Category: isoquinoline

23687-26-5, 6-Aminoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

K3PO4 (0.444 g, 2.092 mmol), Pd2(dba)3 (0.040 g, 0.0436 mmol) and Xantphos (0.042 g, 0.0726 mmol) were added to a solution of intermediate 11 (0.137 g, 0.726 mmol) in THF (6 mL) while nitrogen was bubbling. After 10 min, isoquinolin-6-amine (0.105 g, 0.726 mmol) was added and the mixture was stirred at rt for 10 min. Then, the mixture was heated at 100 ¡ãC for 16 h. More Pd2(dba)3 (0.026 g, 0.0289 mmol) and Xantphos (0.028 g, 0.0481 mmol) were added while nitrogen was bubbling through the mixture, after which it was further heated at 100 ¡ãC overnight. The mixture was washed with aq. sat. NaHC03 and extracted with EtOAc. The combined organic layers were dried over MgSC , filtered and the solvent was evaporated in vacuo. The crude product was purified by flash column chromatography (silica; EtOAc in DCM 0/100 to 65/35). The desired fractions were collected and concentrated in vacuo. The product was further purified by preparative HPLC (from 70percent [25 mM NH4HCO3] – 30percent [ACN: MeOH (0213) 1 : 1] to 27percent [25 mM NH4HCO3] – 73percent [ACN: MeOH 1 : 1]). The desired fractions were collected and the solvent was evaporated. The product was triturated with Et20 and filtrated to yield compound 6 (0.092 g, 43percent). NMR (300 MHz, DMSO-d6) delta ppm 2.93 (s, 3 H) 3.62 (dt, J=26.7, 4.6 Hz, 2 H) 4.60 (dt, J=47.7, 4.7 Hz, 2 H) 6.93 (d, J=9.1 Hz, 1 H) 7.28 (dd, J=9.0, 2.7 Hz, 1 H) 7.46 – 7.60 (m, 2 H) 7.82 – 7.94 (m, 2 H) 8.27 (d, J=5.8 Hz, 1 H) 8.34 (s, 1 H) 8.97 (s, 1 H) 9.21 (s, 1 H), 23687-26-5

23687-26-5 6-Aminoisoquinoline 588991, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; ANDRES-GIL, Jose, Ignacio; BORMANS, Guy, Maurits, R.; DECLERCQ, Lieven, Denis, Herwig; FIERENS, Katleen; LEENAERTS, Joseph, Elisabeth; MOECHARS, Diederik, Willem, Elisabeth; ROMBOUTS, Frederik, Jan, Rita; KOLB, Hartmuth; ZHANG, Wei; (67 pag.)WO2018/15307; (2018); A1;,
Isoquinoline – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1239463-43-4,5-Bromo-6-fluoroisoquinoline,as a common compound, the synthetic route is as follows.

Step 1. methyl 2-(2-acetyl-5-bromo-6-fluoro-1,2-dihydroisoquinolin-1-yl)acetate To a stirred solution of 5-bromo-6-fluoroisoquinoline (43.9 g, 194 mmol) in DCM (880 mL) acetyl chloride (14.49 mL, 204 mmol) was dropped at RT and the solution was stirred for 60 min. The solution was cooled to -78 C. (yellow suspension) and then a solution of tert-butyl((1-methoxyvinyl)oxy)dimethylsilane (38.4 g, 204 mmol) in DCM (220 mL) was added in one portion. The resulting yellow solution was stirred at -78 C. for 1 h and then allowed to warm to rt overnight. 2N aqueous HCl was added and the reaction mixture was stirred for 10 min. The organic layer was separated and washed with brine (2*). The combined organic layers were dried with sodium sulfate, filtered and the solvent was removed under reduced pressure. The residue was dissolved in diethyl ether, charcoal was added and the mixture was filtrated through a pad of celite. The solvent was evaporated and the crude product was dried under high vacuo overnight to yield the title compound (70.6 g) which was used without further purification. UPLC-MS: MS 342.2/344.2 (M+H+); UPLC rt 1.05 min., 1239463-43-4

As the paragraph descriping shows that 1239463-43-4 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; BEHNKE, Dirk; CARCACHE, David; ERTL, Peter; KOLLER, Manuel; ORAIN, David; US2014/57902; (2014); A1;,
Isoquinoline – Wikipedia
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105627-79-0, Isoquinoline-5-sulfonyl chloride hydrochloride is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 5 In 10 ml of ice water was dissolved 1.38 g of 5-isoquinolinesulfonyl chloride hydrochloride as obtained in Reference Example. Then, the pH of the solution was adjusted to 6 with an aqueous sodium hydrogencarbonate solution, followed by extraction with 30 ml of dichloromethane. The dichloromethane layer was added dropwise to a 20 ml of dichloromethane solution containing 0.85 g of 1-methylhomopiperazine and 1.0 g of triethylamine while cooling with ice The mixture was stirred at a temperature of 10 C to 20 C for 2 hours, washed with water, and dried with anhydrous magnesium sulfate. Then, the dichloromethane was removed under reduced pressure to obtain an oily residue. The thus obtained oily residue was subjected to purification by the silica gel column chromatography (Wacogel C-200, 80 g; solvent: a 3 % methanol solution in chloroform), thereby to obtain 1.25 g of 1-(5-isoquinolinesulfonyl)-4-methylhomopiperazine, i.e., Compound (18) in a 86 % yield. Analytical data on Compound (18) are given below. Substantially the same procedures as described above were repeated except that each of the compounds of the formula (IV) as set forth in Table 2-1 was used in place of 1-methylhomopiperazine used above and that other reaction conditions were changed as indicated in Table 2-1. As a result, there were obtained 1-(5-isoquinolinesulfonyl)-4-ethylhomopiperazine, i.e., Compound (19); 1-(5-isoquinolinesulfonyl)-4-butylhomopiperazine,i.e.,Compound (21); 1-(5-isoquinolinesulfonyl)-4-hexylhomopiperazine,i.e.,Compound (22). The yields and analytical values of these compounds are shown in Table 2-2.

105627-79-0, As the paragraph descriping shows that 105627-79-0 is playing an increasingly important role.

Reference£º
Patent; Asahi Kasei Kogyo Kabushiki Kaisha; Hidaka, Hiroyoshi; EP187371; (1991); B1;,
Isoquinoline – Wikipedia
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214045-86-0, 1-Chloro-6-fluoroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Following the same LDA deprotonation protocol (preparation of Example 203) of 1- chloro-6-fluoro isoquinoline described previously, the initial anion was quenched with 2-thiophenecarboxaldehyde instead, to give 1-chloro-6-fluoro isoquinolin-5-yl-thiophen-2-yl-methanol. The material was oxidized to the 1-chloro-6-fluoro- isoquinolin-5-yl-thiophen-2-yl-methanone usingMn02 in benzene in 49.6% overall yield after chromatographic purification. LC/MS rt-min(MH) [method C]: 2.98(292).’H NMR (400 MHz, CHLOROFORM-D)8 ppm 7.12 (dd, J=4. 89,3. 91 Hz,1 H) 7.40 (m,1 H) 7.53 (m, 1 H) 7.56 (dd, J=5. 87,0. 73 Hz,1 H) 7.82 (dd, J=5.01, 1.10 Hz,1 H) 8.27 (d, J=5. 87 Hz,1 H) 8.54 (ddd, J=9. 29,5. 38,0. 73 Hz,1 H). Ipso nucleophilic aromatic displacement of the fluorine atom was accomplished in a solution of excess of potassium methoxide to give, mainly 1-chloro-6-methoxy- isoquinolin-5-yl-thiophen-2-yl-methanone along with 25-33% of 1,6-dimethoxy- isoquinolin-5-yl-thiophen-2-yl-methanone. The crude material (77mg) was used in the alkylation step with the tripeptide without further purification., 214045-86-0

The synthetic route of 214045-86-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2003/99274; (2003); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

893566-75-1, Tert-butyl 8-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,893566-75-1

Pd(OAc)2 (1.58 g, 7.05 mmol) was added to a mixture of intermediate 22 (22.00 g,70.47 mmol), DPPP (2.91 g, 7.05 mmol) and TEA (49.11 mL, 352.34 mmol) inMeOH/DMF solution (300 mL, 2:1, v/v). The resulting solution was stirred and pressurized to 40 psi with CO at 70 ¡ãC for 4 hours. The mixture was cooled to room temperature, diluted with water and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over Na2SO4, filtered and concentrated in vacuo.The crude residue was purified by column chromatography on silica gel (mobile phase gradient: from 91percent petroleum ether, 9percent EtOAc to 83percent petroleum ether, 17percent EtOAc) to give 12 g of intermediate 23 (59percent yield).

893566-75-1 Tert-butyl 8-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate 59463272, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; PILATTE, Isabelle, Noelle, Constance; QUEROLLE, Olivier, Alexis, Georges; ANGIBAUD, Patrick, Rene; BERTHELOT, Didier, Jean-Claude; COUPA, Sophie; DEMESTRE, Christophe, Gabriel, Marcel; MEERPOEL, Lieven; MERCEY, Guillaume, Jean, Maurice; MEVELLEC, Laurence, Anne; MEYER, Christophe; PASQUIER, Elisabeth, Therese, Jeanne; PONCELET, Virginie, Sophie; (104 pag.)WO2017/216293; (2017); A1;,
Isoquinoline – Wikipedia
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925672-85-1, 1,6-Dibromoisoquinolin-3-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,925672-85-1

To a mixture of 1,6-dibromoisoquinolin-3-amine (XIII) (0.5 g, 1.66 mmol), ammonium formate-d5 (0.56 g, 8.28 mmol) and Pd(PPh3)4(191.3 mg, 0.170 mmol) in DMF (5 mL) was heated to 50 C. for 48 h. The solvents were concentrated and the residue was suspended in chloroform. The solid was collected by filtration and washed with water and EtOAc. The solid were dried under high vacuo to obtain 6-bromo-1-deuterio-isoquinolin-3-amine (XIV) (115 mg, 0.513 mmol, 31.0% yield) as a pale yellow solid. 1H NMR (500 MHz, DMSO-d6) delta ppm 6.11 (2H, s), 6.55 (1H, s), 7.22 (1H, dd, J=8.78, 1.92 Hz), 7.73 (1H, d, J=8.51 Hz), 7.79 (1H, d, J=1.92 Hz); ESIMS found for C9H6DBrN2 m/z 224.0 (79BrM+H).

925672-85-1 1,6-Dibromoisoquinolin-3-amine 16049917, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Samumed, LLC; KC, Sunil Kumar; Mak, Chi Ching; Hofilena, Brian Joseph; Mittapalli, Gopi Kumar; Eastman, Brian Walter; Cao, Jianguo; Bollu, Venkataiah; Chiruta, Chandramouli; (149 pag.)US2019/125740; (2019); 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.6624-49-3,Isoquinoline-3-carboxylic acid,as a common compound, the synthetic route is as follows.

6624-49-3, General procedure: To a mixture of A-b (100 mg, 0.43 mmol), acid (0.51 mmol), HATU (241 mg, 0.64 mmol) and DIPEA (109 mg, 0.85 mmol) in DMF (3 mL) was stirred at 25 C for 16 h. The mixture was diluted by the addition of water (20 mL). General Work-up Procedure 1 was followed. The residue was purified by prep-HPLC or Chromatography to afford the title compound. Followed General procedure 3 to afford 8b (126 mg, 20%). MS (ESI) calc?d for (C2IH19N5OS) [M+Hf, 390.1; found, 390.0. NMR (300 MHz, DMSO-r/6) d 10.77 (s, 1H), 9.48 (s, 1H), 8.72 (s, 1H), 8.55 (s, 1H), 8.33 – 8.24 (m, 2H), 8.00 – 7.83 (m, 4H), 7.34 (t, J = 7.8 Hz, 1H), 7.04 (d, J = 7.8 Hz, 1H), 4.70 (q, .7 = 6.9 Hz, 1H), 3.42 (s, 3H), 1.69 (d, .7 = 6.9 Hz, 3H).

As the paragraph descriping shows that 6624-49-3 is playing an increasingly important role.

Reference£º
Patent; NURIX THERAPEUTICS, INC.; BARSANTI, Paul A.; BENCE, Neil F.; GOSLING, Jennifa; SAHA, Anjanabha; TAHERBHOY, Asad M.; ZAPF, Christoph W.; BOYLE, Kathleen; CARDOZO, Mario; MIHALIC, Jeffrey; LAWRENZ, Morgan; GALLOP, Mark; BRUFFEY, Jilliane; CUMMINS, Thomas; ROBBINS, Daniel; TANAKA, Hiroko; WANG, Chenbo; COHEN, Frederick; PALMER, Wylie; SANDS, Arthur T.; SHUNATONA, Hunter; (968 pag.)WO2019/148005; (2019); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

23687-26-5, 6-Aminoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 1 Preparation of (R)-tert-butyl-2-(isoquinolin-6-ylamino)-2-oxo-1 phenyl-ethylcarbamate (E1) To (R)-2-Boc-2-phenylacetic acid in DMF was added EDC, dimethyl aminopyridine (“DMAP”) and 6-aminoisoquinoline. This mixture was stirred for 4 hours and the reaction was washed with NaHCO3 (sat), extracted with EtOAc, dried (Na2SO4), filtered and evaporated. Column chromatography (SiO2, Hexanes/EtOAc) gave pure (R)-tert-butyl-2-(isoquinolin-6-ylamino)-2-oxo-1 phenyl-ethylcarbamate (E1).

23687-26-5, The synthetic route of 23687-26-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Aerie Pharmaceuticals, Inc.; US2009/186917; (2009); A1;,
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Isoquinoline | C9H7N – PubChem

394-67-2, 4-Fluoroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-fluoroisoquinoline (10 mmol, 1.47 g), 98percent by weight of concentrated sulfuric acid (22 mmol, 2.2 eq), and three were added to the reaction flask.Sulfur oxide (86mmol, 8.6eq), additive (0.3g, ~20percent wt) reacted at 30 ¡ã C, HPLC detection of 4-fluoroisoquinoline no longerDuring the conversion, the starting material 4-fluoroisoquinoline (Compound A compound), the target product 4-fluoroisoquinoline-5-sulfonic acid (Compound B compound) and its by-product 4-fluoroisoquinoline-8 were counted in the reaction solution. The area percentage of the -sulfonic acid (compound of formula C), 394-67-2

Big data shows that 394-67-2 is playing an increasingly important role.

Reference£º
Patent; Wang Shuying; Song Tao; (7 pag.)CN108912046; (2018); A;,
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39989-39-4, 7-Methoxyisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

III. Synthesis of 7-Hydroxyisoquinoline To a 2-liter, 3-necked round bottom flask equipped with a magnetic stir bar and addition funnel is added 19.7 g (0.124 mole) of 7-methoxyisoquinoline and 800 ml of dry dichloromethane. This solution is stirred and cooled to -75 C. with a dry ice/acetone bath, 628 ml (0.628 mole) of 1.0M boron tribromide in dichloromethane is added dropwise maintaining the temperature at -75 C. Thereafter the slurry is stirred for 18 hours allowing the temperature to rise to room temperature. The reaction slurry is poured into 1 liter of ice water and stirred for an hour. The layers are separated and the aqueous layer is then adjusted from acidic to neutral (pH 7) with 1N NaOH. A yellow solid precipitates and is filtered off, then air dried to yield 14.5 g of a yellow solid, 81%., 39989-39-4

39989-39-4 7-Methoxyisoquinoline 594375, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; The Procter & Gamble Company; US5763611; (1998); A;,
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