Analyzing the synthesis 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

Step-3: Synthesis of tert-butyl 6-((1-(2-(2-fluoropropan-2-yl)pyridin-4-yl)-2-isopropyl-3-oxo-2,3-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)amino)-3,4-dihydroisoquinoline-2(1H)-carboxylate To a stirred solution of 1-(2-(2-fluoropropan-2-yl)pyridin-4-yl)-2-isopropyl-6-(methylthio)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one (150 mg, 0.415 mmol, 1.0 eq) in (5 mL) of toluene was added m-CPBA (143.4 mg, 0.830 mmol, 2.0 eq) and allowed to stir at rt for 30 min. tert-butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate (123 mg, 0.498 mmol, 1.2 eq) and DIPEA (0.3 mL, 1.662 mmol, 4.0 eq) were added and allowed to stir at 80 C. for overnight. Solvent was evaporated and reaction mass was diluted with water and extracted with EtOAc (30 mL*2). The combined organic layer were dried over sodium sulphate, concentrated under reduced pressure purified by column chromatography (Combiflash, elution-0-70% EtOAc in Hexane) to afford the desired compound, tert-butyl 6-((1-(2-(2-fluoropropan-2-yl)pyridin-4-yl)-2-isopropyl-3-oxo-2,3-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)amino)-3,4-dihydroisoquinoline-2(1H)-carboxylate (52 mg, 22.30%) as yellow liquid.

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

Reference£º
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; Gupta, Ashu; KUMAR, Varun; (498 pag.)US2019/106427; (2019); A1;,
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New learning discoveries about 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.

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

Preparation of intermediate 235 was performed via 2 reactions as reported below.Reaction 1: N-bromosuccinimide (716 mg; 4.03 mmol) was added portionwise at 0C to a solution of t-Butyl-6-amino-3,4-dihydroisoquinoline-2-carboxylate (1 g; 4.03 mmol) inDCM (20 mL). The reactiocn mixture was stirred at room temperature for 2 hours, poured onto a 10% aqueous solution of K2C03 and extracted with DCM.Reaction 2: N-bromosuccinimide (2.08 g; 11.68 mmol) was added portionwise at 0C to a solution of t-Butyl-6-amino-3,4-dihydroisoquinoline-2-carboxylate (2.9 g; 11.68 mmol) inC (60 mL). The reaction mixture was stirred at room temperature for 2 hours, poured onto a 10% aqueous solution of K2C03 and extracted with DCM.The two residues were combined and purified by chromatography over silica gel (irregular SiOH, 80g; mobile phase: gradient from 20% EtOAc, 80% heptane to 40% EtOAc, 60%hetptane). The pure fractions were collected and evaporated to dryness yielding 2.8 g (54%) of intermediate 235.

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; JANSSEN PHARMACEUTICA NV; STANSFIELD, Ian; QUEROLLE, Olivier, Alexis, Georges; LIGNY, Yannick, Aime, Eddy; GROSS, Gerhard, Max; JACOBY, Edgar; MEERPOEL, Lieven; GREEN, Simon, Richard; HYND, George; KULAGOWSKI, Janusz, Jozef; MACLEOD, Calum; MANN, Samuel, Edward; (419 pag.)WO2018/2219; (2018); A1;,
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Simple exploration of 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.

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;,
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Simple exploration of 164148-92-9

164148-92-9, The synthetic route of 164148-92-9 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.164148-92-9,tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.

A toluene solution of 6-amino-2N-Boc-1,2,3,4-tetrahydroisoquinoline (248 mg), 2-chlorobenzothiazole (186 mg), palladium acetate (22 mg), cesium carbonate (651 mg), and Xanphos (58 mg) was stirred at 120C for 1 hour under microwave irradiation. The reaction solution was purified by column chromatography to obtain the title compound (381 mg, quantitative yield). 1H NMR (400 MHz, CDCl3) : delta (ppm) = 7.77 (1H, d, J = 8.2 Hz), 7.69 (1H, d, J = 7.8 Hz), 7.40-7.29 (3H, m), 7.25-7.19 (2H, m), 4.69 (2H, s), 3.70 (2H, t, J = 5.3 Hz), 2.90 (2H, t, J = 5.7 Hz), 1.50 (9H, s).

164148-92-9, The synthetic route of 164148-92-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Daiichi Sankyo Company, Limited; EP2256105; (2010); A1;,
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Downstream synthetic route of 941294-25-3

As the paragraph descriping shows that 941294-25-3 is playing an increasingly important role.

941294-25-3,941294-25-3, 1,3-Dichloro-7-fluoroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of Compound 210C (3.0 g, 14 mmol) in acetic acid (10 mL) was added 55% aqueous HI solution (5 mL) and stirred at 100 C for 16 hours. The mixture was concentrated under reduced pressure. The residue was diluted with saturated NaHCCh solution (100 mL), extracted with ethyl acetate (50 mL x 3), washed with water (50 mL) and brine (50 mL), dried over anhydrous sodium sulfate, concentrated, and purified with flash column chromatography on silica gel (ethyl acetate in petroleum ether, from 0% to 10% v/v) to afford Compound 210D. LC-MS (ESI) m/z: 182 [M+H]+; 1H-NMR (CDCh, 400 MHz): d (ppm) 7.52-7.55 (m, 1H), 7.58-7.61 (m, 1H), 7.75 (s, 1H), 7.78-7.82 (m, 1H), 9.05 (s, 1H).

As the paragraph descriping shows that 941294-25-3 is playing an increasingly important role.

Reference£º
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHAO, Qi; (737 pag.)WO2019/133770; (2019); A2;,
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Simple exploration of 190777-77-6

The synthetic route of 190777-77-6 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.190777-77-6,5-Bromoisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

-1. 5-Bromo-2-methyl-2H-isoquinolin-l-one. [00116] To a mixture of 5-bromo-2H-isoquinolin-l-one (Preparation 4-1, 615 mg, 2.75 mmol) and cesium carbonate (1.79 g, 5.50 mmol) in NN-dimethylformamide (4.5 mL) and acetonitrile (1 1 mL) was added methyl iodid, 190777-77-6

The synthetic route of 190777-77-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; OBSCHESTVO S OGRANICHENNOY OTVETSTVENNOST’YU “PANACELA LABS”; GUROVA, Katerina; RYDKINA, Elena; WADE, Varren; WO2015/20553; (2015); A1;,
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Simple exploration of 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.

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;,
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Some tips on 1082674-24-5

1082674-24-5 6-Bromoisoquinoline-1-carbonitrile 77174826, 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.1082674-24-5,6-Bromoisoquinoline-1-carbonitrile,as a common compound, the synthetic route is as follows.

Pd2dba3 (0.094 g, 0.10 mmol), BINAP (0.19 g, 0.31 mmol) and CS2CO3 (3.3 g, 10.3 mmol) were added to a degassed solution of 6-bromoisoquinoline-1 -carbonitrile (0.8 g, 3.4 mmol) in toluene (10 mL) followed by the addition of B5 (0.52 g, 3.8 mmol) under nitrogen atmosphere. The resulting reaction mixture was irradiated in a microwave at 1 10 C for 20 minutes. The reaction mixture was cooled to room temperature, diluted with EtOAc, filtered and the filtrate was washed with water. The organic layer was separated and the aqueous layer was extracted with EtOAc. The organic layers were combined, dried over Na2S04 and evaporated under reduced pressure to afford the crude mixture which was chromatographed on silica gel (100 – 200 mesh) using 25% EtOAc in petroleum ether to give B6 as a light brown solid (0.25 g, 25%). Rf: 0.4 (25% EtOAc/petroleum ether). Racemic: LCMS m/z = 288.1 (M + H). 1H NMR (300 MHz, CDCI3): delta 1.41 (d, J = 6.3 Hz, 3H), 2.27 – 2.38 (m, 1 H), 2.71 – 2.79 (m, 1 H), 3.30 – 3.38 (m, 1 H), 3.50 – 3.58 (m, 1 H), 4.38 – 4.44 (m, 1 H), 7.67 (d, J = 2.1 Hz, 1 H), 7.71 (dd, J = 2.1 , 9.3 Hz, 1 H), 7.83 (d, J = 5.7 Hz, 1 H), 8.35 (d, J = 9 Hz, 1 H), 8.61 (d, J = 5.7 Hz, 1 H). The racemic compound was chromatographed for enantiomeric separation. Conditions: Column: CHIRAL PAK IA, 4.6 X 250mm, 5 muGammaeta; Column ID: ANL_CHIR IA_145; Mobile Phase: A = hexane, B = isopropyl alcohol; ISOCRATIC: 60:40; FLOW: 0.8 mL/min; Column Temp: 25C; Eluent: EtOH Enantiomer of 8: Chiral HPLC purity: 99.38 % (retention time 12.55 minutes) LCMS m/z = 287.9 (M + H). 1 H NMR (300 MHz, cf6-DMSO): delta 1.30 (d, J = 6.3 Hz, 3H), 2.10 – 2.17 (m, 1 H), 2.65 – 2.76 (m, 1 H), 3.51 – 3.55 (m, 1 H), 3.70 – 3.79 (m, 1 H), 4.50 – 4.57 (m, 1 H), 7.81 (d, J = 2.1 Hz, 1 H), 7.87 (dd, J = 2.7, 9.0 Hz, 1 H), 8.20 (d, J = 5.4 Hz, 1 H), 8.28 (d, J = 9.0 Hz, 1 H), 8.64 (d, J = 5.7 Hz, 1 H)., 1082674-24-5

1082674-24-5 6-Bromoisoquinoline-1-carbonitrile 77174826, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; PFIZER INC.; CHEKLER, Eugene Lvovich Piatnitski; GILBERT, Adam Matthew; UNWALLA, Rayomand Jal; VERHOEST, Patrick Robert; ANDERSON, James Thomas; WO2015/181676; (2015); A1;,
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Analyzing the synthesis route of 21560-29-2

As the paragraph descriping shows that 21560-29-2 is playing an increasingly important role.

21560-29-2, 1-Chloro-6,7-dimethoxyisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6,7-Dimethoxy-3′,4′-dihydro-1’H-[1,2′]biisoquinolinyl. Palladium acetate (25 mg 0.112 mmol) and 2,2′-bis(diphenylphosphino)-1,1′-binaphtyl (209 mg, 0.335 mmol) were heated to 80 C. in toluene (25 mL) for 20 min. To the mixture was added 500 mg (2.24 mmol) of 1-chloro-6,7-dimethoxy-isoquinoline, 298 mg (2.24 mmol) of tetrahydroisoquinoline, and 4.47 mL (4.47 mmol) of a 1.0 M solution of potassium tert-butoxide in THF. After stirring at reflux for 4 h, the mixture was diluted with EtOAc, washed with water, dried over MgSO4 and concentrated. Silica gel chromatography (4:1 hexanes/EtOAc) provided 625 mg (87%) of the title compound as a yellow oil. The hydrochloride salt (387 mg) was obtained after treatment with concd. HCl in isopropanol and recrystallization from EtOH/MeOH., 21560-29-2

As the paragraph descriping shows that 21560-29-2 is playing an increasingly important role.

Reference£º
Patent; Pfizer Inc; US2005/182079; (2005); A1;,
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Simple exploration of 891782-60-8

891782-60-8 7-Bromo-3,4-dihydro-2H-isoquinolin-1-one 25067330, aisoquinoline compound, is more and more widely used in various fields.

891782-60-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.891782-60-8,7-Bromo-3,4-dihydro-2H-isoquinolin-1-one,as a common compound, the synthetic route is as follows.

To a stirred suspension of Sodium Hydride (NaH) (60% in oil, 115 mg, 2.83 mmol, 1.2 eq.) in Dimethylformamide (DMF, 5 mL) was added a solution of 7-bromo-3, 4-dihydro i soquinolin- 1 (2H)-one (500 mg, 2.36 mmol, 1.0 eq.) in DMF (5 mL), and the resultant mixture was stirred at ambient temperature for 1 hour. A solution of 1 -chl oro-3 -(3 , 4-dihydroi soquinolin- 2(lH)-yl)propan-2-ol (650 mg, 2.83 mmol, 1.2 eq.) in DMF (5 mL) was added, and the resultant mixture was heated to 70 C for additional 3 hours. The reaction mixture was treated with water and EA, and organic phase was separated. Organic phase was washed with water, dried over Na2S04, and was concentrated to dryness. The crude material was purified by a column chromatography (200-300 mesh silica gel, PE/EA = 2/1) to afford 7 -bromo-2-(3-(3, 4-dihydro isoquinolin-2(lH)-yl)-2-hydroxypropyl)-3,4-dihydroisoquinolin-l(2H)-one (270 mg, 28% yield) as a yellowish oil.

891782-60-8 7-Bromo-3,4-dihydro-2H-isoquinolin-1-one 25067330, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; PHARMABLOCK SCIENCES (NANJING), INC.; LIU, Liu; LI, Jin; YANG, Minmin; (126 pag.)WO2019/173804; (2019); A1;,
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