Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23687-26-5,6-Aminoisoquinoline,as a common compound, the synthetic route is as follows.

To trans-2-(4-((benzyloxy)methyl)phenyl)cyclopropane-1-carboxylic acid (E256) in pyridine was added EDC, DMAP and 6-aminoisoquinoline and the solution was stirred at room temperature under N2 overnight. The mixture was poured into NaHC03 (sat) and EtOAc and further extracted with EtOAc, dried (Na2S04), filtered and evaporated. Colum chromatography 4percentMeOH-CH2CI2 gave pure 2-(4-((benzyloxy)methyl)phenyl)-N-(isoquinolin-6-yl)cyclopropane-1-carboxamide (E257).

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.; DELONG, Mitchell, A.; STURDIVANT, Jill, M.; LICHOROWIC, Cynthia, L.; KORNILOV, Andriy; (186 pag.)WO2018/183911; (2018); 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.19493-45-9,3-Chloroisoquinoline,as a common compound, the synthetic route is as follows.

EXAMPLE 1 This example illustrates the preparation of 3-chloro-5-nitro-isoquinoline having the formula: SPC6 3-chloro-isoquinoline (16.35 g., 0.1 mole) was dissolved in concentrated sulphuric acid (80 ml) and the solution was cooled to approximately 5C in an ice-water bath. Potassium nitrate (11 g. 0.11 mole) was dissolved in concentrated sulphuric acid (60 ml), the solution was cooled to approximately 5C and added dropwise, with stirring, over a period of 2 hours to the 3-chloro-isoquinoline solution, the temperature of the reaction mixture being maintained in the region of from 3 to 8C by means of the ice-water bath. The bath was then removed and the mixture stirred for a further 2 hours, and allowed to stand overnight. Next day the reaction mixture was poured into a water (800 ml)-ice (800 g.) mixture, and 3-chloro-5-nitro-isoquinoline precipitated as fine white crystals. The precipitate was filtered off, slurried with water, filtered again, washed thoroughly with water, and then recrystallized from a 3:1 v/v mixture of ethanol/acetone to yield 16.33 g. of 3-chloro-5 -nitro-isoquinoline of melting point 163 – 164C., 19493-45-9

19493-45-9 3-Chloroisoquinoline 640968, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; ICI Australia Limited; US3930837; (1976); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

90806-60-3, 5-Methoxyisoquinoline-1-carbonitrile is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,90806-60-3

Cap-138, step c (0.45 g, 2.44 mmol) was treated with 5N sodium hydroxide solution (10 mL) and the resulting suspension was heated to 85 0C for 4 h, cooled to 25 0C, diluted with dichloromethane and acidified with IN hydrochloric acid. The organic phase was separated,169 washed with brine, dried, concentrated to 1A volume and filtered to afford Cap-138 as a yellow solid (0.44 g, 88.9%) . 1H NMR (DMSO-d6, 400 MHz) delta 13.6 (br s, IH), 8.56 (d, J” = 6.0 Hz, IH), 8.16 (d, J = 6.0 Hz, IH), 8.06 (d, J = 8.8 Hz, IH), 7.71-7.67 (m, IH), 7.30 (d, J = 8.0 Hz, IH) , 4.02 {s, 3H) ; Rt = 0.70 min (Cond.-Dl); 95% homogenity index; LCMS: Anal. CaIc. for [M+H] + CnHi0N03 : 204.07; found: 204.05.Synthetic Strategy. Method B (derived from Tetrahedron Letters, 2001, 42, 6707) .

The synthetic route of 90806-60-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; LAVOIE, Rico; BENDER, John A.; BACHAND, Carol; RUEDIGER, Edward H.; KADOW, John F.; WO2010/120621; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

630421-73-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.630421-73-7,1,6-Dichloroisoquinoline,as a common compound, the synthetic route is as follows.

The following compounds were dissolved in a mixed solution of 100 ml of toluene, 50 ml of ethanol, and 50 ml of a 2-normal aqueous sodium carbonate solution. Compound 3-1: 4.0 g (20.2 mmol)Compound B3-1: 3.96 g (22.2 mmol)In the resulting reaction solution, 1.17 g (1.01 mmol) of tetrakis(triphenylphosphine)palladium(0) was added while the reaction solution was stilTed in a nitrogen atmosphere at a room temperature. The reaction solution was heated to 60 degrees Celsius and then stilTed for 6 hours. After the reaction was completed, water was added in the reaction solution. The organic layer was extracted with toluene and dried with anhydrous sodium sulfate. Subsequently, the solvent was distilled off under reduced pressure. The residue was partially purified by column chromatography (gel used in chromatography: BW300 (produced by Fuji Silysia Chemical Ltd.), developing solvent: ethyl acetate/heptane = 1/3) and washed with methanol. Thus, 5.98 g (yield 100%) of a crude product of Compound 3-2 was prepared.

630421-73-7 1,6-Dichloroisoquinoline 23595199, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; CANON KABUSHIKI KAISHA; ABE, Shigemoto; KAMATANI, Jun; KISHINO, Kengo; SAITOH, Akihito; YAMADA, Naoki; KOSUGE, Tetsuya; HORIUCHI, Takayuki; NISHIDE, Yosuke; MIYASHITA, Hirokazu; WO2014/115528; (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.6624-49-3,Isoquinoline-3-carboxylic acid,as a common compound, the synthetic route is as follows.,6624-49-3

General procedure: Mixtures of 4-(di-tert-butoxycarbonylamino)-6-amino-2-methylquinoline (100mg, 0.27mmol), the respective carboxylic acid (0.53mmol, 2equiv), 2-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HATU; 190mg, 0.500mmol, 2.0equiv) and di-iso-propylethylamine (0.5mL, 2.9mmol, 10equiv) in DMF (5mL) were stirred at room temperature for 16h. The mixtures were poured into 50mL of 5percent aq Na2CO3 and extracted with EtOAc (3¡Á50mL). The combined organic layers were washed with 5percent aq Na2CO3 (1¡Á50mL), brine (1¡Á50mL), dried (MgSO4), and evaporated. The residual materials were co-evaporated with diethyl ether and treated without further purification with 1:1 TFA/DCM (5mL) for 30min?2h. Removal of solvents gave crude materials as solids or oils that were triturated with diethyl ether and recrystallized from CH3CN/MeOH) to yield the final product as a TFA salt or purified using prep TLC (80:18:2 CHCl3/MeOH/aq CH3NH2) to provide the free base. Some of the free bases were further reacted with a slight excess of p-toluenesulfonic acid in diethyl ether to provide the corresponding p-TsOH salts.

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

Reference£º
Article; Williams, John D.; Khan, Atiyya R.; Cardinale, Steven C.; Butler, Michelle M.; Bowlin, Terry L.; Peet, Norton P.; Bioorganic and Medicinal Chemistry; vol. 22; 1; (2014); p. 419 – 434;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

347146-33-2, 1-Chloroisoquinolin-6-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 63 1-Chloro-6-(4-(pyrrolidin-1 ylsulfonyl)benzenesulfonylamino)isoquinoline The title compound was obtained by the procedure of Example 1, except using 6-amino-1-chloroisoquinoline (Preparation Example 23) and 4-(pyrrolidin-1-ylsulfonyl)benzenesulfonyl chloride. 1H-NMR (CDCl3) delta (ppm): 1.71 (4H, m), 3.20 (4H, t, J=7.0 Hz), 7.46 (1H, d, J=5.4 Hz), 7.49 (1H, dd, J=2.0, 9.2 Hz), 7.61 (1H, d, J=2.0 Hz), 7.87 (2H, d, J=8.8 Hz), 8.02 (2H, d, J=8.8 Hz), 8.19 (1H, d, J=9.2 Hz), 8.20 (1H, d, J=5.4 Hz), 9.72 (1H, s)., 347146-33-2

347146-33-2 1-Chloroisoquinolin-6-amine 22674114, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Haneda, Toru; Tsuruoka, Akihiko; Kamata, Junichi; Okabe, Tadashi; Takahashi, Keiko; Nara, Kazumasa; Hamaoka, Shinichi; Ueda, Norihiro; Wakabayashi, Toshiaki; Funahashi, Yasuhiro; Semba, Taro; Hata, Naoko; Yamamoto, Yuji; Ozawa, Yoichi; Tsukahara, Naoko; Owa, Takashi; US2003/144507; (2003); 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.1075-11-2,6-Fluoroisoquinoline,as a common compound, the synthetic route is as follows.

7.49 g of 4-hydroxy-piperidine-1-carboxylic acid-tert-butylester were dissolved in 20 ml_ of dry dimethyl acetamide. 1.49 g of sodium hydride (60%) were added. Then a solution of 3.65 g of 6-fluoroisoquinoline (3) in dimethyl acetamide was added dropwise. The solution was heated at 80 0C for 2 hours, then the solvent was removed and the residue was taken up in dichloromethane. The organic layer was extracted twice with water and then with brine, dried over magnesium sulfate and evaporated to dryness. The crude product was purified by silica gel chromatography to yield 6.22 g of 4-(isoquinolin-6-yloxy)-piperidine-1-carboxylic acid-tert-butylester (7). Rt = 1.32 min (Method B). Detected mass: 329.1 (M+H+).

1075-11-2, The synthetic route of 1075-11-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SANOFI-AVENTIS DEUTSCHLAND GMBH; WO2007/12421; (2007); 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

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
Isoquinoline | C9H7N – PubChem

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

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