Tag: M.W:200-300

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

Intermediate 34: 1 ,1-Dimethylethyl 6-r(1 H-pyrazol-4-ylcarbonyl)aminol-3,4-dihvdro- 2(1 HVisoalphauinolinecarboxylate; To a solution of 1 H-pyrazole-4-carboxylic acid (800 mg, 7.1 mmol), N-(3- dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (1.48 g, 7.74 mmol), 1- hydroxybenzotriazole hydrate (1.04 g, 7.74 mmol) and triethylamine (1.8 ml_, 12.9 mmol) in DCM was added 1 , 1 -dimethylethyl 6-amino-3,4-dihydro-2(1 /-/)- isoquinolinecarboxylate (1.6 g, 6.45 mmol) and the reaction mixture was stirred at room temperature for 9 days. The organic phase was washed with 1 N sodium hydroxide, dried over Na2SO4, filtered and evaporated under reduced pressure. The residue was purified by flash column chromatography eluting with DCM/MeOH: 90/10 to give the title compound as a solid (580 mg, 24%). LC/MS: m/z 341 (M-H)+, Rt: 2.70 min.

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

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/74824; (2008); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

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, [00344] 6-Bromo-3-fluoroisoquinoline: To a mixture of 6-bromoisoquinolin-3- amine (0.71 g, 3.18 mmol) in pyridine hydrofluoride (10 mL, 3.18 mmol) at -780C was carefully added sodium nitrite (0.26 g, 3.82 mmol). The reaction mixture was stirred at – 780C for 5 minutes. The reaction mixture was then warmed to room temperature over 40 minutes. The mixture was poured into an ice bath and the pH was adjusted to >9 with Na2CO3. The mixture was filtered to recover a yellow-purple solid. The solid was dissolved in EtOAc and water with stirring. The mixture was extracted with EtOAc (3 x 200 mL). The EtOAc was washed with brine, dried over Na2SO^ filtered and concentrated. The residue was taken up in DCM-MeOH and adsorbed onto silica gel. Purification by chromatography on silica gel eluting with EtOAc 0-7 % in hexanes provided the product (500 mg, 70 %). LCMS (API-ES) m/z: 226, 228 (M+H+).

The synthetic route of 891785-28-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AMGEN INC.; WO2009/11880; (2009); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

34784-05-9, 6-Bromoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a) 6-( 1 -piperazinyl)isoquinoline6-Bromoisoquinoline (333 mg, 1.60 1 mmol) and palladium(II) acetate (17.97 mg,0.080 mmol) were placed in a microwave vial followed by piperazine (827 mg, 9.60 mmol), sodium tert-butoxide (215 mg, 2.24 1 mmol), and p-xylene (10 mL). The vial was capped andflushed with nitrogen and tris(1,1-dimethylethyl)phosphane (1M solution in toluene, 80 uL,0.080 mmol) was injected into the vial via syringe. The reaction was stirred and heated to 120C for 1 h. The xylene was evaporated under reduced pressure and the crude product wastaken up in dichloromethane and washed with water (2x). The organic layer was filtered toremove the catalyst, dried with sodium sulfate, and evaporated under reduced pressure toafford the title product (300 mg, 88%), which was used without further purification.MS(ES)+ mle 214.2 [M+H].

34784-05-9, 34784-05-9 6-Bromoisoquinoline 313681, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXOSMITHKLINE LLC; ADAMS, Nicholas, David; KIESOW, Terence, John; WIGGALL, Kenneth; WO2013/177253; (2013); A2;,
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

7-bromo-3,4-dihydro-2H-isoquinolin-1-one (1.09 g) and tertbutyl 5-hydroxy-4-methyl-2,3-dihydro-1H-indole-1-carboxylate (1.00 g) in 1,4-dioxane (15mL) solution of copper iodide (I) (0.153 g), N,N-dimethylglycine (0.166 g) and cesium carbonate (2.61 g), and the mixture was stirred for 12 hours at 95 C. After cooling, the ethyl acetate was added to the reaction mixture, and the insoluble material was removed by filtration. The solvent was distilled off under reduced pressure, the residue was purified by column chromatography (ethyl acetate/hexane) to give the title compound (0.960 g) as a white solid.

The synthetic route of 891782-60-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DAIICHI SANKYO COMPANY LIMITED; NAGAMOCHI, MASATOSHI; GOTANDA, KENTOKU; NOGUCHI, TETSUJI; GOTO, TAIJI; SASAKI, JUNKO; TORIHATA, MUNEFUMI; YOSHINO, TOSHIHARU; ISOBE, TAKASHI; (97 pag.)JP2016/108257; (2016); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

34784-05-9, 6-Bromoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[00211] 6-Vinylisoquinoline: In a 250 mL round bottom flask, 6- bromoisoquinoline (5 g, 24 mmol)(commercially available from Kalexsyn Product List Order Number 2003-005) was dissolved in dioxane (50 ml). Vinyltributylstannane (9 mL, 29 mmol) was added and the solution was degassed with nitrogen for 10 minutes. Tetrakis(triphenylphosphine)palladium (3 g, 2 mmol) was added in one portion. The reaction mixture was stirred for 3 hours at 1000C. The reaction mixture was adsorbed onto silica gel, and purified by flash chromatography (5-30 %, EtOAc in hexane) to provide the product (3.0 g, 80 %). LCMS (API-ES) m/z (%): 156 (M+H+).

34784-05-9, 34784-05-9 6-Bromoisoquinoline 313681, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; AMGEN INC.; WO2009/11880; (2009); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

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-1: Synthesis of tert-butyl 6-((1-(2-(2-hydroxypropan-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-hydroxypropan-2-yl)pyridin-4-yl)-2-isopropyl-6-(methylthio)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one (200 mg, 0.5571 mmol, 1.0 eq) in (3.0 mL) of toluene was added m-CPBA (270 mg, 1.1142 mmol, 2.0 eq) and allowed to stir at rt for 1 h. tert-butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate (166 mg, 0.6685 mmol, 1.2 eq) and DIPEA (0.4 mL, 2.2284 mmol, 4.0 eq) were added and allowed to stir at rt for overnight. After completion of reaction, the reaction mixture was diluted with water and extracted with EtOAc (50 mL*2). The combined organic layer was washed with water (50 mL), brine solution (50 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford crude product, which was purified by flash chromatography [silica gel 100-200 mesh; elution 0-50% EtOAc in hexane] to afford the desired compound, tert-butyl 6-((1-(2-(2-hydroxypropan-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 (110 mg, 35.32%) as an off white solid.

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; 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.1165923-89-6,tert-Butyl 6-hydroxy-5-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.

1165923-89-6, To a solution of 1 ,1-dimethylethyl 6-hydroxy-5-methyl-3,4-dihydro-2(1 H)- isoquinolinecarboxylate (Preparation 168) (3.16g, 12 mmol) in DCM (50ml) at room temperature under nitrogen was added pyridine (1.94ml, 24 mmol) and the resulting solution was cooled to -300C before trifluoromethanesulfonic anhydride (2.23ml, 13.20 mmol) was added dropwise. The resulting mixture was stirred for 40min at this temperature, warmed to room temperature and concentrated. The residue was diluted with ethyl acetate and washed sequentially with a hydrochloric acid (1 N), saturated sodium hydrogen carbonate and brine. The solution was dried (MgSO4) and concentrated in vacuo to give 1 ,1-dimethylethyl 5-methyl-6- {[(trifluoromethyl)sulfonyl]oxy}-3,4-dihydro-2(1 H)-isoquinolinecarboxylate (4.85g, 102%) as a red oil which was used in the next step (Preparation 22) without further purification. LCMS (Method HpH): Retention time 1.46min, [M-H]” = 3941 H NMR (CDCI3): deltaH 7.10(1 H, d), 7.02(1 H, d), 4.58(2H, s), 3.68(2H, t), 2.76(2H, t), 2.25(3H, s), 1.49(9H, s).

1165923-89-6 tert-Butyl 6-hydroxy-5-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate 54756910, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXO GROUP LIMITED; BAILEY, James, Matthew; BIT, Rino, Antonio; DEMONT, Emmanuel, Hubert; HARRISON, Lee, Andrew; JONES, Katherine, Louise; SMETHURST, Christian, Alan, Paul; WITHERINGTON, Jason; WO2010/146105; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1109230-25-2, 5-Bromo-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 0.15 g of 5-bromo-3,4-dihydroisoquinolin-1(2H)-one in 5 cm3 of dimethylformamide is poured into a mixture containing 31 mg of sodium hydride (60% in oil) and 10 cm3 of dimethylformamide at a temperature close to 20 C. under an inert atmosphere. Then a solution of 0.2 g of 1-(1-bromoethyl)-4-fluorobenzene in 5 cm3 of dimethylformamide is poured into the reaction mixture. The latter is stirred for 20 h at a temperature close to 20 C. Water and ethyl acetate are added to the reaction mixture. After decanting, the organic phase is washed with a saturated aqueous solution of sodium chloride, dried over magnesium sulfate, filtered then concentrated using a rotary evaporator under reduced pressure (5 kPa). The 325 mg of crude product obtained are purified by filtration through a silica pellet (eluent: 20% ethyl acetate/80% cyclohexane). After concentrating the fractions under reduced pressure, 146 mg of 5-bromo-2-[1-(4-fluorophenyl)ethyl]-3,4-dihydroisoquinolin-1(2H)-one are obtained in the form of a thick pale yellow oil.NMR: ppm: 1.54 (d, J=7.3 Hz, 3H) 2.85 (m, 1H) 2.97 (m, 1H) 3.10 (m, 1H) 3.47 (m, 1H) 5.92 (q, J=7.3 Hz, 1H) 7.18 (t, J=8.8 Hz, 2H) 7.33 (t, J=8.1 Hz, 1H) 7.41 (dd, J=8.8, 5.9 Hz, 2H) 7.78 (dd, J=8.1, 1.4 Hz, 1H) 7.98 (dd, J=8.1, 1.4 Hz, 1H)LC-MS-DAD-ELSD: [M+H]+ m/z=348, 1109230-25-2

1109230-25-2 5-Bromo-3,4-dihydroisoquinolin-1(2H)-one 21865472, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; SANOFI-AVENTIS; US2010/197725; (2010); 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.1532-97-4,4-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

General procedure: An oven-dried, two-necked round-bottom flask containing a stir bar was charged with an aryl bromide 1 (1.0 mmol), Pd(OAc)2 (6.8 mg, 0.03 mmol), K2CO3 (165.9 mg, 1.2 mmol), TEMPO (15.6 mg, 0.1 mmol), N,N-(Boc)2-allylamine (308.8 mg, 1.2 mmol) and DMF (3.0 ml) under nitrogen at room temperature. Following degassing three times, the flask was placed in an oil bath, and the mixture was stirred and heated at 100 ¡ãC. After an appropriate reaction time (Tables 2 and 3), the flask was removed from the oil bath and cooled to room temperature. Water (20 ml) was added, and the mixture was extracted with CH2Cl2 (3.x.20 ml). The combined organic layer was washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo. The linear arylated allylamine was isolated out of the crude product by flash chromatography on silica gel using a mixture of ethyl acetate and hexane.

1532-97-4, 1532-97-4 4-Bromoisoquinoline 73743, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Article; Jiang, Zhen; Zhang, Lingjuan; Dong, Chaonan; Ma, Baode; Tang, Weijun; Xu, Lijin; Fan, Qinghua; Xiao, Jianliang; Tetrahedron; vol. 68; 24; (2012); p. 4919 – 4926;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.21902-40-9,1,3-Dichloro-5-methylisoquinoline,as a common compound, the synthetic route is as follows.

N-Bromosuccinimide (0.77 mL, 9.05 mmol) and AIBN (248 mg, 1.51 mmol) were added portionwise to a suspension of 1,3-dichloro-5-methylisoquinoline (1.60 g, 7.54 mmol) in degassed EtOAc (20 mL) at reflux under a nitrogen atmosphere. The resulting solution was stirred at reflux for 16 hours. The mixture was concentrated to provide an orange solid. The crude product was purified by flash silica chromatography with 40% DCM in heptane as eluent. Pure fractions were evaporated to dryness to afford 5-(bromomethyl)-1,3-dichloroisoquinoline (1.64 g, 75%) as a colourless solid., 21902-40-9

21902-40-9 1,3-Dichloro-5-methylisoquinoline 21518478, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Article; Holmes, Jane L.; Almeida, Lynsie; Barlaam, Bernard; Croft, Rosemary A.; Dishington, Allan P.; Gingipalli, Laksmaiah; Hassall, Lorraine A.; Hawkins, Janet L.; Ioannidis, Stephanos; Johannes, Jeffrey W.; McGuire, Thomas M.; Moore, Jane E.; Patel, Anil; Pike, Kurt G.; Pontz, Timothy; Wu, Xiaoyun; Wang, Tao; Zhang, Hai-Jun; Zheng, Xiaolan; Synthesis; vol. 48; 8; (2016); p. 1226 – 1234;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem