Simple exploration of 724422-42-8

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.

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

 

Downstream synthetic route of 1242157-15-8

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

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

 

Some tips on 223671-15-6

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

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

 

Simple exploration of 19382-38-8

The synthetic route of 19382-38-8 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19382-38-8,Isoquinolin-1-ylmethanamine dihydrochloride,as a common compound, the synthetic route is as follows.

EXAMPLE 42 2-[1-(3,4-Dimethoxy-benzyl)-7,8-dimethoxy-1,3,4,5-tetrahydro-benzo[c]azepin-2-yl]-N-isoquinolin-1-ylmethyl-2-phenyl-acetamide: prepared by reaction of [1-(3,4-dimethoxy-benzyl)-7,8-dimethoxy-1,3,4,5-tetrahydro-benzo[c]azepin-2-yl]-phenyl-acetic acid with C-isoquinolin-1-yl-methylamine dihydrochloride. LC-MS: rt=3.88 min, 632 (M+1, ES+)., 19382-38-8

The synthetic route of 19382-38-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Aissaoui, Hamed; Clozel, Martine; Weller, Thomas; Koberstein, Ralf; Sifferlen, Thierry; Fischli, Walter; US2004/58912; (2004); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Simple exploration of 1242157-15-8

1242157-15-8 6-Bromo-8-fluoro-3,4-dihydroisoquinolin-1(2H)-one 59473776, aisoquinoline compound, is more and more widely used in various fields.

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, Step 5: To a mixture of 144e (24.0 g, 98.3 mmol) in CH3CN (300 mL) was added (Boc)20 (25.75 g, 118.0 mmol) and DMAP (24.0 g, 196.7 mmol) in one portion at RT. See Figure 3. The mixture was stirred at room temperature for lOh. The mixture was poured into ice-water (w/w = 1/1) (150 mL) and stirred for 20 min. The aqueous phase was extracted with EtOAc (400 mL x 3). The combined organic phase was washed with saturated critic acid (100 mL x 2), sat. aq. NaHCC^ solution (100 mL), brine (200 mL x 2), dried with anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to give crude ieri-butyl 6-bromo-8- fluoro-l-oxo-3,4-dihydroisoquinoline-2(lH)-carboxylate 144f (36 g, 106%). *H NMR (400 MHz, CDCI3) delta 7.24-7.28 (m, 2H), 3.94-3.97 (m, 2H), 2.95-2.99 (m, 2H), 1.59 (s, 9 H).

1242157-15-8 6-Bromo-8-fluoro-3,4-dihydroisoquinolin-1(2H)-one 59473776, aisoquinoline compound, is more and more widely used in various fields.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; CRAWFORD, James John; LEE, Wendy; YOUNG, Wendy B.; WO2015/949; (2015); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Brief introduction of 223671-15-6

223671-15-6, As the paragraph descriping shows that 223671-15-6 is playing an increasingly important role.

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.

A suspension [OF 7-BROMO-1-HYDROXYISOQUINOLINE] (7.02g, 28. [2MMOL)] in dimethylformamide [(75ML)] was treated with 4-bromomethylbenzoic acid tert- butyl ester (12.5g, 36.7mmol) and cesium carbonate [(11.] 94g, 36.7mmol), then stirred overnight at room temperature. The dimethylformamide was evaporated in vacuo, the residue diluted with ethyl acetate, washed with IN HC1, the organic portion washed with brine, dried over [MGS04] and evaporated to dryness. The residue was triturated with hot hexanes/ethyl acetate, cooled to room temperature, and the solid collected by filtration and dried to give 8.77g of the product as white crystals (75.7% yield). [1H-NMR] [(CDC13)] ; d 8.58 (d, 1H), 7.95-7. 93 (d, 2H), 7.73-7. 71 (dd, 1H), 7.39- 7.32 (m, [3H),] 7.07-7. 05 (d, [1H),] 6.46-6. 44 (d, 1H), 5.24 (s, [2H),] 1.57 (s, 9H). MS: [M+ +1] = 414.0/416. 0 Da

223671-15-6, As the paragraph descriping shows that 223671-15-6 is playing an increasingly important role.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/14379; (2004); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Some tips on 104704-40-7

104704-40-7 4-Bromo-1-methylisoquinoline 613570, aisoquinoline compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.104704-40-7,4-Bromo-1-methylisoquinoline,as a common compound, the synthetic route is as follows.

Example No. 130Preparation of Compound No. 164[0427] A solution of 2, 8-dimethyl-2, 3, 4, 5-tetrahydro-lH-pyrido[4,3-b]indole (310 mg, 1.55 mmol), K3P04 (0.985 g, 4.65 mmol), Cul (29.4 mg, 0.15 mmol), L-proline (35.6 mg, 0.31 mmol) and 4-bromo-l-methylisoquinoline (0.520 g, 2.35 mmol) in dry DMF (3 mL) was stirred at RT for 10 min and then at 150 C for 16h. Water (50 mL) was added to the reaction mixture and then extracted with EtOAc (150 mL). The organic layer was washed with water (6×30 mL), dried over anhydrous sodium sulfate and evaporated to afford crude material, which was purified by reverse phase HPLC to yield 2,8-dimethyl-5-(l-methylisoquinolin-4- yl)-2,3,4,5-tetrahydro-lH-pyrido[4,3-b]indole as the TFA salt. 1H NMR (CD3OD, TFA salt) d (ppm): 8.6-8.74 (m, 2H), 8.0 (m, 2H), 7.41 (s, IH), 7.38 (bs, IH), 7.0 (d, IH), 6.8 (bs, IH), 4.8 (bs, IH), 4.5 (bs, IH), 3.8 (bs, IH), 3.6 (bs, IH), 3.3 (s, 3H), 3.18 (s, 3H), 3.0 (bs, IH), 2.82 (bs, IH), 2.41 (s, 3H)., 104704-40-7

104704-40-7 4-Bromo-1-methylisoquinoline 613570, aisoquinoline compound, is more and more widely used in various fields.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; CHAKRAVARTY, Sarvajit; HART, Barry, Patrick; JAIN, Rajendra, Parasmal; WO2011/103430; (2011); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Brief introduction of 104704-40-7

The synthetic route of 104704-40-7 has been constantly updated, and we look forward to future research findings.

104704-40-7, 4-Bromo-1-methylisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Prepared by reacting 4-bromo-1-methyl-isoquinoline with lithium-triisopropoxy-2-pyridinyl-boronate in the presence of tetrakis(triphenylphosphine)palladium, triphenylphosphine, sodium carbonate and copper(I)iodide in 1,4-dioxane at reflux temperature. Rf value: 0.22 (silica gel, methylene chloride/methanol=95:5) Mass spectrum (ESI+): m/z=221 [M+H]+, 104704-40-7

The synthetic route of 104704-40-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2005/234108; (2005); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

New learning discoveries about 1215767-89-7

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1215767-89-7,5-Bromo-1,3-dichloroisoquinoline,as a common compound, the synthetic route is as follows.

Step B. 5-Bromo-3-cMoro-l-methoxyisoqmnolme20 A mixture of 5-bromo-l,3-dichloroisoquinoline (580 mg, 2.1 mmol) and NaOMe (0.5 M in MeOH, 5.0 mL, 2.5 mmol) was heated at 7O0C for one hour. The mixture was poured into water then extracted with EtOAc. The organic layer was dried over Na2S O4, filtered, then concentrated to afford the title compound: 1H NMR (500 MHz, CDCl3): delta 8.23 (d, J = 9.0 Hz, 1 H), 7.96 (d, J – 7.5 Hz, 1 H); 7.65 (s, 1 H), 7.39 (t, J = 8.5 Hz, 1 H), 4.20 (s, 3 H). LC6: 3.8625 min. (M+H) 272. MRL DOB-00, 1215767-89-7

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIN, Songnian; STEVENSON, Christian, P.; PARMEE, Emma, R.; XU, Libo; LIAO, Xibin; METZGER, Edward; LIANG, Rui; ZHANG, Fengqi; STELMACH, John, E.; WO2010/30722; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Some tips on 1242157-15-8

1242157-15-8 6-Bromo-8-fluoro-3,4-dihydroisoquinolin-1(2H)-one 59473776, aisoquinoline compound, is more and more widely used in various fields.

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 solution of 6-bromo-8-fluoro-3,4-dihydro-2H-isoquinolin-l-one (CAS 1242157-15-8; 200 mg, 0.82 mmol) in DMAC (4.0 mL) are added methylamine hydrochloride (CAS 593-51-1; 166 mg, 2.46 mmol) and DIPEA (856 pL, 4.92 mmol). The vial is sealed and the mixture is stirred at 100 C for 2 days. The reaction medium is quenched with water and precipitation occurred. The mixture is stirred for 10 min and then filtered. The solid is rinsed with water and is dried under reduced pressure overnight to afford the expected 6-bromo-8-(methylamino)-3,4-dihydro-2H-isoquinolin-l-one. LCMS: MW (calcd): 255.1; m/z MW (obsd): 255.1/257.1 (M+H)

1242157-15-8 6-Bromo-8-fluoro-3,4-dihydroisoquinolin-1(2H)-one 59473776, aisoquinoline compound, is more and more widely used in various fields.

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