Analyzing the synthesis route of 164148-92-9

164148-92-9, As the paragraph descriping shows that 164148-92-9 is playing an increasingly important role.

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 stined 0 C solution of tert-butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate (1 g, 4.02 mmol) in DCM (15 mL) was added Et3N (1.7 mL, 12.07 mmol) followed by (CF3CO)20 (0.85 mL, 6.03 mmol). The ice bath was removed, and the reaction was stined at RT for 2 h. After completion of the reaction, the reaction was diluted with DCM (20 mL) washed with sat. NaHCO3 (2 x 20 mL), water (20 mL) and brine (20 mL), dried (Na2504) and evaporated under vacuum to afford tert-butyl 6-(2,2,2- trifluoroacetamido)-3,4-dihydro isoquinoline-2(1H)-carboxylate (1.2 g, 81%) as a brown solid; MS (ESI) mlz 289.4 [(M-tBu)+H].

164148-92-9, As the paragraph descriping shows that 164148-92-9 is playing an increasingly important role.

Reference£º
Patent; ZENO ROYALTIES & MILESTONES, LLC; HUANG, Peter, Qinhua; BOREN, Brant, Clayton; BUNKER, Kevin, Duane; LIU, Hui; PALIWAL, Sunil; (99 pag.)WO2019/28008; (2019); A1;,
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Simple exploration of 1082674-24-5

1082674-24-5 6-Bromoisoquinoline-1-carbonitrile 77174826, aisoquinoline compound, is more and more widely used in various fields.

1082674-24-5, 6-Bromoisoquinoline-1-carbonitrile is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3. Synthesis of 6-amino isoquinoline (#F3). A solution of #F2 (4.5 g, 51.7 mmol), 6-bromoisoquinoline-1-carbonitrile (6.0 g, 25.9 mmol), BINAP (3.2 g, 5.1 mmol), Pd2(dba)3 (2.3 g, 2.6 mmol) and potassium phosphate (11.0 g, 51.7 mmol) in anhydrous DMSO (35 mL) was heated at 80 C. for 2 h. The complete disappearance of the 6-bromoisoquinoline-1-carbonitrile was observed on TLC. The reaction mixture was cooled to room temperature, filtered through a Celite pad and the filtrate was diluted with water (100 mL). The mixture was extracted with EtOAc (100 mL*3). The combined organic layers were dried over anhydrous sodium sulfate and concentrated under reduced pressure to give crude material. The product was purified by chromatography on silica gel (100-200 mesh) using 10% MeOH in DCM as eluant to give racemic #F3 as yellow solid (1.5 g, 24.3%). Rf: 0.4 (50% EtOAc in petroleum ether). Chiral HPLC: two enantiomers (61.0%, 39.0%). LCMS m/z=240.1 (M+H). H NMR (400 MHz, d6-DMSO): delta 2.19-2.27 (m, 1H), 2.36-2.45 (m, 1H), 3.67-3.84 (m, 3H), 4.02-4.07 (m, 1H), 4.33-4.39 (m, 1H), 5.09 (t, J=4.8 Hz, 1H), 6.83 (d, J=1.6 Hz, 1H), 7.33 (dd, J=8.8 Hz, J=2.0 Hz, 1H), 7.78 (d, J=6.4 Hz, 1H), 7.97 (d, J=8.8 Hz, 1H), 8.36 (d, J=5.6 Hz, 1H)., 1082674-24-5

1082674-24-5 6-Bromoisoquinoline-1-carbonitrile 77174826, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Pfizer Inc.; Anderson, James Thomas; Chekler, Eugene Lvovich Piatnitski; Ellsworth, Edmund L.; Erickson, Bruce Kipp; Gilbert, Adam Matthew; Ricketts, Anthony P.; Thompson, David P.; Unwalla, Rayomand Jal; Verhoest, Patrick Robert; US2014/155390; (2014); A1;,
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Simple exploration of 1041423-26-0

1041423-26-0 1,3-Dichloro-6-fluoroisoquinoline 46839960, aisoquinoline compound, is more and more widely used in various fields.

1041423-26-0, 1,3-Dichloro-6-fluoroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 1,3 -dichloro-6- fluoroisoquinoline (2.5 g, 1 1.6 mmol) in acetic acid (40 mL) and hydriodic acid (20 mL, 45% aqueous solution) was added red phosphorus (0.9 g, 28.9 mmol) at ambient temperature. The resulting mixture was stirred for 4 hours at 100 C. After cooling down to ambient temperature, the resulting mixture was concentrated under reduced pressure. The residue was dissolved into dichloromethane (100 mL) and washed with saturated aqueous solution of sodium bicarbonate (2 x 100 mL). The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure to afford 3-chloro-6-fluoroisoquinoline as a dark grey solid: MS (ESI, m/z): 182.0 [M + 1]+; 1H MR (400 MHz, OMSO-d6) delta 9.24 (s, 1H), 8.32-8.29 (m, 1H), 8.04 (s, 1H), 7.82-7.76 (m, 1H), 7.66-7.61 (m, 1H)., 1041423-26-0

1041423-26-0 1,3-Dichloro-6-fluoroisoquinoline 46839960, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ABBAS, Walji; HOSTETLER, Eric; GRESHOCK, Thomas; LI, Jing; MOORE, Keith P.; BENNACEF, Idriss; MULHEARN, James; SELNICK, Harold; WANG, Yaode; YANG, Kun; FU, Jianmin; WO2015/188368; (2015); A1;,
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Downstream synthetic route of 891785-28-7

As the paragraph descriping shows that 891785-28-7 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.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;,
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Some tips on 63927-23-1

63927-23-1 5-Bromo-8-nitroisoquinoline 816983, aisoquinoline compound, is more and more widely used in various fields.

63927-23-1, 5-Bromo-8-nitroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

63927-23-1, Iodomethane (506 mmol) was added to a solution of 5-bromo-8-nitroisoquinoline (101 mmol) inN,N-dimethylformamide (200 mL) and the reaction mixture was maintained for 16 h at 40 C. The precipitated solids were collected by filtration, washed with ether (2 x 250 mL), and dried to provide 5- bromo-8-nitro-N-methylisoquinolinium iodide in 83% yield as a red solid.

63927-23-1 5-Bromo-8-nitroisoquinoline 816983, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2009/23844; (2009); A2;,
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Downstream synthetic route of 13130-79-5

13130-79-5, As the paragraph descriping shows that 13130-79-5 is playing an increasingly important role.

13130-79-5, 1-Bromoisoquinolin-3-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of l-bromoisoquinolin-3-amine (400 mg, 1.79 mmol, 1.00 eq) and e/-Z-butoxycarbonyl tert-butyl carbonate (3.91 g, 17.9 mmol, 4.12 mL, 10.0 eq) was stirred at 70 C for 16 hours. The residue was purified by column chromatography (Si02, diethyl ether/ethyl acetate = 5: 1) to give /er -butyl N-(l -bromo-3-isoquinolyl) carbamate (400 mg, 1.24 mmol, 69.2 % yield) as a yellow solid. ESI MS m/z 322.1 , 324.1 [M+H]+ .

13130-79-5, As the paragraph descriping shows that 13130-79-5 is playing an increasingly important role.

Reference£º
Patent; MIRATI THERAPEUTICS, INC.; ARRAY BIOPHARMA, INC.; MARX, Matthew, Arnold; BLAKE, James, F.; FELL, Jay, Bradford; FISCHER, John, P.; MEJIA, Macedonio, J.; (164 pag.)WO2020/47192; (2020); A1;,
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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 mixture of 3-bromo-2-methylbiphenyl (Example 2, Step 1: 30 mg, 0.1 mmol), palladium acetate (2.7 mg, 0.012 mmol), (R)-(+)-2,2?-bis(diphenylphosphino)-1,1?-binaphthyl (7.6 mg, 0.012 mmol), and cesium carbonate (120 mg, 0.37 mmol) in 1,4-dioxane was added tert-butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate (Oakwood cat011348: 33 mg, 0.13 mmol) under N2. The reaction mixture was stirred at 120 C. overnight. The crude reaction mixture was cooled to room temperature, diluted with ethyl acetate, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on a silica gel column with ethyl acetate in hexanes (0-20%) to afford the desired product. LC-MS calculated for C27H31N2O2 (M+H)+: m/z 415.2; found: 415.2.

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; Incyte Corporation; Wu, Liangxing; Qian, Ding-Quan; Lu, Liang; Lajkiewicz, Neil; Konkol, Leah C.; Li, Zhenwu; Zhang, Fenglei; Li, Jingwei; Wang, Haisheng; Xu, Meizhong; Xiao, Kaijiong; Yao, Wenqing; (101 pag.)US2018/177784; (2018); A1;,
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Simple exploration of 1532-97-4

1532-97-4, 1532-97-4 4-Bromoisoquinoline 73743, 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.1532-97-4,4-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

Reference Example 1 4-Fluoroisoquinoline A solution of n-butyllithium in n-hexane (1.58 M, 60.1 ml, Kanto Chemicals) was added with tetrahydrofuran (345 ml), and the mixture was sufficiently cooled on a dry ice-acetone bath. The mixture was added dropwise with a solution of 4-bromoisoquinoline (9.0 g, Tokyo Kasei Kogyo) in tetrahydrofuran (65 ml) over 1 hour so that the temperature of the reaction mixture should not exceed -65¡ã C. The mixture was stirred at the same temperature for 30 minutes, and then added dropwise with a solution of N-fluorobenzenesulfonimide (30 g, Tokyo Kasei Kogyo) in tetrahydrofuran (100 ml) over 1 hour so that the temperature of the reaction mixture should not exceed -65¡ã C. Subsequently, the mixture was stirred at the same temperature for 1 hour, then the cooling bath was removed, and the mixture was gradually warmed to room temperature. The reaction mixture was added with saturated aqueous sodium hydrogencarbonate (300 ml) and ethyl acetate (300 ml), and stirred at room temperature for 12 hours. The organic layer was separated, and the aqueous layer was extracted with ethyl acetate 3 times (200 ml for each time). The combined organic layer was washed with saturated brine (500 ml), and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, the residue was added with chloroform (250 ml), and the insoluble matters were removed by filtration. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel chromatography (n-hexane:ethyl acetate=5:1) to obtain the title compound (3.6 g). MS (m/z): 148 (MH+) 1H-NMR (CDCl3) delta (ppm): 7.26-7.71 (1H, m), 7.75-7.82 (1H, m), 8.03 (1H, dd, J=1.2 Hz, J=8.4 Hz), 8.10 (1H, d, J=8.4 Hz), 8.38 (1H, s), 9.08 (1H, s)

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

Reference£º
Patent; Asahi Kasei Pharma Corporation; US2007/179127; (2007); A1;,
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Isoquinoline | C9H7N – PubChem

 

Some tips on 58142-99-7

58142-99-7 5-Iodoisoquinoline 11391181, aisoquinoline compound, is more and more widely used in various fields.

58142-99-7,58142-99-7, 5-Iodoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Tert-butyl (R)-2-methyl-5-carbonylpiperazine-1-carboxylate (1.1 g, 5.14 mmol),5-Iodoisoquinoline(1.64 g, 6.43 mmol), cuprous iodide (356 mg, 1.87 mmol), potassium phosphate (3.34 g, 9.87 mmol), ethylenediamine (3 mL), 4A molecular sieves (10 g) dissolved in 1,4- Dioxane (50 mL) reacts overnight at 120C in a nitrogen atmosphere.The reaction was monitored by LCMS, followed by filtration with water. The filtrate was extracted with dichloromethane three times. The organic phases were combined, dried, and the solvent was removed by rotary evaporation. Column chromatography gave 4-isoquinoline-(R)-2-methyl-5-carbonyl. Tert-butyl piperazine-1-carboxylate (537 mg, yield: 31%).

58142-99-7 5-Iodoisoquinoline 11391181, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Sichuan Kelun Botai Bio-pharmaceutical Co., Ltd.; Liu Gang; Wu Yongyong; Yu Hua; Wang Kunjian; Li Xiaoyong; Sun Ling; Wang Runjiang; Chen Qiangqiang; Yang Long; Song Hongmei; Zeng Hong; Zhang Hong; Ye Qijun; Wang Lichun; Wang Jingyi; (98 pag.)CN107540659; (2018); A;,
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Brief introduction of 891785-28-7

The synthetic route of 891785-28-7 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.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;,
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