New learning discoveries about 164148-92-9

164148-92-9, 164148-92-9 tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate 2756371, aisoquinoline compound, is more and more widely used in various fields.

164148-92-9, tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 9c (407 mg, 1.78 mmol), tert-butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate (39a, 494 mg, 1.99 mmol), HATU (889 mg, 2.34 mmol), DIEA (0.70 mL, 4.01 mmol), and DMF (3 mL) was stirred at rt for 13 h. The reaction mixture was diluted with EtOAc (60 mL), and washed with sat. aq. NaHCO3 (2 ¡Á 30 mL) and brine (2 ¡Á 30 mL). The organic layer was dried over MgSO4 and evaporated solvent under vacuum. The resulting residue was purified by column chromatography (silica gel, eluted with 5% MeOH/EtOAc) and crystallization from EtOAc to yield 40a (623 mg, 76%) as a white solid. 1H NMR (300 MHz, DMSO-d6) delta 1.43 (9H, s), 2.77 (2H, t, J = 5.8 Hz), 3.55 (2H, t, J = 5.8 Hz), 3.94 (3H, s), 4.46 (2H, s), 6.84 (1H, d, J = 15.6 Hz), 7.13 (1H, d, J = 8.3 Hz), 7.41-7.53 (2H, m), 7.59 (1H, s), 7.67-7.78 (2H, m), 8.08 (1H, s), 8.53 (1H, d, J = 5.3 Hz), 8.77 (1H, s), 10.24 (1H, s). MS (API): m/z 460.1 (M + H)+.

164148-92-9, 164148-92-9 tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate 2756371, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Article; Fujimoto, Jun; Hirayama, Takaharu; Hirata, Yasuhiro; Hikichi, Yukiko; Murai, Saomi; Hasegawa, Maki; Hasegawa, Yuka; Yonemori, Kazuko; Hata, Akito; Aoyama, Kazunobu; Cary, Douglas R.; Bioorganic and Medicinal Chemistry; vol. 25; 12; (2017); p. 3018 – 3033;,
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

 

Brief introduction of 80278-67-7

The synthetic route of 80278-67-7 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.80278-67-7,Isoquinoline-5-carbaldehyde,as a common compound, the synthetic route is as follows.

To a mixture of Mg turnings (0.2 g, 7.9 mmol) in ether (10 mL) was added MeI (1.13 g, 7.9 mmol) slowly at RT under an inert atmosphere. After being stirred for 1 h at RT, the reaction mixture was cooled to -1O0C and a solution of isoquinoline-5- carbaldehyde (0.5 g, 3.18 mmol) in ether (10 mL) was added. The reaction mixture was then stirred for an additional hour at RT, quenched with saturated NH4Cl solution and extracted with EtOAc (3 x 50 mL). The combined organic layers were washed with water and brine, dried over Na2SO4, filtered and concentrated in vacuo to obtain the crude product. The crude material was purified via silica gel column chromatography using 30percent ethyl acetate in hexanes to afford l-(isoquinolm-5-yl)ethanol (0.53 g, 97percent) as an off-white solid., 80278-67-7

The synthetic route of 80278-67-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; CHESWORTH, Richard; WO2010/6130; (2010); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Simple exploration of 164148-92-9

164148-92-9, The synthetic route of 164148-92-9 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.164148-92-9,tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.

Intermediate 28: 1.1-Dimethylethyl 6-ralphai-r(3.4-dichlorophenvnmethyll-1 H-pyrazol-4- yl}carbonyl)amino1-3,4-dihvdro-2(1 /-/)-isoquinolinecarboxylate; To a solution of 1-[(3,4-dichlorophenyl)methyl]-1 H-pyrazole-4-carboxylic acid (Intermediate 8) (105 mg, 0.39 mmol), N-(3-dimethylaminopropyl)-N’- ethylcarbodiimide hydrochloride (75 mg, 0.39 mmol), 1-hydroxybenzotriazole hydrate (52 mg, 0.39 mmol) and triethylamine (90 mul_, 0.64 mmol) in DCM (5 ml.) was added 1 ,1-dimethylethyl 6-amino-3,4-dihydro-2(1 H)-isoquinolinecarboxylate (80 mg, 0.32 mmol) and the reaction mixture was stirred at room temperature for 48 hours. The organic phase was then washed with a 1 N sodium hydroxide solution, with brine, dried over Na2SO4, filtered and evaporated under reduced pressure. The residue was purified by flash column chromatography eluting with DCM/MeOH: 95/5 to give the title compound as a yellow oil (120 mg, 75%). LC/MS: m/z 501 (M+H)+, Rt: 3.75 min.

164148-92-9, The synthetic route of 164148-92-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/74824; (2008); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

New learning discoveries about 27655-40-9

27655-40-9, The synthetic route of 27655-40-9 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.27655-40-9,Isoquinoline-5-sulfonic acid,as a common compound, the synthetic route is as follows.

EXAMPLE D 1-(5-Isoguinolinesulfonyl)-2.5-dimethylpinerazine To 40 mL of thionyl chloride is added 2,50 g of 5-isoquinolinesulfonic acid and 0.5 mL of N,N-dimethylformamide. The resulting mixture is warmed at 80 C. The volitiles are removed under reduced pressure to produce a residue. The residue is dissolved in water and the pH is adjusted to 6.0 with an aqueous sodium bicarbonate solution and the resulting mixture is extracted with methylene chloride. The methylene chloride solution is combined with a solution of 2.8 g of 1-benzyloxycarbonyl-2,5-dimethylpiperazine and 1.8 of triethylamine in methylene chloride while the mixture is maintained at 0 C. After 1 hour, the reaction mixture is allowed to warm to ambient temperature and is stirred. The reaction mixture is washed with dilute hydrochloric acid, dried (anhydrous sodium sulfate) and concentrated under reduced pressure. The residue is dissolved in methanol and 0.25 g of 5% palladium on charcoal is added. The reaction mixture is stirred at ambient temperature under a hydrogen atmosphere (40 psi). After the hydrogenolysis is complete, the reaction mixture is filtered and the filtrate is concentrated under reduced pressure. The residue is purified by column chromatography to provide 1-(5-isoquinolinesulfonyl)-2,5-dimethylpiperazine:

27655-40-9, The synthetic route of 27655-40-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Alcon Laboratories, Inc.; US6403590; (2002); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

New learning discoveries about 552331-06-3

As the paragraph descriping shows that 552331-06-3 is playing an increasingly important role.

552331-06-3,552331-06-3, 6-Bromo-3-chloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of Compound 2e: A solution of 6-bromo-3-chloro-isoquinoline (Frontier Scientific, Logan, Utah USA) (8.0 g, 33 mmol) and tributyl-(1-ethoxy-vinyl)-stannane (14.88 g, 14 mL, 41.2 mmol) in toluene (100 mL) was degassed with nitrogen for 30 min. Bis(triphenylphosphine)palladium(ll) dichloride (1.16 g, 1 .65 mmol, 5 mol%) was added and the reaction mixture was heated at 60 C for 20 h. The reaction mixture was cooled to room temperature, the mixture was filtered and the filtrate was evaporated. The residue was purified by silica gel chromatography using a gradient of /’so-hexanes/ethyl acetate 20:1 to 10:1 to afford the title compound (7.1 g, 92%) as a pale yellow solid.

As the paragraph descriping shows that 552331-06-3 is playing an increasingly important role.

Reference£º
Patent; GILEAD SCIENCES, INC.; SELCIA LIMITED; STEADMAN, Victoria Alexandra; POULLENNEC, Karine G.; LAZARIDES, Linos; ACIRO, Caroline; DEAN, David Kenneth; KEATS, Andrew John; SIEGEL, Dustin Scott; SCHRIER, Adam James; MACKMAN, Richard; JANSA, Petr; WO2013/185093; (2013); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Simple exploration of 34784-05-9

34784-05-9, As the paragraph descriping shows that 34784-05-9 is playing an increasingly important role.

34784-05-9, 6-Bromoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 38; N-(2-chloro-5-(6-isoquinolinyl)-3-pyridinyl)-4-fluorobenzenesulfonamide; (Some starting materials may be obtained from Kalexsyn, Kalamazoo, MI) A glass microwave reaction vessel was charged with 6-bromoisoquinoline (120 mg, 0.58 mmol), N- (2-chloro-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)pyridin-3-yl)-4- fluorobenzenesulfonamide (262 mg, 0.6 mmol), l,l’-bis(diphenylphosphino)ferrocene-palladium dichloride (32 mg, 0.04 mmol), sodium carbonate (183 mg, 1.730 mmol), and dioxane-H2O(2: l, 3 mL). The reaction mixture was sealed and heated at 1000C for 1 h. Water was added in, and the suspension was filtered, the solid was air-dry. The crude product was chromatographed through a Redi-Sep pre-packed silica gel column (40 g), eluting with a gradient of 2% to 5% MeOH in CH2Cl2 to provide N-(2-chloro-5-(isoquinolin-6-yl)pyridin-3-yl)-4-fluorobenzenesulfonamide (20 mg, 8.4% yield) as a white solid. MS (ESI pos. ion) m/z: calc’d for C20Hi3ClFN3O2S:413.0; found: 414.0(MH+). 1H NMR (400 MHz, DMSO-(I6) delta ppm 7.44(t,J=8.80 Hz, 2 H) 7.82-7.85 (m, 2 H) 7.93 (d, J=5.87 Hz, 1 H) 8.00 (dd, J=8.61, 1.37 Hz, 1 H) 8.16 (d, J=2.15 Hz, 1 H) 8.29 (d, J=8.61 Hz, 1 H) 8.33 (s, 1 H) 8.58 (d, J=5.67 Hz, 1 H) 8.75 (s, 1 H) 9.40 (s, 1 H) 10.58 (s, 1 H).

34784-05-9, As the paragraph descriping shows that 34784-05-9 is playing an increasingly important role.

Reference£º
Patent; AMGEN INC.; WO2009/155121; (2009); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Some tips on 4456-77-3

4456-77-3 Isoquinoline-1,3(2H,4H)-dione 349435, aisoquinoline compound, is more and more widely used in various fields.

4456-77-3, Isoquinoline-1,3(2H,4H)-dione is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4456-77-3

EXAMPLE 60B 1,3-dichloroisoquinoline The product from Example 60A (6.5 g, 40.4 mmol) was treated with phenylphosphonic dichloride (11.5 mL, 81.1 mmol) and heated at 160 C. for 3 hours. The reaction was allowed to cool to room temperature and stand overnight. The resulting waxy orange material was dissolved in tetrahydrofuran (200 mL), treated with water (60 mL), and then concentrated under reduced to remove the tetrahydrofuran. The remaining aqueous material was neutralized with concentrated NH4OH and extracted with ethyl acetate. The ethyl acetate phases were combined, washed with water, brine, dried over Na2SO4 and concentrated under reduced pressure to provide the title compound as yellow flakes (6.92 g, 74%).

4456-77-3 Isoquinoline-1,3(2H,4H)-dione 349435, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Abbott Laboratories; US6933311; (2005); B2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

New learning discoveries about 1532-97-4

1532-97-4, As the paragraph descriping shows that 1532-97-4 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.1532-97-4,4-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

General procedure: One mmol each of the isoquinolines (1a?c), phenacyl bromide (2a?f)/ 2-bromoacetonitrile (2g), and benzoyl isothiocyanate (3) were taken in a 100 ml RB flask.Then water (50 ml), CTAB (4 mmol) and Amberlite resin 420 (1 mmol) were added andthe mixture was stirred continuously for 1.5 h at room temperature. After completion of the reaction (monitored by TLC), the solid was filtered off, washed thoroughly withwater (until free from CTAB), Then the solid was dried, and dissolved in chloroform andagain filtered to separate base (Amberlite resin 420) from solution. The compound furtherpurified by recrystallization from chloroform to yield the thiazolo[2,3-a]isoquinolin-4-ium derivatives (4a?r).

1532-97-4, As the paragraph descriping shows that 1532-97-4 is playing an increasingly important role.

Reference£º
Article; Maity, Arindam; Chakraborty, Debanjana; Hazra, Abhijit; Bharitkar, Yogesh P.; Kundu, Sandip; Maulik, Prakas R.; Mondal, Nirup B.; Tetrahedron Letters; vol. 55; 19; (2014); p. 3059 – 3063;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Some tips on 164148-92-9

164148-92-9, The synthetic route of 164148-92-9 has been constantly updated, and we look forward to future research findings.

164148-92-9, tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of tert-butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate (27.1) (2.0 g, 8.05 mmol) in DMF (20 mL) was added to 1-(chloromethyl)-4-methoxybenzene (1.5 g, 9.58 mmol) and K2CO3 (1.11 g, 8.05 mmol). The reaction mixture was stirred at 100 C for 3 h under N2. TLC showed the reaction was complete. The reaction mixture was quenched with the addition of water and extracted with ethyl acetate. The combined organic layers were washed with water and brine, dried over sodium sulfate, and concentrated in vacuo to afford the crude product. The crude product was purified by column chromatography (hexane/ethyl acetate: 8/1) to afford tert-butyl 6-((4-methoxybenzyl)amino)-3,4-dihydroisoquinoline-2(1H)-carboxylate (44.1) as a white solid (1.1 g, 37%). [00637] LCMS: 369.2 [M+1]+.

164148-92-9, The synthetic route of 164148-92-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CELGENE AVILOMICS RESEARCH, INC.; SCHWARTZ, C., Eric; SURAPANENI, Sekhar, S.; WORM, Karin Irmgard; (266 pag.)WO2016/90079; (2016); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem