Compound 4 was prepared in 3 steps from compound A according to the following procedures: Compound A was prepared according to Method A. It was coupled to 2-((tert- butoxycarbonyl)amino)pyrazolo[l,5-a]pyrimidine-3-carboxylic acid according to the following procedure: Compound A (27.4 mmol, 1.0 equiv), HOBt hydrate (1.2 equiv), 2-((tert- butoxycarbonyl)amino)pyrazolo[l,5-a]pyrimidine-3-carboxylic acid (1.05 equiv) and EDC (1.25 equiv) were added to a 200 mL round bottomed flask with a stir bar. N,N-Dimethylformamide (50 mL) was added and the suspension was stirred at RT for 2 min. Hunig’s base (4.0 equiv) was added and after which the suspension became homogeneous and was stirred for 22h resulting in the formation of a solid cake in the reaction flask. The solid mixture was added to water (600 mL) and stirred for 3h. The resulting cream colored solid was filtered and washed with water (2 x 100 mL) and dried., 1350643-72-9

As the paragraph descriping shows that 1350643-72-9 is playing an increasingly important role.

Reference£º
Patent; INFINITY PHARMACEUTICALS, INC.; KUTOK, Jeffery, L.; WINKLER, David, G.; PALOMBELLA, Vito, J.; WO2015/143012; (2015); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem