Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4456-77-3,Isoquinoline-1,3(2H,4H)-dione,as a common compound, the synthetic route is as follows.,4456-77-3

b) 1,3-Dibromoisoquinoline; A mixture of isoquinoline-1 ,3(2H,4/-/)-dione (preparation 20a, 0.65 g, 4.02 mmol), phosphorous tribromide (1.51 mL, 16.05 mmol) and phosphoric tribromide (1.04 g, 3.61 mmol) was stirred at 180 C. After 2 hours, the mixture was cooled, poured onto ice- water and 2N aqueous potassium hydroxide was added until the pH was 8-9. The aqueous layer was extracted with toluene, and the organic layer was filtered through neutral alumina and the filtrate was evaporated to give the title compound (0.58 g, 56%) as a white solid.LRMS (m/z): 286/288/290 (M+1)+.1 H NMR (400 MHz, CHLOROFORM-d) delta ppm 7.67 – 7.76 (m, 3 H) 7.84 (s, 1 H) 8.24 (d, J=8.40 Hz, 1 H)

The synthetic route of 4456-77-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ALMIRALL, S.A.; VIDAL JUAN, Bernat; FORNS BERENGUEL, Maria Pilar; CASTILLO MCQUADE, Marcos; ERRA SOLA, Montserrat; MIR CEPEDA, Marta; WO2012/41476; (2012); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

23687-26-5, 6-Aminoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The intermediate acid (0.12 mmol) was dissolved in anhydrous DMF under nitrogen. 1.6 eq. EDC was added followed by 0.08 eq. DMAP and 1.3 eq. 6-aminoisoquinoline and the reaction left at room temperature for 3 hours. Reaction was poured into water and extracted with EtOAc. The combined organic layers were washed once with water, dried over MgSO4, filtered and concentrated. The compound E206b was purified by flash chromatography., 23687-26-5

As the paragraph descriping shows that 23687-26-5 is playing an increasingly important role.

Reference£º
Patent; AERIE PHARMACEUTICALS, INC.; US2008/167340; (2008); 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.19493-45-9,3-Chloroisoquinoline,as a common compound, the synthetic route is as follows.

To a stirred solution of crude step-c product (17 g, 0.104 mol) in concentrated sulfuric acid (10 mL) was added pottasium nitrate (11 g, 0.109 mol) in concentrated sulfuric acid solution slowly at -15 0C in 30 minutes. It was allowed to stir for 12 hours. After complete conversion the reaction mixture was poured into crushed ice. A yellow precipitate came out which was filtered and washed with water (3 x 50 mL). The solid was dried under vacuum at 80 0C to afford 20 crude compound.

19493-45-9, As the paragraph descriping shows that 19493-45-9 is playing an increasingly important role.

Reference£º
Patent; GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; SCHIENE, Klaus; DE VRY, Jean; DAMANN, Nils; FRORMANN, Sven; LESCH, Bernhard; LEE, Jeewoo; KIM, Yong-Soo; KIM, Myeong-Seop; WO2010/127855; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

3336-43-4, 1-Chloroisoquinolin-4-ol is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 To a stirring solution of NaH (0.334 g, 8.35 mmol) in DMF (10 mL) at 0 C. was added 1-chloroisoquinolin-4-ol (1 g, 5.57 mmol). The mixture was stirred at 0 C. for 10 min. before the addition of allyl bromide (0.808 g, 6.68 mmol) dropwise. The reaction mixture was stirred at rt for 1 h. The reaction mixture was diluted with ethyl acetate and then quenched with 1N HCl solution. The organic layer was washed with brine, dried over MgSO4, filtered and evaporated to get the crude material. The material was purified by flash chromatography with 20% of EtOAc/hexane to afford 4-(allyloxy)-1-chloroisoquinoline (1.0 g, 4.55 mmol, 83% yield) as a white solid. MS: MS m/z 220.1 (M++1).

3336-43-4, As the paragraph descriping shows that 3336-43-4 is playing an increasingly important role.

Reference£º
Patent; Bristol-Myers Squibb Company; Hiebert, Sheldon; Rajamani, Ramkumar; Sun, Li-Qiang; Mull, Eric; Gillis, Eric P.; Bowsher, Michael S.; Zhao, Qian; Meanwell, Nicholas A.; Renduchintala, Kishore V.; Sarkunam, Kandhasamy; Nagalakshmi, Pulicharla; Babu, P. V. K. Suresh; Scola, Paul Michael; US2013/115190; (2013); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1198-30-7, 1-Isoquinolinecarbonitrile is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1198-30-7, Example A13 Synthesis of (4-butylphenyl)(1-isoquinolyl)ketone Under a nitrogen atmosphere, 1-bromo-4-butylbenzene (2.29 ml, 13.0 mmol) was added to a mixed solution of magnesium (338 mg, 13.9 mmol) and tetrahydrofuran (6.5 ml), and as an initiator, catalytic amount of 1,2-dibromoethane was added, and this was stirred under reflux for 10 minutes. The solution was cooled to 0C, a tetrahydrofuran solution of 1-isoquinolinecarbonitrile (1.0g, 6.49 mmol) was added, and was stirred for another 1 hour at room temperature, and at 70C for 3 hours. Subsequently, the solution was cooled again to 0C, concentrated hydrochloric acid (2.56 ml) and methanol (11 ml) were added, and then refluxed for 2 hours. The concentrated residue was dissolved in 5 N sodium hydroxide and toluene, and was filtered through celite. The toluene layer of the filtrate was divided, washed with water, dried over magnesium sulfate, and concentrated. The residue was purified by silica gel column chromatography to give 1.72 g of the title compound. 1H-NMR(CDCl3) delta (ppm):0.93(3H, t), 1.32-1.43(2H, m), 1.58-1.66(2H, m), 2.68(2H, t), 7.28(2H, d), 7.61(1H, td), 7.74(1H, td), 7.80(1H, d), 7.87(2H, d), 7.92(1H, d), 8.20(1H, d), 8.60(1H, d)

As the paragraph descriping shows that 1198-30-7 is playing an increasingly important role.

Reference£º
Patent; Eisai Co., Ltd.; EP1300464; (2003); 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.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

To a solution of 4-benzyloxy-5-methoxy-2-nitrobenzoic acid (9) (10.0 g, 33.0 mmol) in DCM (100 mL) added HATU (16.3 g, 42.9 mmol) and DIEA (8.61 mL, 49.5 mmol). The mixture was stirred at 22 C for 15 min, then added (S)-(1,2,3,4- tetrahydroisoquinolin-3-y])methanol (6.46 g, 39.6 mmol). The resulting mixture was stirred at 22 C for 2 hr, under Ar, then MeOH (50 mL) was added and the resulting precipitate was filtered and washed with DCM (100 mL). The resulting filtrate was concentrated and purified via column chromatography (25?85% EtOAc in hexane) to afford impure 10 (15.3 g 34.1 mmol) as a yellow foam. 1H NMR (500 MHz, CDCl3) (contains rotamers and impurities) delta: 8.67 (d, J= 4.6 Hz, 0.3H), 8,43 (d, J= 8.5 Hz, 0.3H), 7,85-7.82 (m, 2H), 7.79 (s, 0.3H ), 7,50 (t, J= 5.4 Hz, 5H), 7.46-7.43 (m, 4H), 7.40-7.38 (m, 2H), 7.26-7.22 (m, 2H), 7.19-7.16 (m, IH), 7.11-7.06 (m, 0.3H), 6.87 (d, ./ 7.0 Hz, IH), 6.75 (d l. ./ 1.8, 0.5 Hz, 0.3H), 6.67 (s, 1H). 5.62-5.52 (m, 1H), 5 ,26 (s, 21 1). 5.25-5 ,25 (m, H), 5.11 (s, 0.3H), 4,98-4.96 (m, 1H). 4.46-4.41 (m, IH), 4.34 (d, J= 15.4 Hz, 1H), 4.28-4.23 (m, IH), 4.03 (s, 2H), 3.97 (s, 3H), 3.93-3.91 (m, 3H), 3.80-3.75 (m, IH), 3.68-3.62 (m, 1H), 3.49-3.48 (m, IH), 3.28-3.22 (m, 0.3H), 3.19- 3.10 (m, IH), 3 ,08-3,03 (m, 1H), 2.82 (s, 14H). LC/MS: retention time = 3.15 min. (ESI) C25H25N2O6: [M+H]+ 449; found 449.

18881-17-9 (S)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol 776757, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; CELLERANT THERAPEUTICS, INC.; JUNUTULA, Jagath R.; SMITH, Sean W.; BORKIN, Dmitry; DEGRADO, Sylvia; GHONE, Sanjeevani; (144 pag.)WO2018/71455; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

106778-42-1, Isoquinoline-6-carbonitrile is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation Example G-1. Isoquinoline-6-carboxylic acid A solution prepared by adding (4-bromobenzylydene)-(2,2-diethoxyethyl) amine (synthesized from 4-bromobenzaldehyde, according to the method described in J. Org. Chem., vol. 48, 3344-3346 (1983)) (51.4g, 0.189mmol) to an ice-cold concentrated sulfuric acid (20g) was added to a solution prepared by adding diphosphorus pentoxide (40g) to an ice-cold concentrated sulfuric acid (360g), and the solution was stirred at 160C for 2 hours. The reaction solution was gradually cooled to 0C, the solution was filtered through Celite pad, the filtrate was neutralized with sodium carbonate. This solution was further filtrated through Celite pad, this filtrate was extracted with ethyl acetate and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate), and 6-bromoisoquinoline (482mg, 1.2%) was obtained as an orange oil. Next, to a solution of 6-bromoisoquinoline (382mg, 1.84mmol) in N,N-dimethylformamide (3.8mL) were added zinc cyanide (431 mg, 3.67mmol) and tetrakis(triphenylphosphine)palladium(0) (42mg, 0.0367mmol) under nitrogen atmosphere, and the mixture was stirred at 100C for 1 hour. Tetrakis(triphenylphosphine)palladium(0) (42mg, 0.0367mmol) was further added, and the mixture was stirred for 2.5 hours at 100C. The reaction mixture was allowed to room temperature, ethyl acetate and water were added for extraction, the organic layer was washed with water and dried over anhydrous magnesium sulfate. The residue was purified by silica gel column chromatography (hexane : ethyl acetate), and isoquinoline-6-carbonitrile (234mg, 83%) was obtained as a yellow solid. Lastly, isoquinoline-6-carbonitrile (51mg, 0.331 mmol) was dissolved in diethyleneglycol (1.0mL), potassium hydroxide (9mg, 0.166mmol) was added thereto, followed by stirring at 160C for 3 hours. The reaction mixture was allowed to room temperature, neutralized using hydrochloric acid, extracted with ethyl acetate, dried over anhydrous magnesium sulfate, then, the solvent was evaporated. Water was added to the residue, the precipitated solid was collected, washed with water, dried in vacuo, so as to obtain the title compound (12mg, 21 %) as a yellow solid., 106778-42-1

As the paragraph descriping shows that 106778-42-1 is playing an increasingly important role.

Reference£º
Patent; Eisai R&D Management Co., Ltd.; EP1782811; (2007); 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.90806-58-9,5-Methoxyisoquinoline,as a common compound, the synthetic route is as follows.,90806-58-9

To a stirred solution of Cap-138, step a (2.34 g, 14.7 mmol) in anhydrous dichloromethane (50 mL) at room temperature was added meto-chloroperbenzoic acid (77%, 3.42 g, 19.8 mmol) in one portion. After being stirred for 20 h, powdered potassium carbonate (2.0 g) was added and the mixture was stirred for 1 h at room temperature before it was filtered and concentrated to afford Cap-138, step b as a pale, yellow solid which was sufficiently pure to carry forward (2.15 g, 83.3%). XH NMR (CDC13, 400 MHz) delta 8.73 (d, J= 1.5 Hz, 1H), 8.1 1 (dd, J = 7.3, 1.7 Hz, 1H), 8.04 (d, J=7.1 Hz, 1H), 7.52 (t, J= 8.1 Hz, 1H), 7.28 (d, J = 8.3 Hz, 1H), 6.91 (d, J = 7.8 Hz, 1H), 4.00 (s, 3H); Rt = 0.92 min, (Cond.-Dl); 90% homogenity index; LCMS: Anal. Calc. for [M+H]+ Ci0Hi0NO2: 176.07; found: 176.0.

The synthetic route of 90806-58-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; LAVOIE, Rico; BENDER, John A.; ROMINE, Jeffrey Lee; RUEDIGER, Edward H.; BACHAND, Carol; LOPEZ, Omar D.; CHEN, Qi; BELEMA, Makonen; KADOW, John F.; HAMANN, Lawrence G.; WO2011/60000; (2011); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

4602-73-7, 7-Hydroxy-6-methoxy-3,4-dihydroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of compound 20 (100 mg, 0.56 mmol), 2-phenylethyl bromide (311 mg, 1.68 mmol), and 2-propanol (3.5 mL) was refluxed for 15 hours. The resulting solution was concentrated and MeOH (5 mL) was added to dissolve the residue. The solution was cooled in an ice-bath and then NaBH4 (49 mg, 1.29 mmol) was added slowly under N2. The mixture was stirred for another 10 minutes and then concentrated. The residue was treated with H2O (20 mL) and CHCl3 (20 mL), and then the organic layer was washed with brine, dried over MgSO4, filtered, and evaporated. The crude residue was chromatographed (silica gel, MeOH/CH2Cl2=1/100) to afford compound 21 as a white solid (146 mg, 0.52 mmol, 92%).

4602-73-7, As the paragraph descriping shows that 4602-73-7 is playing an increasingly important role.

Reference£º
Patent; NATIONAL TAIWAN UNIVERSITY; SU, MING-JAI; HSIN, LING-WEI; US2013/59882; (2013); A1;,
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

NO3 (348mg, 3.7414mmol) was added to a solution of 3,4-dihydro-2H- isoquinolin-l-one (I-23b: 500mg, 3.4013mmol) in concentrated H2S04 (10.2mL) at 0C and the resulting mixture was stirred at room temperature for 3 hours. The reaction was monitored by TLC (80% ethylacetate in hexane). The reaction mixture was quenched in chilled water and extracted with ethylacetate. The organic layer was washed with brine solution, dried over Na2S04 and concentrated. The concentrate was crystallized from diethyl ether to afford 400mg of the product (61.2% yield).1H NMR (DMSO-D6, 300 MHz): delta 8.60-8.48 (m, IH), 8.40-8.24 (m, 2H), 7.63 (d, IH), 3.52-3.40 (m, 2H), 3.05 (t, 2H), 1196-38-9

1196-38-9 3,4-Dihydroisoquinolin-1(2H)-one 150896, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; NOVARTIS AG; BOCK, Mark G.; GAUL, Christoph; GUMMADI, Venkateshwar Rao; MOEBITZ, Henrik; SENGUPTA, Saumitra; WO2012/35078; (2012); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem