Downstream synthetic route of 82827-09-6

As the paragraph descriping shows that 82827-09-6 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.82827-09-6,6-Bromoisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

82827-09-6, To an ice-cooling solution of 6-bromoisoquinolin-1(2H)-one (800 mg, 3.57 mmol) in DMF (8 mL) was added sodium hydride (160 mg, 3.93 mmol, 60%) in small portions, after the addition, the reaction system was warmed up to room temperature and stirred for 20min, iodoethane (800 mg, 5.36 mmol) was added. After the addition, the reaction system was stirred at room temperature for 2h, the reaction was quenched by addition of water (20 mL), extracted with ethyl acetate (20 mL ¡Á 2), the combined organic layers were washed with brine, dried over sodium sulfate, separation of organic phase, dried over anhydrous sodium sulfate, filtered and concentrated, the residue was purified by column chromatography on silica gel (ethyl acetate: petroleum ether = 1:4) to afford compound 15.1 (800 mg, yield: 91%) as a white solid

As the paragraph descriping shows that 82827-09-6 is playing an increasingly important role.

Reference£º
Patent; Shanghai de Novo Pharmatech Co., Ltd.; GAO, Daxin; WANG, Yuxun; CHEN, Shoujun; YANG, Heping; (101 pag.)EP3453707; (2019); A1;,
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Brief introduction of 82827-09-6

As the paragraph descriping shows that 82827-09-6 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.82827-09-6,6-Bromoisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

82827-09-6, To toluene (4 mL) was added 6-bromoisoquinolin-l(2H)-one (0.5 g, 2.232 mmol), diphenylmethanimine (0.447 mL, 2.68 mmol), BINAP (0.973 g, 1.562 mmol), and sodium t-butoxide (0.643 g, 6.69 mmol). The slurry was degassed for 10 min with N2 followed by the addition of r¡ã(dibenzylideneacetone) dipalladium(O) (0.101 g, 0.111 mmol) and the reaction mixture was heated to 1050C for 72 h. Hydroxylamine hydrochloride (0.279 g, 4.02 mmol), sodium acetate (0.439 g, 5.36 mmol) and MeOH (20 mL) were subsequently added and the reaction mixture was stirred at rt for 72 h, concentrated and purified by silica gel chromatography (DCM and 0-10%MeOH as eluents) to afford 130A (0.32g, 90%) as a tan powder. LCMS m/z 161.1 [M + H]+.

As the paragraph descriping shows that 82827-09-6 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/157162; (2008); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Analyzing the synthesis route of 82827-09-6

The synthetic route of 82827-09-6 has been constantly updated, and we look forward to future research findings.

82827-09-6, 6-Bromoisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

82827-09-6, Cesium carbonate (2.62 g), intermediate 1 (1.5 g) and (bromomethyl)cyclopropane (0.8 ml_) were stirred and heated at 50 0C for 4 hours. The mixture was allowed to cool then poured into water and extracted with ethyl acetate. The organic extracts were combined dried and evaporated under reduced pressure. The residue was triturated with ether and the sub-titled compound isolated by filtration (1.0g). MS: APCI(+ve) 277, 279 (M+H)+

The synthetic route of 82827-09-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/122765; (2008); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Analyzing the synthesis route of 82827-09-6

The synthetic route of 82827-09-6 has been constantly updated, and we look forward to future research findings.

82827-09-6, 6-Bromoisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

82827-09-6, Cesium carbonate (2.62 g), intermediate 1 (1.5 g) and (bromomethyl)cyclopropane (0.8 ml_) were stirred and heated at 50 0C for 4 hours. The mixture was allowed to cool then poured into water and extracted with ethyl acetate. The organic extracts were combined dried and evaporated under reduced pressure. The residue was triturated with ether and the sub-titled compound isolated by filtration (1.0g). MS: APCI(+ve) 277, 279 (M+H)+

The synthetic route of 82827-09-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/122765; (2008); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Brief introduction of 82827-09-6

The synthetic route of 82827-09-6 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.82827-09-6,6-Bromoisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

82827-09-6, 6-Bromoisoquinoline-1 (2Eta)-one (12mm0l), bis(4-methoxyphenyl)disulfide (10mmol), hexafluorofluoride was sequentially added to the pressure resistant reaction tube at room temperature. Silver acid (10 mmol) and dichloroethene (6 mL) were applied. Then the reaction mixture is at 90 C Reaction for 10 hours. The reaction was stopped, concentrated under reduced pressure to give a crude material, which was washed with a mixture of petroleum ether and ethyl acetate. 4-(4-Methoxyphenylthio)-6-bromoisoquinoline-1 (2H)-one. Yield 95%;

The synthetic route of 82827-09-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Nankai University; Zhu Youquan; He Jingli; Niu Yunxia; Han Tingfeng; Li Haoyu; (14 pag.)CN108822035; (2018); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Analyzing the synthesis route of 82827-09-6

The synthetic route of 82827-09-6 has been constantly updated, and we look forward to future research findings.

82827-09-6,82827-09-6, 6-Bromoisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

C. 6-Bromo-1-Chloroisoquinoline 6-Bromoisoquinolin-1-one (2.54 g, 11 mmol) is converted to the title compound (2.69 g, 11 mmol) by the method described in EXAMPLE 23, Part C. 1 H NMR (CDCl3, 300 MHz) delta8.30 (d, 1H), 8.19 (d, 1H), 8.04 (s, 1H), 7.78 (d, 1H), 7.52 (d, 1H), 7.27 (s, 1H), 6.49 (d, 1H). EI MS, M+ =241, 243.

The synthetic route of 82827-09-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Rhone-Poulenc Rorer Pharmaceuticals Inc.; US5731315; (1998); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Some tips on 82827-09-6

82827-09-6 6-Bromoisoquinolin-1(2H)-one 15885182, aisoquinoline compound, is more and more widely used in various fields.

82827-09-6,82827-09-6, 6-Bromoisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 6-bromoisoquinolin-1(2H)-one (Example 1b) (2 g) dissolved in NMP (20 ml.) was treated with potassium carbonate (1.974 g) and 1-bromo-3-chloropropane (8.83 ml) under nitrogen. The resulting mixture was stirred at 70 0C for 10 h. The cooled reaction mixture was diluted with water, and extracted with ethyl acetate. The organic layer was dried (MgSO4), and evaporated. The residue was purified (SiO2 chromatography, elution with a mixture of DCM and isohexane) to give the subtitle compound (1.70 g). 1H NMR delta (DMSO-d6) 8.12 (1 H, d), 7.95 (1 H, d), 7.64 (1 H, dd), 7.51 (1H, d), 6.62 (1 H, d), 4.10 – 4.03 (2H, m), 3.67 (1H, t), 3.54 (1 H, t), 2.30 – 2.08 (2H, m)

82827-09-6 6-Bromoisoquinolin-1(2H)-one 15885182, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; ASTRAZENECA AB; BROUGH, Stephen, John; LUKER, Timothy, Jon; ROBERTS, Bryan, Glyn; ST-GALLAY, Stephen, Anthony; WO2010/39079; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Analyzing the synthesis route of 82827-09-6

The synthetic route of 82827-09-6 has been constantly updated, and we look forward to future research findings.

82827-09-6,82827-09-6, 6-Bromoisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-bromoisoquinoline-1 (2Eta)-one (12 mmol), bis(3,5-dichlorophenyl)disulfide (10 mmol), six in sequence in a pressure-resistant reaction tube at room temperature Silver fluoride (10 mmol) and dichloroethane (8 mL). The reaction mixture was then reacted at 90 C for 10 hours. The reaction was quenched and concentrated under reduced pressure to give a crude material which was washed with a mixture of petroleum ether and ethyl acetate. Fast column chromatography to obtain the corresponding product 4-(3,5-Dichlorophenylthio)-6-bromoisoquinoline-1 (2H)-one. Yield 75%;

The synthetic route of 82827-09-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Nankai University; Zhu Youquan; He Jingli; Niu Yunxia; Han Tingfeng; Li Haoyu; (14 pag.)CN108822035; (2018); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Analyzing the synthesis route of 82827-09-6

The synthetic route of 82827-09-6 has been constantly updated, and we look forward to future research findings.

82827-09-6, 6-Bromoisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

82827-09-6, To a solution of 6-bromoisoquinolin-1(2H)-one (0.5 g, 2.23 mmol) in DMA (10 mL), wasadded NaH (60%, 0.13 g, 3.34 mmol) at room temperature and the mixture was stirred for 30mi 4-methoxybenzyl chloride (0.52 g, 3.34 mmol) was added to the reaction mixture at room temperature. The reaction mixture was stirred at rt for 3 h. Progress of the reaction was monitored by TLC. The reaction mixture was diluted with water (100 mL) and extracted with EtOAc (2 x 50 mL). The organic layers were separated, dried (Na2SO4), filtered and concentratedto afford 130 (1.02 g, crude) as a brown semisolid. This material was used for the next step without further purification. MS (ESl + ye): 344.04. 1H-NMR (400 MHz; DMSO-d6): oe 8.12 (d, J = 8.56 Hz, 1H), 7.94 (s, 1H), 7.65-7.62 (m, 2H), 7.30-7.26 (m, 2H), 6.91-6.87 (m, 2H), 6.61 (d, J = 7.32 Hz, 1H), 5.08 (s, 2H), 3.72 (s, 3H).

The synthetic route of 82827-09-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CARDIO THERAPEUTICS PTY LTD; TREUTLEIN, Herbert; ZENG, Jun; DIXON, Ian; JAMES, Ian; PALMER, James T; (169 pag.)WO2018/165718; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

New learning discoveries about 82827-09-6

As the paragraph descriping shows that 82827-09-6 is playing an increasingly important role.

82827-09-6,82827-09-6, 6-Bromoisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 1666-{4-[l-{[(3S)-l-(Cyclopropylcarbonyl)-3-pyrrolidinyl]methyl}-5-(trifluoromethyl)- lH-benzimidazol-2-yl]phenyl}-l(2H)-isoquinolinone1 – { [(3 S)- 1 -(cyclopropylcarbonyl)-3-pyrrolidinyl]methyl} -2-[4-(4,4,5 ,5-tetramethyl- 1 ,3 ,2- dioxaborolan-2-yl)phenyl]-5-(trifluoromethyl)-lH-benzimidazole (100 mg, 0.139 mmol) was dissolved in 1,4-dioxane in a 5 mL microwave vial. To this was added 6-bromo-l(2H)- isoquinolinone (31.2 mg, 0.139 mmol), PdC12(dppf)-CH2C12 adduct (5.68 mg, 6.95 muiotaetaomicron), and 2.0 M aqueous potassium carbonate (0.209 mL, 0.417 mmol) with stirring. The vial was purged with nitrogen, sealed and heated at 100 C for 2 hr. The reaction mixture was allowed to cool and the pH was adjusted to 7 with 1 N HC1. The reaction mixture was extracted with DCM (3 x 50 mL) and the combined extracts were dried over sodium sulfate, filtered and evaporated to dryness. The crude product was dissolved in DMSO (1.5 mL) and purified by preparative reverse phase HPLC using a gradient of 1% NH40H(aq)/acetonitrile. The appropriate fractions were combined and evaporated to dryness to afford 15 mg of the titled compound as an off- white solid. (LCMS m/z 556.9, M+H).

As the paragraph descriping shows that 82827-09-6 is playing an increasingly important role.

Reference£º
Patent; GLAXOSMITHKLINE LLC; HALLMAN, Jason; LAUDEMAN, Christopher; LIU, Ronggang; MILLER, Aaron; MOORE, Michael, Lee; DOCK, Steven; MUSSO, David; PARRISH, Cynthia; WO2011/56635; (2011); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem