Tag: M.W:200-300

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 (2S,5R)-6-(phenylmethoxy)-7-oxo-l,6-diazabicyclo[3.2.1]octane- 2-carboxylic acid (53.3 mg, 0.193 ramol) in dry dichloromethane (2 mL) was added triethylamine (0.067 mL, 0.482 mmol), 2-chloro-l-methylpyridinium iodide (58.7 mg, 0.230 mmol), and 6-amino-2-N-BOC-ls23>4-tetrahydro-isoqumoline (54.8 mg, 0.221 mmol) sequentially at room temperature under nitrogen. The reaction mixture was then heated to 500C for 45 minutes then the reaction product was concentrated in vacuo. Attempts to dissolve the reaction product in eluant (2:1:1 CH3CN/DMSO/water) for HPLC were unsuccessful, so it was partitioned between aqueous layer and dichloromethane. The organic layer was collected, dried over sodium sulfate, concentrated in vacuo and set aside for separate purfcation. The aqueous layer was also collected and purified by HPLC (30X100 mm Waters Sunfire column; 5 micron; 35 mL/min.; 210 nM; 15% to 100% CH3CN + 0.05% TFA / water + 0.05% TFA over 15 minutes; the title compound eluted at 80% CH3CN + 0.05% TFA / water + 0.05% TFA).Fractions containing the title compound were lyophilized overnight to afford the title compound as a white sticky solid. The organic layer from partitioning the crude product was purified by preparative TLC (1000 micron silica gel plate eluted with 50% ethyl acetate/hexane) to afford the title compound. Both batches of the title compound were combined and used without further purification in the next step.

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; MERCK & CO., INC.; WO2009/91856; (2009); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1532-97-4, 4-Bromoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A vessel was charged with 4-bromoisoquinoline (2.08 g, 10 mmol), and ethanol (10 mL), water (20 mL), toluene (40 mL), phenylboronic acid (1.83 g, 15 mmol, 1.5 equiv), K2C03 (5.52 g, 40 mmol, 4.0 equiv), and Pd(PPh3)4 (0.6 g, 0.5 mmol, 5 mol%) were added. The resulting mixture was heated at 95C for 16 hours. After cooling to room temperature, the biphasic solution was diluted with saturated aqueous NH4C1 (30 mL) and CH2Cl2 (30 mL). The aqueous phase was extracted with CH2C12 (2×30 mL) and the combined organic layers were washed with water (30 mL) and saturated aqueous NaHCO3 (30 mL). The organic phase was dried over MgSO4 and filtered. The filtrate was concentrated in vacuo and purified by flash column chromatography to afford 4-phenylisoquinoline (1.64 g, 80%).

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

Reference£º
Patent; BLEND THERAPEUTICS; BILODEAU, Mark, T.; DUNBAR, Craig, A.; BARDER, Timothy, E.; LEE, Edward, R.; ALARGOVA, Rossitza, G.; ROCKWOOD, Danielle, N.; MOREAU, Benoit; SHINDE, Rajesh; BOUTHILLETTE, Melaney; WO2014/43243; (2014); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

201150-73-4, tert-Butyl 5-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

334C. tert-Butyl 5-(2,2,2-trifluoroacetamido)-3,4-dihydroisoquinoline-2(lH)- carboxylate: To a 0 C solution of 334B (1 g, 4.03 mmol) in DCM (25 mL) was added TEA (0.842 mL, 6.04 mmol) and trifluoroacetic anhydride (0.569 mL, 4.03 mmol). The solvent was evaporated and the residue was purified by normal phase column chromatography to give 334C (1.27 g). XH NMR (400MHz, chloroform-d) delta 7.75 (br. s., 1H), 7.59 (d, J = 6.8 Hz, 1H), 7.34 – 7.25 (m, 1H), 7.10 (d, J = 7.6 Hz, 1H), 4.62 (s, 2H), 3.71 (t, J = 5.9 Hz, 2H), 2.71 (t, J = 5.8 Hz, 2H), 1.51 (s, 9H) ppm. MS (ESI) m/z: 244.9 (M+H-Boc)+., 201150-73-4

As the paragraph descriping shows that 201150-73-4 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; PINTO, Donald J.P.; CLARK, Charles G.; SMITH, II, Leon M.; ORWAT, Michael J.; JEON, Yoon; CORTE, James R.; WO2014/160668; (2014); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.34784-04-8,5-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

Commercially available 5-bromoisoquinoline (4.85 g, 23.3 mmol) was dissolved in dichloromethane (78 mL), and m-CPBA (9.28 g, 35.0 mmol) was added. The mixture was stirred at room temperature for 0.5 hours. The reaction mixture was diluted by adding chloroform, and washed with a saturated sodium bicarbonate aqueous solution and saturated brine. The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was dissolved in acetic anhydride (78.0 mL), and stirred for 1 hour under reflux. A 2.0 mol/L sodium hydroxide aqueous solution (156 mL) was added to the residue obtained by concentrating the reaction mixture under reduced pressure, and the mixture was stirred for 2 hours under reflux. The reaction mixture was cooled to room temperature, and neutralized with a 2.0 mol/L hydrochloric acid aqueous solution. The precipitated crystals were collected by filtration, and dried under reduced pressure to give 5-bromoisoquinolin-1(2H)-one (2.28 g, 10.1 mmol, 43%)., 34784-04-8

34784-04-8 5-Bromoisoquinoline 736487, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Kyowa Hakko Kirin Co., Ltd.; OTSUBO, Nobumasa; OKAZAKI, Shuko; TSUKUMO, Yukihito; IIDA, Kyoichiro; NAKOJI, Masayoshi; EP2708540; (2014); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.34784-02-6,3-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

General procedure: A suspension of intermediate 15(104.0 mg, 0.4 mmol), 7-bromoquinoline (124.8 mg, 0.6 mmol), t-BuONa (96.0 mg, 1.0 mmol), Pd2(dba)3 (18.0 mg, 0.019 mmol) andX-phos (9.6 mg, 0.02 mmol) in PhMe (2.8 ml) was degassed under astream of nitrogen over 10 min. The mixture was heated to 110 Cand stirred overnight. The resulting mixturewas filtered off and thesolution was concentrated under vacuum. The crude product waspurified by column chromatography on silica using a solvent of 60%ethyl acetate in hexanes. Compound 3l was obtained as a lightgreen solid (Yield: 60.0 mg, 38.8%).

34784-02-6, The synthetic route of 34784-02-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Yu, Jiang; Zhou, Peiting; Hu, Mingxing; Yang, Liuqing; Yan, Guoyi; Xu, Ruixue; Deng, Yufang; Li, Xinghai; Chen, Yuanwei; European Journal of Medicinal Chemistry; vol. 182; (2019);,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.891785-28-7,6-Bromoisoquinolin-3-amine,as a common compound, the synthetic route is as follows.

891785-28-7, Step 1 To a solution of 6-bromoisoquinolin-3-amine (XX)(3.0 g, 13.45 mmol)and 2-((1-(tert-butoxycarbonyl)piperidin-4-yl)oxy)isonicotinic acid (XII)(10.62 g, 32.94 mmol)in DCE was added DMAP (1.64 g, 13.45 mmol), DIPEA (7.03 mL, 40.35 mmol), HATU (12.32 g, 32.4 mmol)to DCE (67.2 mL)stirred at 75 C. for 16 hours. The solvent was removed under vacuum and putified by silica gel (40 g)using 0 to 50% EtOAc/hexanes to produce tert-butyl 4-((4-((6-bromoisoquinolin-3-yl)carbamoyl)pyridin-2-yl)oxy)piperidine-1-carboxylate (XLIV)as an off-white solid (4.37 g, 8.29 mmol, 61.6% yield). ESIMS found for C25H27BrN4O4 m/z 426.1 (M-Boc).

As the paragraph descriping shows that 891785-28-7 is playing an increasingly important role.

Reference£º
Patent; Samumed, LLC; KC, Sunil Kumar; Mak, Chi Ching; Eastman, Brian Walter; Cao, Jianguo; Bollu, Venkataiah; Mittapalli, Gopi Kumar; Chiruta, Chandramouli; (218 pag.)US2017/313682; (2017); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

34784-04-8, 5-Bromoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 57B 5-bromo-8-nitroisoquinoline The diethyl ether solution from Example 57A was treated with potassium nitrate (10.1 g, 100 mmol). After stirring for one hour, The mixture was poured onto ice and neutralized with concentrated ammonium hydroxide (300 ml). The crude product was collected by filtration, dried, and recrystalization from methanol to provide the title compound (8.83 g).

34784-04-8, The synthetic route of 34784-04-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Lee, Chih-Hung; Bayburt, Erol K.; DiDomenico JR., Stanley; Drizin, Irene; Gomtsyan, Arthur R.; Koenig, John R.; Perner, Richard J.; Schmidt JR., Robert G.; Turner, Sean C.; White, Tammie K.; Zheng, Guo Zhu; US2003/158188; (2003); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1532-97-4, 4-Bromoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Potassium nitrate (5.34 g; 0.052 mol) was added to 20 mL of concentrated sulfuric acid and slowly dissolved by careful heating. The resulting solution was added dropwise to a solution of 4-bromoisoquinoline (10 g, 0.048 mol) dissolved in 40 mL of the same acid at 0¡ã C. After removal of the cooling bath, the solution was stirred for one hour at room temperature. The reaction mixture was then poured onto crushed ice (400 g) and made basic with ammonium hydroxide. The resulting yellow precipitate was collected by filtration and the filtrate was extracted with diethyl ether (3*500 muL), dried (Na2SO4), and concentrated to give a yellow solid that was combined with the initial precipitate. Recrystallization from methanol gave 12.1 g (89percent) of 11 as slightly yellow crystals: mp 172-174¡ã C.; 1H NMR (300 MHz, CDCl3) delta 9.27 (s, 1H); 8.87 (s, 1H); 8.21 (dd, 1H, J=6.6, 1.2 Hz); 7.96 (dd, 1H, J=6.6, 1.2 Hz); 7.73 (t, 1H, J=7.5 Hz); CIMS m/z 253 (M+H+, 100percent); 255 (M+H++2, 100percent); Anal. Calc’d for C9H5BrN2O2: C, 42.72; H, 1.99; N, 11.07. Found: C, 42.59; H, 1.76; N, 10.87., 1532-97-4

1532-97-4 4-Bromoisoquinoline 73743, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; DarPharma, Inc.; US2007/155720; (2007); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

891785-28-7, 6-Bromoisoquinolin-3-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

891785-28-7, Step a. To a solution of 6-bromoisoquinolin-3 -amine (0.20 g, 0.89 mmol) and 4-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)-lH-pyrazole (0.19 g, 0.98 mmol) in DMF : water (4: 1, 5 ml) was prepared in a microwave glass vial. CS2CO3 (0.87 g, 2.68 mmol) was added to the reaction mixture at rt. The reaction mixture was degassed at rt for 15 min before adding Pd(dppf)Cl2 (0.06 g, 0.09 mmol) and the glass vial was sealed. The reaction mixture was subjected to microwave heating at 150C for 1 h. The resulting reaction mixture was poured into water (50 ml) and extracted with EtOAc (3 x 50 ml). The combined organic layer was washed with brine solution (50 ml), dried over Na2SC>4, filtered and concentrated under reduced pressure. The resulting residue was purified by column chromatography (2.2% MeOH in DCM) yielding 6-(lH-pyrazol-4-yl) isoquinolin-3 -amine (0.1 1 g, 0.52 mmol). LCMS: Method A, 1.47 min, MS: ES+ 211.18.

891785-28-7 6-Bromoisoquinolin-3-amine 45789831, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; MISSION THERAPEUTICS LTD; JONES, Alison; KEMP, Mark Ian; STOCKLEY, Martin Lee; GIBSON, Karl Richard; WHITLOCK, Gavin Alistair; MADIN, Andrew; (217 pag.)WO2016/46530; (2016); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

552331-06-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.552331-06-3,6-Bromo-3-chloroisoquinoline,as a common compound, the synthetic route is as follows.

Step 2 To a mixture of 6-bromo-3-chloro-isoquinoline (XII) (0.5 g, 2.06 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(trideuteriomethyl)pyrazole (LXX) (1.305 g, 6.19 mmol) and SPhos Pd G4 (81.9 mg, 0.100 mmol) in 1,4-dioxane (10 mL) and was added a 2 M aqueous solution of K2CO3 (3.88 mL, 7.77 mmol). N2 gas was bubbled into the mixture for 10 min and then the mixture was heated to 110 C. for 0.5 h in a microwave. The organic layer was carefully separated, absorbed on silica gel and purified by column chromatography (0?100% hexanes/EtOAc) to obtain 3-chloro-6-[1-(trideuteriomethyl)pyrazol-4-yl]isoquinoline (LXXI) (400 mg, 1.62 mmol, 78.6% yield) as an off-white solid. ESIMS found for C13H7[2H3]ClN3 m/z 246.9 (M+1).

The synthetic route of 552331-06-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Samumed, LLC; KC, Sunil Kumar; Mittapalli, Gopi Kumar; Hofilena, Brian Joseph; Marakovits, Joseph Timothy; Chiruta, Chandramouli; Mak, Chi Ching; Cao, Jianguo; (324 pag.)US2017/313681; (2017); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem