Month: February 2022

223671-15-6, 7-Bromoisoquinolin-1-ol is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

INTERMEDIATE 9 7-Bromo-1-Chloroisoquinoline To phosphorus oxychloride (46.6 mL, 0.5 mol) at room temperature was added, portionwise, [7-BROMO-1-HYDROXYISOQUINOLINE] (11.2 g, 0.05 mol). The mixture was heated to [100 C] for 90 min with rapid stirring. On cooling to room temperature, the mixture was poured, cautiously onto ice/water (200 mL). Dropwise addition of aqueous ammonia raised the pH=8 and the resulting precipitate was collected by filtration, washing with cold water. The solid was dried under reduced vacuum at [45 C] for 12 h. 13.86 g (115 %) Beige solid [ISOLATED.’H] NMR (DMSO-d6) 8 8.4 (s, 1 H), 8.34-8. 38 (d, J = 6 Hz, 1 H), 8.03-8. 07 (m, 2 H), 7.91-7. 96 (d, J = 6 Hz, 1 H); HPLC : 96%; LCMS: 242,244, 246.

223671-15-6, The synthetic route of 223671-15-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BIOVITRUM AB; WO2004/828; (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.724422-42-8,6-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.,724422-42-8

Step 2; Compound 27 was synthesized from Step 1, and 5-bromo-2-2-methyl-2H-1,2,3,4-tetrahydroisoquinolin-1-one was synthesized using a method described in United States Patent Application Publication No. 2006/0063799. To a solution of Compound 27 (10 g, 38.7 mmol) and 5-bromo-2-2-methyl-2H-1,2,3,4-tetrahydroisoquinolin-1-one (10.23 g, 42.6 mmol) in 1,2-dimethoxyethane (150 mL), tris(dibenzylideneacetone)dipalladium (1.77 g, 1.93 mmol), dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (3.69 g, 7.74 mmol), and potassium phosphate (11.51 g, 54.2 mmol) were added. The mixture was then heated at reflux under flow of nitrogen for 2 hours. After cooling to room temperature, tris(dibenzylideneacetone)dipalladium (1.77 g, 1.93 mmol) and dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (3.69 g, 7.74 mmol) were added thereto. The mixture was refluxed under flow of nitrogen for 1 hour. After cooling to room temperature, the reaction mixture was filtered. The residue was washed sequentially with 1,2-dimethoxyethane and water, air-dried, and then dried in vacuo at 70C to yield crude product 28 (14.4 g). LC-MS (Method C): 1.82 min, [M+H]+ = 418 1H-NMR (DMSO-d6) delta: 10.04 (1H, s), 7.88-7.80 (1H, m), 7.45-7.30 (5H, m), 6.98-6.92 (1H, m), 6.85-6.80 (1H, m), 6.11 (1H, s), 5.14 (2H, s), 4.44-4.32 (2H, m), 4.28-4.19 (2H, m), 3.56-3.47 (2H, m), 3.03-2.96 (5H, m).

724422-42-8 6-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one 66612874, aisoquinoline compound, is more and more widely used in various fields.

Reference：
Patent; Shionogi & Co., Ltd.; EP2426135; (2012); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1215767-89-7, 5-Bromo-1,3-dichloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step B: To 5 -bromo- 1,3-dichloroisoquinoline (1.5 g, 5.4 mmol) inMeOH (15 mL) was added 25% sodium methoxide/MeOH (1.4 mL, 6.4 mmol), and the mixture was heated at 70 C for 30 min. The mixture was allowed to cool, and then water was added. The solid was collected by filtration to afford crude 5-bromo-3- chloro-l-methoxyisoquinoline (2.3 g, quantitative) which was used without further purification. LC-MS (ESI) m/z 21 ‘4 (M+H)+., 1215767-89-7

As the paragraph descriping shows that 1215767-89-7 is playing an increasingly important role.

Reference：
Patent; AMBIT BIOSCIENCES CORPORATION; FARAONI, Raffaella; HADD, Michael, J.; HOLLADAY, Mark, W.; ROWBOTTOM, Martin; SETTI, Eduardo; WO2012/30944; (2012); 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.258515-65-0,tert-Butyl 7-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.

V.5. a 7-lodo-3,4-dihydro-1 /-/-isoquinoline-2-carboxylic acid te/f-butyl esterTo a mixture of 55,8 g (0,179 mol) 7-Bromo-3,4-dihydro-1 /-/-isoquinoline-2-carboxylic acid te/f-butyl ester in 180 ml Dioxan are added 3,473 g (17,87 mmol) copper (I) iodide, 53,58 g (357,41 mmol) sodium iodide and 3,806 ml (35,74 mmol) N, N’- Dimethylethylenediamine. The reaction mixture is refluxed for 18 hours. 300 ml of 5% aqueous ammonia solution are added and the mixture is extracted two times with ethyl acetate. The combined organic extracts are extracted with aqueous ammonia solution and then water. The organic phases are dried over magnesium sulphate and concentrated to dryness. The residue is washed with petrol ether. Yield: 35,4 g (55% of theory),EII mass spectrum: m/z = 360 [M+H]+, 258515-65-0

258515-65-0 tert-Butyl 7-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate 15885175, aisoquinoline compound, is more and more widely used in various fields.

Reference：
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2008/71646; (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.51463-17-3,6-Chloroisoquinolin-3(2H)-one,as a common compound, the synthetic route is as follows.,51463-17-3

To a mixture of 6-chloroisoquinolin-3-ol (3.3 g, 18.4 mmol) and pyridine (7.43 ml, 91.9 mmol) in dichloromethane at 0C was added triflic anhydride (1.0 M in dichloromethane, 18.4 ml, 18.4 mmol) slowly via syringe. The reaction was allowed to warm to room temperature and stirred for 3 h then most of the solvent was removed by rotary evaporation. The residue was diluted ether and washed water (3x), 1 N HC1, and brine. The organics were dried over MgS04 and concentrated to afford 2.1 g (37%) of trifluoro-methanesulfonic acid 6-chloro-isoquinolin-3-yl ester as a green crystalline solid.

As the paragraph descriping shows that 51463-17-3 is playing an increasingly important role.

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; ALAM, Muzaffar; HAWLEY, Ronald Charles; LYNCH, Stephen M.; NARAYANAN, Arjun; WO2014/86701; (2014); 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.223671-15-6,7-Bromoisoquinolin-1-ol,as a common compound, the synthetic route is as follows.

Preparation 63 1,4-Dichloro-7-isoquinolinecarbonyl chloride A solution of N-chlorosuccinimide (4.13 g, 31 mmol) in MeCN (50 mL) was added dropwise to a stirred solution of 7-bromo-1-(2H)-isoquinolone (6.6 g, 29.5 mmol) in MeCN (150 mL) which was heating under reflux. The mixture was heated under reflux for an additional 3 h and then cooled to room temperature. The resulting precipitate was collected by filtration, with MeCN rinsing, and then dried in vacuo to give 7-bromo-4-chloro-1(2H)-isoquinolone (6.72 g, 26.0 mmol) as a white solid. mp 241-243 C. 1H (DMSO-d6, 300 MHz) delta7.5 (1H, s), 7.73 (1H, d), 7.8 (1H, dd), 8.3 (1H, s) ppm. LRMS 259 (MH+), 517 (M2H+). Anal. Found: C, 41.69; H, 1.90; N, 5.37. Calc for C9H5BrClNO:C, 41.80; H, 1.95; N, 5.42., 223671-15-6

223671-15-6 7-Bromoisoquinolin-1-ol 11276133, aisoquinoline compound, is more and more widely used in various fields.

Reference：
Patent; Pfizer Inc.; US2003/199440; (2003); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1532-84-9, Isoquinolin-1-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 7 2-(2-Methylphenyl)imidazo[2,1-a]isoquinoline A mixture of 3.0 g of 1-aminoisoquinoline, 6.7 g of 2′-methyl-2-bromoacetophenone and 17.5 g of sodium bicarbonate in 50 ml of ethanol was refluxed for 2 hours. After being cooled, the reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with water and saturated saline, and dried over anhydrous magnesium sulfate. The drying agent was removed by filtration, and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel and recrystallized from dichloromethane/petroleum ether to give 4.4 g of the title compound as pale brown prisms. m.p.: 93.0 C.; IR(KBr): 3070-3020, 2960, 1640, 1604, 1538, 1515, 1480, 1458, 1382, 1316, 1208, 1193, 1144, 1120, 1078, 1045, 938, 870, 788, 770, 730, 700; NMR(CDCL): 8.90-8.60(1H,m), 8.15-7.83(1H,m), 7.79(1H,d,J=7.0 Hz), 7.70-7.10(7H,m), 6.90(1H,d,J=7.0 Hz), 2.54(3H,s)

1532-84-9, As the paragraph descriping shows that 1532-84-9 is playing an increasingly important role.

Reference：
Patent; Shinnippon Pharmaceutical, Inc.; US6020342; (2000); 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.1532-84-9,Isoquinolin-1-amine,as a common compound, the synthetic route is as follows.

(a) 1,2,3,4-tetrahydroisoquinoline-6-amine monohydrochloride A solution of isoquinolin-amine ?Manske, R. H. F., et. al, J. Am. Chem. Soc., 72, 4997[(1950)] (4.40 g, 30.5 mmol) and platinum oxide (300 mg) in a solution of acetic acid (85 ml) and 2.5M hydrochloric acid (30 ml) was placed on a Paar Hydrogenator Apparatus and was pressurized with 45 psi of hydrogen for 16 h. The solvent was removed in vacuo and the resulting salt was partitioned between aqueous potassium carbonate and 20% isopropanol in methylene chloride. The dried (magnesium sulfate) organic phase was concentrated and the resulting oil was chromatographed on silica gel using 2% methanol in chloroform as eluent to give 3.08 g (93%) of the product as an oily solid. This product (3.08 g, 20.8 mmol) was taken up in 200 ml of ethanol and 1 equivalent of a 0.1000M hydrochloric acid solution was added. The solvent was removed to yield the monohydrochloride as a solid, MS 149 (M+H).

1532-84-9, The synthetic route of 1532-84-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Astra Aktiebolag; US5807886; (1998); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1242157-15-8, 6-Bromo-8-fluoro-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1242157-15-8, To a solution of 6-bromo-8-fluoro-3,4-dihydro-2H-isoquinolin-l-one (CAS 1242157-15-8; 500 mg, 2.05 mmol) in dry THF (20.5 mL) are added ELN (1.4 mL, 10.2 mmol), pyridine (1.3 mL, 16.4 mmol), CU(OAC)2 (818 mg, 4.10 mmol) and cyclopropylboronic acid (CAS 411235-57-9; 528 mg, 6.15 mmol). The reaction mixture is stirred at 70 C overnight. Cyclopropylboronic acid (176 mg, 2.05 mmol) is added and the reaction mixture is stirred at 70 C for 2 h. The reaction medium is quenched with a sat. aq. NaHCCfi solution and extracted with EtOAc. The combined organic layers are dried over MgSCL, filtered and concentrated. The crude material is purified by chromatography on silica gel (eluting with a gradient of 0 to 60% EtOAc in heptane) twice to afford the expected 6-bromo-2-cyclopropyl-8-fluoro-3,4- dihydroisoquinolin- 1 -one. LCMS: MW (calcd): 284.1 ; m/z MW (obsd): 284.2/286.2 (M+H)

As the paragraph descriping shows that 1242157-15-8 is playing an increasingly important role.

Reference：
Patent; GALAPAGOS NV; DESROY, Nicolas; JONCOUR, Agnes, Marie; PEIXOTO, Christophe; TEMAL-LAIB, Taoues; TIRERA, Amynata; BUCHER, Denis; AMANTINI, David; DE VOS, Steve, Irma, Joel; BRYS, Reginald, Christophe, Xavier; (396 pag.)WO2019/238424; (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.1242157-15-8,6-Bromo-8-fluoro-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

1242157-15-8, To a stirred solution of 6-bromo-8-fluoro-3,4-dihydro-2H-isoquinolin-l-one (CAS 1242157-15- 8; 3 g, 12.29 mmol, 1 eq.) in THF (30 mL) is added dropwise a solution of MeONa 25 w% in MeOH (3.35 mL, 14.75 mmol, 1.2 eq.). Further THF (10 mL) is added during the addition of sodium methylate solution. The reaction mixture is stirred at RT for 2 h, quenched with a saturated aqueous NH4CI solution and THF is evaporated. The solid obtained in the remaining water is filtered to afford the desired compound

As the paragraph descriping shows that 1242157-15-8 is playing an increasingly important role.

Reference：
Patent; GALAPAGOS NV; ALVEY, Luke, Jonathan; ANNOOT, Denis, Maurice; BONNATERRE, Florence, Marie-Emilie; BUCHER, Denis; DUTHION, Beranger; JARY, Helene; PEIXOTO, Christophe; TEMAL-LAIB, Taoues; TIRERA, Amynata; (340 pag.)WO2019/105886; (2019); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem