Day: November 12, 2020

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

80278-67-7, Isoquinolin-5-ylmethanol MDE 32040To a solution of isoquinoline-5-carboxaldehyde (0.65 g, 4.14 mmol) in absolute EtOH (20 mL) at 0¡ã C. in a 100 mL round-bottomed flask equipped with a magnetic stirrer was added NaBH4 (156 mg, 4.14 mmol) and the mixture was stirred overnight at RT.The solution was then cooled down to 0¡ã C. before quenching with 2.8 mL of a 6 N aq. HCl solution.The reaction mixture was stirred at RT for 15 min then basified with a 2 N aq. NaOH solution (8.3 mL).EtOH was removed at 40¡ã C. under vacuum and the residue was extracted with CH2Cl2 (2*50 mL).The organic phase was washed with brine (10 mL), dried over Na2SO4, filtered and concentrated at 40¡ã C. under vacuum.Purification by column chromatography (SiO2, eluent cyclohexane_EtOAc=100:0 to 75:25) gave, after evaporation and drying, isoquinolin-5-ylmethanol MDE 32040 as an off-white solid (536 mg, 81percent yield).MW: 159.19; Yield: 81percent; Off-white solid; Mp (¡ã C.): 101.2Rf: 0.25 (cyclohexane:EtOAc=75:25).1H-NMR (CDCl3, delta): 3.23 (broad s, 1H, OH), 5.13 (s, 2H, OCH2), 7.55 (dd, 1H, J=7.7 Hz, ArH), 7.76 (d, 1H, J=7.0 Hz, ArH), 7.86-7.88 (m, 2H, 2*ArH), 8.48 (d, 1H, J=6.0 Hz, ArH), 9.17 (s, 1H, ArH).13C-NMR (CDCl3, delta): 62.5, 116.8, 126.9, 127.7, 128.8, 129.2, 134.0, 136.0, 143.1, 152.9.MS-ESI m/z (percent rel. Int.): 160 ([MH]+, 100).

The synthetic route of 80278-67-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ExonHit Therapeutics SA; ALLERGAN, INC.; US2012/214837; (2012); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

26947-41-1, 3-Isoquinolinecarbonitrile is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,26947-41-1

a) Isoquinoline-3-amidoxime The title compound was prepared from isoquinoline-3-carbonitrile (364 mg, 2.36 mmol) and 50 wt percent hydroxylamine (160 muL, 2.61 mmol) similar to Example 36c, and yielded 439 mg (99percent) of light yellow solid. 1H NMR (DMSO-d6): 9.81 (s, 1H), 9.35 (s, 1H), 8.31 (s, 1H), 8.16 (dd, J=8.17, 0.75 Hz, 1H), 8.06 (d, J=7.97 Hz, 1H), 7.80 (ddd, J=8.24, 6.87, 1.37 Hz, 1H), 7.70 (ddd, J=8.11, 6.87, 1.24 Hz, 1H), 5.97 (s, 2H).

26947-41-1 3-Isoquinolinecarbonitrile 5076808, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Cai, Sui Xiong; Zhang, Han-Zhong; Drewe, John A.; Reddy, P. Sanjeeva; Kasibhatla, Shailaja; Kuemmerle, Jared Daniel; Ollis, Kristin P.; US2003/45546; (2003); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

201150-73-4, tert-Butyl 5-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-1: Synthesis of tert-butyl 5-(2-ethyl-1-(6-(2-hydroxypropan-2-yl)pyridin-2-yl)-3-oxo-2,3-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino)-3,4-dihydroisoquinoline-2(1H)-carboxylate To a stirred solution of 2-ethyl-1-(6-(2-hydroxypropan-2-yl)pyridin-2-yl)-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one (200 mg, 0.58 mmol, 1.0 eq) in 5 mL of Toluene was added m-CPBA (250 mg, 1.45 mmol, 2.5 eq.) and allowed to stir at rt for 30 minutes. tert-butyl 5-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate (140 mg, 0.58 mmol, 1.0 eq) and DIPEA (300 mg, 2.32 mmol, 4.0 eq) were added and allowed to stir at rt for 1 h. Progress of reaction was monitored by LCMS. After completion of reaction solvent was removed under reduced pressure, residue was diluted with 20 ml of water and extracted with ethyl acetate (50 mL*3). Combined organic layer was washed with water (20 ml*3), dried over anhydrous sodium sulfate and concentrated under reduced pressure. Crude was purified by flash chromatography to obtain 170 mg (53.79%) of tert-butyl 5-(2-ethyl-1-(6-(2-hydroxypropan-2-yl)pyridin-2-yl)-3-oxo-2,3-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino)-3,4-dihydroisoquinoline-2(1H)-carboxylate., 201150-73-4

The synthetic route of 201150-73-4 has been constantly updated, and we look forward to future research findings.

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;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.394-67-2,4-Fluoroisoquinoline,as a common compound, the synthetic route is as follows.

4-Fluoroisoquinoline (3.6 g) obtained in Reference Example 1 was dissolved in concentrated sulfuric acid (20 ml), and the solution was added dropwise with a solution of potassium nitrate (3.25 g, Wako Pure Chemical Industries) in concentrated sulfuric acid (28 ml) under cooling at -5¡ã C. so that the temperature of the reaction mixture should not exceed 5¡ã C. The reaction mixture was stirred at 0¡ã C. for 1 hour, poured into ice water, neutralized with 28percent aqueous ammonia (pH 8), and extracted 3 times with ethyl acetate (150 ml for each time). The combined organic layer was washed with saturated aqueous sodium hydrogencarbonate (300 ml), and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel chromatography (n-hexane:ethyl acetate=3:1) to obtain the title compound (2.2 g)., 394-67-2

The synthetic route of 394-67-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Asahi Kasei Pharma Corporation; US2009/48223; (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.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

51206-40-7, 1,4-Dibromoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,51206-40-7

A mixture of 1.00 g, 3.49 mMol of 1,4-dibromoisoquinoline (Intermediate A) from step 1 and 4-chloroaniline were melted together at 140. The reaction mixture turned into a deep red liquid and after about 10 minutes the reaction mixture solidified and was done. The reaction mixture was broken up and triturated with a 50/50 methanol/THF mixture then filtered and air dried without further purification. wt. 0.75 g, 64.4%, mp.=260-263. Rf=0.58 in 40% ethyl acetate in hexanes.

As the paragraph descriping shows that 51206-40-7 is playing an increasingly important role.

Reference£º
Patent; BAYER CORPORATION; EP1228063; (2009); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.215453-53-5,7-Bromoisoquinolin-1-amine,as a common compound, the synthetic route is as follows.

Example 1 (Compound No. 2 of table 1) 10-Bromo-2-pyridin-4-yl-4H-pyrimido[2,1-a]isoquinolin-4-one oxalate (1:1) ; To a mixture of 0.1g (0.38 mmol) of 7-bromoisoquinolin-1-amine (synthesis described in WO9847876) and 0.134g (0.69 mmol) of ethyl 3-(4-pyridinyl)-3-oxopropionate were added 0.059g (0.77 mmol) of ammonium acetate. The reaction mixture was heated at 140C for 12 hours. Then 2ml of Dowtherm A were added and the resulting mixture was allowed to stir at 210C for 8 hours. After cooling, water was added and the resulting solution was acidified using isopropanol hydrochloride 6N. Dowtherm A was extracted using diethyl ether and the aqueous phase was basified by an aqueous solution of sodium hydroxide (30%) and extracted with dichloromethane. The extracts were dried over sodium sulphate and evaporated. The residue obtained was purified by chromatography on silica gel eluting with a mixture of dichloromethane/methanol in the proportions 99/1 to 95/5 to give 0.041g (30%) of the desired compound which was transformed into the oxalate salt in the usual manner to give the pure product as a solid. MP: 244-246C RMN 1H (DMSO-d6; 200 MHz) delta (ppm) : 9.25 (s, 1H), 8.80 (d, 2H), 8.70 (d, 1H), 8.30 (d, 2H), 8.10 (dd, 1H), 8.00 (dd, 1H), 7.65 (d, 1H), 7.40 (s, 1H)., 215453-53-5

The synthetic route of 215453-53-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; sanofi-aventis; Mitsubishi Tanabe Pharma Corporation; EP2138495; (2009); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

891782-60-8,891782-60-8, 7-Bromo-3,4-dihydro-2H-isoquinolin-1-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

WXBB-2 (100.00 mg, 442.34 mumol, 1.00 eq), WX012-3 (110.00 mg, 900.38 mumol, 2.04 eq), cuprous iodide (43.00 mg, 225.78 mumol, 0.51 eq), 8-hydroxyquinoline (33.00 mg, 227.34 mumol, 39.29 muL, 0.51 eq), and potassium carbonate (92.00 mg, 665.65 mumol, 1.50 eq) were dissolved in dimethyl sulfoxide (15.00 mL), then purged with nitrogen three times, and the reaction was stirred at 130 C. for 16 hours. After the reaction was completed, the reaction solution was added with water (25 mL), and then extracted with dichloromethane (20 mL*3). The organic phases were combined, dried over anhydrous sodium sulfate (10 g), filtered and the filtrate was dried on a rotary evaporator. The obtained oil was separated and purified by Prep-TLC (ethyl acetate). Product WX012-4 was obtained, MSm/z: 268.1 [M+H]+.

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; FUJIAN COSUNTER PHARMACEUTICAL CO., LTD.; Wu, Chengde; Yu, Tao; Li, Ning; Chen, Shuhui; US2019/375728; (2019); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

486-73-7, Isoquinoline-1-carboxylic acid is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1-Hydroxybenzotriazole hydrate (1.47 equiv of acid), N-ethyl-N’-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.47 equiv of acid), N,N-diisopropylethylamine (3.45 equiv of acid), and corresponding acid were added to a solution of compound 10 (1.0 equiv of acid) in dichloromethane (0.1 M). The reaction mixture was stirred at room temperature for 12 h and then washed with water. The separated organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The concentrate was purified with silica gel column chromatography to afford compound 11., 486-73-7

The synthetic route of 486-73-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Lee, Seung Kyu; Choi, Kwang Hyun; Lee, Sang Jae; Lee, Jong Sun; Park, Ji Yun; Kim, B. Moon; Lee, Bong Jin; Bioorganic and Medicinal Chemistry Letters; vol. 21; 1; (2011); p. 133 – 136;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

22246-04-4, 7-Methoxy-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example IX: Synthesis of l-(7-butoxy-2-isopropyl-l,2,3,4-tetrahydro-isoquinoIin-4- yl)-cyclohexanol; Step 1: Synthesis of 2-isopropyl-7-methoxy-3,4-dihydro-2H-isoquinolin-l-one; To a slurry of sodium hydride (671 mg, 27.97 mmol) in tetrahydrofuran (5 mL) was added 7-methoxy-3,4-dihydro-2/J-isoquinolin-l-one, obtained in example IV (step 2), in tetrahydrofuran (5 ml) and isopropyl iodide (1.40 ml, 13.98 mmol). The reaction mixture was stirred for 1 h at 80 0C. The reaction mixture was quenched with water (15 mL) and extracted with EtOAc (3×30 mL). The combined organic layer was washed with water (2×30 mL) and brine (30 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to give crude material which was purified by column chromatography (silica gel, 2:98 MeOH : CHCl3) to yield the title compound (1.62 g, 79 %) as viscous liquid.ESIMS (m/z): 219.3 (M+l), 22246-04-4

The synthetic route of 22246-04-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PANACEA BIOTEC LIMITED; WO2009/118765; (2009); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem