Category: isoquinoline

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.105627-79-0,Isoquinoline-5-sulfonyl chloride hydrochloride,as a common compound, the synthetic route is as follows.

To a solution of isoquinoline-5-sulfonyl chloride hydrochloride (930 mg) in THF (20 ml) were added DIPEA (2.2 eq.) and (S-methoxycarbonylmethyl-piperazine-1-carboxylic acid tert-butyl ester (1 eq.). The reaction mixture was stirred at room temperature overnight. The solvent was evaporated and the residue was taken in DCM. The DCM layer was washed with 1 N sodium carbonate and then, with brine. The organic layer was evaporated and the residue was purified by chromatography on C-18 (water/CH3CN 100/0 to 50/50) to afford the intermediate methyl ester as a white powder (66 % yield).

105627-79-0, The synthetic route of 105627-79-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DEVGEN N.V.; WO2008/49919; (2008); 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

To a stined 0 C solution of tert-butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate (1 g, 4.02 mmol) in DCM (15 mL) was added Et3N (1.7 mL, 12.07 mmol) followed by (CF3CO)20 (0.85 mL, 6.03 mmol). The ice bath was removed, and the reaction was stined at RT for 2 h. After completion of the reaction, the reaction was diluted with DCM (20 mL) washed with sat. NaHCO3 (2 x 20 mL), water (20 mL) and brine (20 mL), dried (Na2504) and evaporated under vacuum to afford tert-butyl 6-(2,2,2- trifluoroacetamido)-3,4-dihydro isoquinoline-2(1H)-carboxylate (1.2 g, 81%) as a brown solid; MS (ESI) mlz 289.4 [(M-tBu)+H].

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

Reference£º
Patent; ZENO ROYALTIES & MILESTONES, LLC; HUANG, Peter, Qinhua; BOREN, Brant, Clayton; BUNKER, Kevin, Duane; LIU, Hui; PALIWAL, Sunil; (99 pag.)WO2019/28008; (2019); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1082674-24-5, 6-Bromoisoquinoline-1-carbonitrile is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3. Synthesis of 6-amino isoquinoline (#F3). A solution of #F2 (4.5 g, 51.7 mmol), 6-bromoisoquinoline-1-carbonitrile (6.0 g, 25.9 mmol), BINAP (3.2 g, 5.1 mmol), Pd2(dba)3 (2.3 g, 2.6 mmol) and potassium phosphate (11.0 g, 51.7 mmol) in anhydrous DMSO (35 mL) was heated at 80 C. for 2 h. The complete disappearance of the 6-bromoisoquinoline-1-carbonitrile was observed on TLC. The reaction mixture was cooled to room temperature, filtered through a Celite pad and the filtrate was diluted with water (100 mL). The mixture was extracted with EtOAc (100 mL*3). The combined organic layers were dried over anhydrous sodium sulfate and concentrated under reduced pressure to give crude material. The product was purified by chromatography on silica gel (100-200 mesh) using 10% MeOH in DCM as eluant to give racemic #F3 as yellow solid (1.5 g, 24.3%). Rf: 0.4 (50% EtOAc in petroleum ether). Chiral HPLC: two enantiomers (61.0%, 39.0%). LCMS m/z=240.1 (M+H). H NMR (400 MHz, d6-DMSO): delta 2.19-2.27 (m, 1H), 2.36-2.45 (m, 1H), 3.67-3.84 (m, 3H), 4.02-4.07 (m, 1H), 4.33-4.39 (m, 1H), 5.09 (t, J=4.8 Hz, 1H), 6.83 (d, J=1.6 Hz, 1H), 7.33 (dd, J=8.8 Hz, J=2.0 Hz, 1H), 7.78 (d, J=6.4 Hz, 1H), 7.97 (d, J=8.8 Hz, 1H), 8.36 (d, J=5.6 Hz, 1H)., 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.; Anderson, James Thomas; Chekler, Eugene Lvovich Piatnitski; Ellsworth, Edmund L.; Erickson, Bruce Kipp; Gilbert, Adam Matthew; Ricketts, Anthony P.; Thompson, David P.; Unwalla, Rayomand Jal; Verhoest, Patrick Robert; US2014/155390; (2014); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1041423-26-0, 1,3-Dichloro-6-fluoroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 1,3 -dichloro-6- fluoroisoquinoline (2.5 g, 1 1.6 mmol) in acetic acid (40 mL) and hydriodic acid (20 mL, 45% aqueous solution) was added red phosphorus (0.9 g, 28.9 mmol) at ambient temperature. The resulting mixture was stirred for 4 hours at 100 C. After cooling down to ambient temperature, the resulting mixture was concentrated under reduced pressure. The residue was dissolved into dichloromethane (100 mL) and washed with saturated aqueous solution of sodium bicarbonate (2 x 100 mL). The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure to afford 3-chloro-6-fluoroisoquinoline as a dark grey solid: MS (ESI, m/z): 182.0 [M + 1]+; 1H MR (400 MHz, OMSO-d6) delta 9.24 (s, 1H), 8.32-8.29 (m, 1H), 8.04 (s, 1H), 7.82-7.76 (m, 1H), 7.66-7.61 (m, 1H)., 1041423-26-0

1041423-26-0 1,3-Dichloro-6-fluoroisoquinoline 46839960, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ABBAS, Walji; HOSTETLER, Eric; GRESHOCK, Thomas; LI, Jing; MOORE, Keith P.; BENNACEF, Idriss; MULHEARN, James; SELNICK, Harold; WANG, Yaode; YANG, Kun; FU, Jianmin; WO2015/188368; (2015); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

90806-58-9, 5-Methoxyisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,90806-58-9

Step 2: Synthesis of 1-amino-5-hydroxyisoquinoline monohydrobromide: 900 mg (5.66 mmol) of 5-methoxyisoquinoline was dissolved in 20 ml of xylene. 4.26 ml (28.3 mmol) of N,N,N’,N’-tetramethylenediamine and 1.17 g (30.0 mmol) of sodium amide were added to the obtained solution, and they were stirred at 140C for 1 hour. After the treatment with ethyl acetate as the extraction solvent in an ordinary manner, 10 ml of hydrobromic acid was added to the obtained crude product and they were heated under reflux for 6 hours. The solvent was evaporated to obtain the title compound. Yield: 240 mg (1.0 mmol)

90806-58-9 5-Methoxyisoquinoline 13754283, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Ajinomoto Co., Inc.; EP1065200; (2001); 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.23687-26-5,6-Aminoisoquinoline,as a common compound, the synthetic route is as follows.

EXAMPLE II N-(2-Hydroxyethyl)-N’-(isoquinolin-6-yl)-N-[4-[2-(methoxycarbonyl)ethyl]phenyl]-urea To 7.2 g of imidazole and 10.1 g of N,N’-carbonyldiimidazole in 100 ml of dimethylformamide are added dropwise, at a temperature of 0¡ã to 10¡ã C., 9.0 g of 6-aminoisoquinoline in 70 ml of dimethylformamide. After 2 hours stirring at ambient temperature, 15.3 g of N-(2-hydroxyethyl)-4-[2-(methoxycarbonyl)ethyl]aniline in 20 ml of dimethylformamide are added dropwise and the mixture is stirred for 21/2 days at ambient temperature. The mixture is diluted with 750 ml of ethyl acetate and extracted twice with water and saturated saline solution. The organic phase is separated off, dried and evaporated down. The residue is purified by chromatography over a silica gel column using ethyl acetate/methylene chloride/methanol=70:30:10. Yield: 4.8 g (19percent of theory), Rf value: 0.48 (silica gel; methylene chloride/methanol/ethyl acetate=20:1:1), 23687-26-5

The synthetic route of 23687-26-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Karl Thomae GmbH; US5519036; (1996); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.891785-28-7,6-Bromoisoquinolin-3-amine,as a common compound, the synthetic route is as follows.

891785-28-7, In a dry box, to the microwave test tube ( 20 ml volume) was added the 6-bromoisoquinolin-3-amine (1.0 g, 4.5 mmol) and the NaOMe (242.0 mg, 4.5 mmol) in 10 ml of DMSO. The microwave test tube was capped and moved from the dry box. The test tube was place into Microwave station to heat at 150 0C for 30 min. The crude residue was purified by a silica gel column to give 420 mg (yield 53.8 %). 1H NMR (400 MHz, DMSO-Cf6) ppm 2.44 (s, 3 H), 7.94 – 8.11 (m, 2 H), 8.17 (d, J = 8.56 Hz, 2 H), 8.82 (s, 1 H). MS m/z, (APCI); 175.1([M + H]+).

As the paragraph descriping shows that 891785-28-7 is playing an increasingly important role.

Reference£º
Patent; PFIZER PRODUCTS INC.; WO2007/125405; (2007); 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.151004-88-5,(R)-N-Cbz-3,4-dihydro-1H-isoquinolinecarboxylic acid,as a common compound, the synthetic route is as follows.

To N-Benzyloxycarbonyl-D-1,2, 3, 4-tetrahydro-isoquinoline-1-carboxylic acid (3.11 g, 10 mmol, made from commercially available D-1,2, 3, 4-tetrahydro- ISOQUINOLINE-1-CARBOXYLIC acid and O-BENZYLOXYCARBONYL-N-HYDROXYSUCCINAMIDE) in THF (10 mL) was added BH3 (1M solution in THF; 30 mL, 30 mmol) over 5 min, and the reaction mixture was stirred for 3 hours. Acetic acid (9 mL) in MEOH (90 mL) was added and the mixture was stirred for 30 min. Solvents were evaporated, the residue was taken up in EtOAc and was washed with saturated aqueous NAHC03 (90 mL, aq. phase pH 7-8) and brine. The organic layer was dried over NA2S04 and concentrated to give compound 13a (2.97 g, 100%). MS (CI) M/Z 253.9 (MH+-CO2), 297. 9 (MH+) ; TR = 2.695 min (method 4)., 151004-88-5

The synthetic route of 151004-88-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2005/7164; (2005); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

63927-23-1, 5-Bromo-8-nitroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

63927-23-1, Iodomethane (506 mmol) was added to a solution of 5-bromo-8-nitroisoquinoline (101 mmol) inN,N-dimethylformamide (200 mL) and the reaction mixture was maintained for 16 h at 40 C. The precipitated solids were collected by filtration, washed with ether (2 x 250 mL), and dried to provide 5- bromo-8-nitro-N-methylisoquinolinium iodide in 83% yield as a red solid.

63927-23-1 5-Bromo-8-nitroisoquinoline 816983, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2009/23844; (2009); 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

A mixture of l-bromoisoquinolin-3-amine (400 mg, 1.79 mmol, 1.00 eq) and e/-Z-butoxycarbonyl tert-butyl carbonate (3.91 g, 17.9 mmol, 4.12 mL, 10.0 eq) was stirred at 70 C for 16 hours. The residue was purified by column chromatography (Si02, diethyl ether/ethyl acetate = 5: 1) to give /er -butyl N-(l -bromo-3-isoquinolyl) carbamate (400 mg, 1.24 mmol, 69.2 % yield) as a yellow solid. ESI MS m/z 322.1 , 324.1 [M+H]+ .

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

Reference£º
Patent; MIRATI THERAPEUTICS, INC.; ARRAY BIOPHARMA, INC.; MARX, Matthew, Arnold; BLAKE, James, F.; FELL, Jay, Bradford; FISCHER, John, P.; MEJIA, Macedonio, J.; (164 pag.)WO2020/47192; (2020); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem