Downstream synthetic route of 223671-15-6

223671-15-6 7-Bromoisoquinolin-1-ol 11276133, 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.223671-15-6,7-Bromoisoquinolin-1-ol,as a common compound, the synthetic route is as follows.

Example 5; Synthesis of (109); Step A; Synthesis of (110); [0186] A mixture of 7-bromo-1-hydroxyisoquinoline (1 g, 4.47 mmol) and phosphorus oxychloride (20 mL) was heated at reflux for 20 min, cooled to room temperature, and concentrated in vacuo. The residue was treated with ice (100 g) and adjusted to pH 7 with 0.5M aqueous NaOH. The resulting mixture was extracted with EtOAc. The combined organic phases were washed with brine, dried over MgS04, and concentrated. The residue was crystallized from EtOAc/hexane to provide 110 (865 mg, 80%) as an off-white powder., 223671-15-6

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

Reference:
Patent; AMPHORA DISCOVERY CORPORATION; WO2005/120509; (2005); 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

 

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

 

New learning discoveries about 1532-84-9

As the paragraph descriping shows that 1532-84-9 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.1532-84-9,Isoquinolin-1-amine,as a common compound, the synthetic route is as follows.

EXAMPLE 6 2-[(1,1′-Biphenyl)-4-yl]-imidazo[2,1-a]isoquinoline A solution of 4.32 g. (0.03 mole) of 1-amino-isoquinoline and 8.25 g. (0.03 mole) of [(1,1′-biphenyl)-4-yl]-bromomethyl-ketone in 100 ml. of chloroform was heated on a boiling water bath for about 10 minutes until a precipitate separated. The solvent was distilled off at atmospheric pressure and the residue was heated under vacuum for 30 minutes at 100 C. It was subsequently taken up with 50 ml of water and the resulting solution was made alkaline by means of 70 ml. of aqueous 10% sodium hydroxide. After extracting with 500 ml. of methylene chloride and evaporating the solvent, a residue was obtained which was re-crystallized from ethylene glycol monomethylether. Yield 3.0 g. M.p. 221-22 C., 1532-84-9

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

Reference:
Patent; Gruppo Lepetit S.p.A.; US4275066; (1981); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Simple exploration of 1532-84-9

Big data 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

EXAMPLE 6 A heterogenous mixture containing 14.4 g of 1-isoquinolinamine (0.1 m) and 14.12 g of dihydro-3-[(dimethylamino)methylene]-2(3H)-furanone was heated to 200 C. for 4 hours to yield a homogenous yellow orange solution which solidified upon cooling to ambient temperature. The solidified reaction mixture was titurated with methanol and ethyl acetate to yield 3-(2-hydroxyethyl)-4H-pyrimido[2,1-a]isoquinolin-4-one as a tan solid (18.0 g; 75% yield) of the formula STR26 having a melting point of 185.2-187.0 C. and the following elemental analysis: C14 H12 N2 O2 (MW=240.25): Calculated: C, 69.98; H, 5.04; N, 11.66. Found: C, 69.87; H, 5.00; N, 11.52., 1532-84-9

Big data shows that 1532-84-9 is playing an increasingly important role.

Reference:
Patent; G. D. Searle & Co.; US4661592; (1987); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Simple exploration of 63927-22-0

63927-22-0 8-Bromoisoquinoline 9859134, 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.63927-22-0,8-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

63927-22-0, To a 100 mL round-bottomed flask equipped with condenser and N2 inlet were added 2.46 g (11.8 mmol) 8-bromoisoquinoline, 1.68 mL (14.1 mmol) benzyl bromide, and 10 mL ethanol. The solution was heated at reflux for 6 hr, cooled, and evaporated. The oil was dissolved in 50 mL methanol, and 1.73 g (27.6 mmol) sodium cyanoborohydride was added. The solution was stirred at room temperature for 5 days, then diluted with water and extracted with three portions of ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, and evaporated. The residue was chromatographed on silica gel using hexane/ethyl acetate to afford 1.98 g (59percent) of an oil. 1H-NMR (delta, CDCl3): 2.68 (m, 2H), 2.88 (m, 2H), 3.68 (m, 2H), 3.75 (m, 2H), 7.0-7.1 (m, 2H), 7.2-7.4 (m, 6H).

63927-22-0 8-Bromoisoquinoline 9859134, aisoquinoline compound, is more and more widely used in various fields.

Reference:
Patent; Pfizer Inc; US2004/254193; (2004); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Analyzing the synthesis route of 223671-15-6

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

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

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) delta 7.5 (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

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

Reference:
Patent; PFIZER INC.; Pfizer Limited; EP1077945; (2003); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Brief introduction of 724422-42-8

The synthetic route of 724422-42-8 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.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

6-bromo-2-methyl-3,4-dihydroisoquinolin-1-one (250 mg, 1.04 mmol), bis(pinacolato)diboron (397 mg, 1.56 mmol), potassium acetate (306 mg, 3.12 mmol) and 1,4-dioxane (10 mL) were degassed with bubbling nitrogen then [1,1′-bis(diphenylphosphino)ferrocene]palladium(II) chloride dichloromethane complex (85 mg, 0.10 mmol) was added and further 1,4-dioxane (10 mL). The resulting mixture was further degassed and then heated to 95 C for 18 h. The reaction mixture was allowed to cool to r.t., filtered through a plug of celite. Solvents were evaporated to afford crude 2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-1-one as a brown gum. UPLC-MS (ES+, Method A): 1.71 min, m/z 288.2 [M+H]+

The synthetic route of 724422-42-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REDX PHARMA PLC; JONES, Clifford, D.; BUNYARD, Peter; PITT, Gary; BYRNE, Liam; PESNOT, Thomas; GUISOT, Nicolas, E.S.; (318 pag.)WO2019/145729; (2019); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

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