Some tips on 129075-49-6

129075-49-6 5-Methoxy-3,4-dihydroisoquinolin-1(2H)-one 7385098, 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.129075-49-6,5-Methoxy-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

General procedure: To a suspension of NaH (0.11g, 4.5mmol) in DMF (10 mL), a solution in DMF (5 mL) of the appropriate 3,4-dihydroisoquinolin-1-one (1.8 mmol), was added in a dropwise manner, at 0 C under a stream of N2. After 15min, 1-bromo-3-chloropropane was added in a dropwise manner and the mixture was allowed to warm to room temperature and was kept under stirring for 30 min. After cooling to 0 C H2O was added and the solvent was removed under reduced pressure. The residue was taken up with water and extracted with AcOEt (3×10 mL). The organic layers were collected, dried over Na2SO4 and evaporated under reduced pressure. The crude residue was purified by column chromatography with CH2Cl2/AcOEt (1:1) as eluent., 129075-49-6

129075-49-6 5-Methoxy-3,4-dihydroisoquinolin-1(2H)-one 7385098, aisoquinoline compound, is more and more widely used in various fields.

Reference:
Article; Abate, Carmen; Selivanova, Svetlana V.; Mueller, Adrienne; Kraemer, Stefanie D.; Schibli, Roger; Marottoli, Roberta; Perrone, Roberto; Berardi, Francesco; Niso, Mauro; Ametamey, Simon M.; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 920 – 930;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Brief introduction of 1242157-15-8

The synthetic route of 1242157-15-8 has been constantly updated, and we look forward to future research findings.

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 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.). The reaction mixture is stirred at RT for 2 h, quenched with a sat. aq. NH4CI solution and THF is evaporated. The solid obtained in the remaining aq. phase is filtered to afford the desired compound Int 40.

The synthetic route of 1242157-15-8 has been constantly updated, and we look forward to future research findings.

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

 

Analyzing the synthesis route of 1242157-15-8

The synthetic route of 1242157-15-8 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.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 mixture of 6-bromo-8-fluoro-3,4-dihydro-2H-isoquinolin-1-one (1.6 g, 6.5 mmol), tricyclohexylphosphine (0.182 g, 0.65 mmol) and Pd(OAc)2 (0.072 g, 0.032 mmol) in 15 ml toluene placed under argon in a pressure flask was added cyclopropyl boronic acid (1.12 g, 13 mmol), potassium phosphate (6.9 g, 32.5 mmol) and 1.5 ml water. The flask was sealed and the mixture was heated under stirring for 4 hours at 100 C. After cooling the reaction mixture was diluted with ethyl acetate and the organic phase washed with brine, dried with sodium sulfate and concentrated. The residue was purified by flash chromatography (ethyl acetate) affording 0.93 g (71.5% yield) of I.

The synthetic route of 1242157-15-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Berthel, Steven; Firooznia, Fariborz; Fishlock, Daniel; Hong, Jun-Bae; Lou, Yan; Lucas, Matthew; Owens, Timothy D.; Sarma, Keshab; Sweeney, Zachary Kevin; Taygerly, Joshua Paul Gergely; US2010/222325; (2010); 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, General procedure: To a solution of fluoro derivative (1 eq.) in THF or DMF is added dropwise MeONa (25% in MeOH, 1.2 eq.) or EtONa (25% in EtOH, 1.2 eq.) and the suspension is stirred for 1.5 h to 20 h. More alkoxide solution (0 to 4.8 eq.) can be added to push the conversion further. The reaction is quenched with a sat. aq. NH4CI solution and the organic solvent is evaporated in vacuo. If a precipitate forms in the aqueous phase, it is filtered, washed with water and dried to afford the expected product. If no precipitation occurs, the aqueous phase is extracted with DCM, the organic layer is dried over MgSCfi, filtered and concentrated to give the expected compound.

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

 

Downstream synthetic route of 51463-17-3

As the paragraph descriping shows that 51463-17-3 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.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

 

Downstream synthetic route of 1532-84-9

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

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

 

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

 

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

 

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

 

Analyzing the synthesis route of 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.

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