Month: October 2020

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.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

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

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

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

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

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

1196-38-9, 3,4-Dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

c 7-nitro-1,2,3,4-tetrahydroisoquinolin-1-one To a cold solution consisting of potassium nitrate (8.2 g, 81.6 mmol) in sulfuric acid (40 mL) was added 1,2,3,4-tetrahydroisoquinolin-1-one (10 g, 68mmol) dropwise over a period of five minutes. The reaction mixture was stirred overnight at room temperature and then poured into ice. The solution was filtered. After washing with water several times, the solid was dried to yield the title compound (9.85 g, 76%).

1196-38-9, As the paragraph descriping shows that 1196-38-9 is playing an increasingly important role.

Reference£º
Patent; Smithkline Beecham Corporation; US5602145; (1997); 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.18881-17-9,(S)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol,as a common compound, the synthetic route is as follows.,18881-17-9

Compound 2 (5.3 g, 16.47 mmol) and (S)-(1,2,3,4-tetrahydroisoquinolin-3-yl)methanol (2.96 g, 18.12 mmol) were dissolved in DCM (47.1 mL). The reactionmixture was cooled to 0 oc and TEA (3.44 mL, 24.71 mmol) was added dropwise underAr. The reaction mixture was then warmed to rt and was stirred overnight. The solutionwas concentrated and the crude product was purified by silica gel chromatography(EtOAc/hexanes, gradient, 0% to 80%) to obtain compound 3 (7.22 g, 16.10 mmol, 98% yield). LCMS = 5.482 min (8 min method). Mass observed (ESI+): 449.25 (M+H).

The synthetic route of 18881-17-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IMMUNOGEN, INC.; MILLER, Michael, Louis; SHIZUKA, Manami; (163 pag.)WO2018/195243; (2018); 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.1532-71-4,1-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

EXAMPLE 2 5-Isoquinolinecarboxaldehyde To a solution of n-butyllithium (19.3 mL of 2.5M in hexanes, 48 mmol) in a mixture of ether (80 mL) and THF (80 mL) at -78¡ã C. was added dropwise a solution of bromoisoquinoline (5.0 g, 24 mmol) in THF (10 mL). The reaction mixture was stirred at -78¡ã C. under argon for 30 minutes. Following the general procedures described by Pearson, et al., in J. Heterocycl. Chem., Vol. 6 (2), pp. 243-245 (199), a solution of DMF (3.30 g, 45 mmol) in THF (10 mL) was cooled to -78¡ã C. and quickly added to the isoquinolyllithium solution. The mixture was stirred at -78¡ã C. for 15 minute. Ethanol (20 mL) was added followed by saturated NH4Cl solution. The resulting suspension was warmed to room temperature. The organic layer, combined with the ether extraction layer, was dried over Na2SO4. A pale yellow solid (2.4 g, 15 mmol, 64percent yield) was obtained from chromatography (SiO2 Type-H, 50percent EtOAc in hexanes) and recrystallization (ethanol): mp 114-116¡ã C.;, 1532-71-4

1532-71-4 1-Bromoisoquinoline 640963, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Purdue Research Foundation; US6645975; (2003); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem