Category: 891785-28-7

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, To an oven dried schlenck flask was added [(2R)-tetrahydrofuran-2-ylj-[4-[4-(4,4,5,5- tetramethyl- 1,3 ,2-dioxaborolan-2-yl)phenoxyj -1 -piperidylj methanone (0.11 g, 0.26 mmol), 6- bromoisoquinolin-3-ylamine (0.09 g, 0.39 mmol), tetrakis(triphenylphosphine)palladium(0) (0.03 g, 0.03 mmol), iN Na2CO3 (0.79 mL, 0.79 mmol), followed by i,4-dioxane (2 mL) and was degassed under an atmosphere of argon for 5 mm and was heated at 99 C for 2 h. The reaction was cooled, filtered through a pad of celite, washed with iN Na2CO3/water/brine, dried over sodium sulfate, and concentrated. The product was purified using the Gilson (0. i%TFA in water/0. 1% TFA in acetonitrile gradient), diluted clean fractions with DCM, washed with iN Na2CO3/brine, dried over sodium sulfate, and concentrated. {4-[4-(3-aminoisoquinolin-6-yl)- phenoxyj-piperidin-i-yl}-(R)-tetrahydrofuran-2-yl-methanone was isolated as a solid (0.04 g, 34%). Analysis: LCMS m/z = 403 (M+i). ?H NMR (DMSO-d6) oe: 8.78 (s, iH), 7.84 (d, iH, J =8.6 Hz), 7.70 (m, 3H), 7.44 (m, 2H), 7.11 (m, 2H), 6.65 (s, iH), 5.91 (s, 2H), 4.68 (m, 2H), 3.76 (m, 4H), 3.41 (m, iH), 3.29 (m, iH), 2.01 (br m, 4H), i.84 (m, 2H) i.5i-i.65 (br m, 2H).

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

Reference£º
Patent; CEPHALON, INC.; BECKNELL, Nadine, C.; DANDU, Reddeppa, Reddy; DORSEY, Bruce, D.; GOTCHEV, Dimitar, B.; HUDKINS, Robert, L.; WEINBERG, Linda; ZIFICSAK, Craig, A.; ZULLI, Allison, L.; (411 pag.)WO2016/205633; (2016); 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 1 To a cooled (0 C.), stirred suspension of C-1 (6.018 g, 26.98 mmol, 1.00 equiv.) in BMIM.BF4 (50 mL, 0.26 mol, 9.7 equiv.) was added NO.BF4 (3.90 g, 32.7 mmol, 1.21 equiv.) in several portions over 3 min. The mixture quickly changed in color from pale yellow-brown color to yellow-orange and warmed to ambient temperature with the evolution of nitrogen. After 15 min the effervescence subsided to produce a mobile yellow-orange suspension. After 60 min at RT the mixture was treated with sat’d. aq. NaHCO3, diluted with water and extracted with EtOAc. The lower of the three layers was discarded, and the upper EtOAc phase separated. The orange-brown middle layer was diluted with sufficient water to become homogeneous and again extracted with EtOAc. The combined EtOAc phases were washed with water and brine, dried (Na2SO4), filtered and concentrated in vacuo to afford 6.792 g of a pale brown crystalline solid. The crude residue was absorbed onto silica gel and purified by SiO2 chromatography eluting with an EtOAc/heptane gradient (0 to 30% EtOAc) to afford 4.248 g (70%) of 6-bromo-3-fluoroisoquinoline (C-2) as a white solid. 1H NMR (400 MHz, CDCl3) delta 8.94 (s, 1H), 8.00 (s, 1H), 7.86 (d, J=8.8 Hz, 1H), 7.63 (dd, J=8.8, 1.6 Hz, 1H), 7.17 (s, 1H). LCMS: MH+226.1/228.2.

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

Reference£º
Patent; Genentech, Inc.; Array BioPharma Inc.; Blake, Jim; Chen, Huifen; Chicarelli, Mark; Gaudino, John; Gazzard, Lewis; Kintz, Sam; Mohr, Pete; Robarge, Kirk; Schwarz, Jacob; Zhou, Aihe; US2014/66453; (2014); 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, To a stirred suspension of 6-bromoisoquinolin-3-amine (XV) (2. g, 8.97 mmol) in DMF (25.1 mL) at 0 C. was added 1-iodopyrrolidine-2,5-dione (2.02 g, 8.97 mmol) portionwise, The mixture was stirred at 0 C. for 1 hr. LC-MS of the mixture showed completion of the reaction and the desired product. The solvent was removed under vacuum, the residue was purified by C18 Silica gel (240 g) [0-?100% H2O/MeCN (0.1% Formic acid)] to produce 6-bromo-4-iodo-isoquinolin-3-amine (XVII) (1.95 g, 5.58 mmol, 62.2% yield) as a brown solid. 1H NMR (499 MHz, DMSO-d6) delta ppm 6.41 (2H, br s), 7.40 (1H, dd, J=8.64, 1.78 Hz), 7.76-7.81 (1H, m), 7.82 (1H, d, J=8.51 Hz), 8.81 (1H, s); ESIMS found for C9H6BrIN2 m/z 348.9 (79BrM+H).

The synthetic route of 891785-28-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Samumed, LLC; KC, Sunil Kumar; Mittapalli, Gopi Kumar; Chiruta, Chandramouli; Hofilena, Brian Joseph; Mak, Chi Ching; Eastman, Brian Walter; Bollu, Venkataiah; (158 pag.)US2019/119263; (2019); 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 1 To a solution Added 2-fluoropyridine-4-carboxylic acid (XXXVIII)(1.27 g, 8.97 mmol), HATU (1.7 g, 4.48 mmol), DMAP (0.55 g, 4.48 mmol)and 6-bromoisoquinolin-3-amine (XX)(1.0 g, 4.48 mmol)to MeCN (22.4 mL)followed by DIPEA (3.12 mL, 17.93 mmol)at room temperature then stirred at stirred at 60 C. for 90 min. One additional eq of HATU (1.7 g, 4.48 mmol)was added and the reaction was stirred overnight. Another 0.05 eq HATU was added and stirred for another 1 h. The reaction was poured into 300 mL of water, the solid was filtered and washed with MeOH, to produce N-(6-bromoisoquinolin-3-yl)-2-fluoroisonicotinamide (XXXIX)as an off-white solid (1.38 g, 3.99 mmol, 89.0% yield). ESIMS found for C15H9BrFN3O m/z 346.2 (M+H).

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

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

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, In a dry box, to the microwave test tube ( 20 ml volume) was added the 6-bromoisoquinolin-3-amine (1.0 g, 4.5 mmol) and the NaOMe (242.0 mg, 4.5 mmol) in 10 ml of DMSO. The microwave test tube was capped and moved from the dry box. The test tube was place into Microwave station to heat at 150 0C for 30 min. The crude residue was purified by a silica gel column to give 420 mg (yield 53.8 %). 1H NMR (400 MHz, DMSO-Cf6) ppm 2.44 (s, 3 H), 7.94 – 8.11 (m, 2 H), 8.17 (d, J = 8.56 Hz, 2 H), 8.82 (s, 1 H). MS m/z, (APCI); 175.1([M + H]+).

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

Reference£º
Patent; PFIZER PRODUCTS INC.; WO2007/125405; (2007); A2;,
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 stirred suspension of 6-bromoisoquinolin-3-amine (XX)(1.0 g, 4.48 mmol)in DMF (15 mL)at 0 C. was added 1-chloropyrrolidine-2,5-dione (XXI)(598.6 mg, 4.48 mmol)portionwise. The mixture was stirred at 0 C. for 6 h. The reaction mixture was added to water (150 mL), stirred for 1 h and the resulting solids were collected by filtration and air dried overnight to obtain 6-bromo-4-chloro-isoquinolin-3-amine (XXII)(922 mg, 3.58 mmol, 79.9% yield)as a beige solid which was used for next step without purification. 1H NMR (499 MHz, DMSO-d6)delta ppm 6.55 (2H, s), 7.40 (1H, dd, J=8.64, 1.78 Hz), 7.88 (1H, d, J=8.51 Hz), 7.90 (1H, d, J=1.10 Hz), 8.86 (1H, s); ESIMS found for C9H6BrClN2m/z 256.9 (79BrM+H).

The synthetic route of 891785-28-7 has been constantly updated, and we look forward to future research findings.

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

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, 6-Bromo-3-fluoroisoquinoline: To a mixture of 6-bromoisoquinolin-3- amine (0.710 g, 3.18 mmol) in pyridine hydrofluoride (10.0 mL, 3.18 mmol, Aldrich) at – 78 0C was carefully added sodium nitrite (0.264 g, 3.82 mmol, Aldrich). The reaction mixture was stirred at -78 0C for 5 minutes. The reaction mixture was then warmed to room temperature and stirred for 40 minutes. The mixture was then poured into an ice bath and the pH was adjusted to >;9 with Na2CO3. The mixture was filtered to recover a yellow-purple solid. The solid was dissolved in EtO Ac-water with stirring. The resulting mixture was then extracted with EtOAc (3 x 200 mL). The EtOAc layers were combined, washed with brine, dried over Na2SOzI, filtered and concentrated. The residue was taken up in DCM-MeOH and adsorbed onto silica gel. Purification by chromatography on silica gel (eluting with EtOAc O – 7 % in hexanes) provided 6-bromo- 3-fluoroisoquinoline (500 mg, 70 %). LCMS (API-ES) m/z: 226.0, 228.0 [M+H]+.

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

Reference£º
Patent; AMGEN INC.; ZENG, Qingping; YUAN, Chester Chenguang; YAO, Guomin; WANG, Xianghong; TADESSE, Seifu; ST. JEAN, JR., David J.; REICHELT, Andreas; LIU, Qingyian; HONG, Fang-Tsao; HAN, Nianhe; FOTSCH, Christopher H.; DAVIS, Carl D.; BOURBEAU, Matthew P.; ASHTON, Kate S.; ALLEN, John G.; WO2010/83246; (2010); 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.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

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

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, [00344] 6-Bromo-3-fluoroisoquinoline: To a mixture of 6-bromoisoquinolin-3- amine (0.71 g, 3.18 mmol) in pyridine hydrofluoride (10 mL, 3.18 mmol) at -780C was carefully added sodium nitrite (0.26 g, 3.82 mmol). The reaction mixture was stirred at – 780C for 5 minutes. The reaction mixture was then warmed to room temperature over 40 minutes. The mixture was poured into an ice bath and the pH was adjusted to >9 with Na2CO3. The mixture was filtered to recover a yellow-purple solid. The solid was dissolved in EtOAc and water with stirring. The mixture was extracted with EtOAc (3 x 200 mL). The EtOAc was washed with brine, dried over Na2SO^ filtered and concentrated. The residue was taken up in DCM-MeOH and adsorbed onto silica gel. Purification by chromatography on silica gel eluting with EtOAc 0-7 % in hexanes provided the product (500 mg, 70 %). LCMS (API-ES) m/z: 226, 228 (M+H+).

The synthetic route of 891785-28-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AMGEN INC.; WO2009/11880; (2009); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem