Tag: M.W:100-200

18881-17-9, (S)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,18881-17-9

A 300-gallon reactor was charged with acetonitrile (236 kg) and THIC-alcohol (15 kg). The reaction mixture was cooled to less than 5 C. and methanesulfonic acid (39.9 kg) and sodium cyanate (17.8 kg) were added. The reaction mixture was allowed to warm to about 20 C. and held at this temperature for about 2 hours. HPLC analysis of the reaction mixture was performed to indicate that the reaction had gone to completion. The reaction mixture was diluted with toluene (104 kg) and cooled to less than 5 C. for 1 hour. The solid was isolated by filtration and the cake was washed with about 30 L of toluene. The wet cake was added back to a 100-gallon reactor containing 10.1 kg of concentrated HCl in 150 L of water. An in-process HPLC analysis showed that the reaction mixture contained no impurities greater than 1%. The reaction mixture was filtered to remove particulate matter. Then the upper toluene layer was removed and discarded. The aqueous layer was cooled to less than 5 C. and the pH adjusted to 10.5 by carefully adding 20% aqueous sodium hydroxide. The mixture was stirred for 1 hour then the solid was collected by filtration. The wet cake was slurry washed with water (50 L) and refiltered. The product was dried in vacuo at 40 C. to yield 14.79 kg of product, which was found to be 98.77% pure by HPLC assay.

18881-17-9 (S)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol 776757, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Choi, Yong-Moon; Kim, Min Woo; US2005/80268; (2005); 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: At 0 ¡ãC and with stirring to the solution of 865 mg (5.0 mmol) of isoquinoline-3-carboxylic acid in 10 ml of anhydrous THF 675 mg (5.0 mmol) of HOBt was added to form reaction mixture A. The solution of 5.5 mmol of l-amino acid benzylester in 5 ml of anhydrous THF was adjusted pH 9 with triethylamine and stirred for 30 min to form mixture B. At 0 ¡ãC the mixtures A and B were mixed and then 1339 mg (6.5 mmol) of DCC was added. The reaction mixture was stirred at 0 ¡ãC for 2 h, at room temperature for12 h and TLC (ethyl acetate/petroleum ether, 1:2) indicated the complete disappearance of isoquinoline-3-carboxylic acid. The formed precipitates of DCU were removed by filtration and the filtrate was evaporated under vacumm. The residue was dissolved in 50 ml of ethyl acetate and the formed solution was washed successively with saturated aqueous solution of NaHCO3 (30 ml .x. 3), 5percent aqueous solution of KHSO4 (30 ml .x. 3) and saturated aqueous solution of NaCl (30 ml .x. 3) and dried over anhydrous Na2SO4. After filtration the filtrate was evaporated under vacumm and the residure was purified on silica gel chromatography (CHCl3:MeOH, 20:1) to give the title compounds.

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

Reference£º
Article; Zheng, Meiqing; Yang, Yifan; Zhao, Ming; Zhang, Xiaoyi; Wu, Jianhui; Chen, Gong; Peng, Li; Wang, Yuji; Peng, Shiqi; European Journal of Medicinal Chemistry; vol. 46; 5; (2011); p. 1672 – 1681;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1196-38-9,3,4-Dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

Potassium nitrate (3.71 g, 36.7 mmol) was added to concentrated sulfuric acid (27 mL).3,4-Dihydroisoquinoline-1(2H)-one (4.50 g, 30.6 mmol) was added at 0 C for 2 hours.The reaction solution was poured into ice water, suction filtered, and the obtained solid was washed with water and dried.The title compound (4.00 g, yield 68.0%) was obtained.

1196-38-9, The synthetic route of 1196-38-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shandong Xuanzhu Pharmaceutical Technology Co., Ltd.; Wang Tingzhong; Chen Bo; Zhu Peng; Liu Bin; (66 pag.)CN110294742; (2019); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.34846-65-6,Isoquinoline-4-carbonitrile,as a common compound, the synthetic route is as follows.

To a stirred solution of isoquinolin-4-carbonitrile (Intermediate-13) (3.0 g, 19.45 mmol) in EtOH (30 mL) was added KOH (20 g in 20 mL water) and the mixture was refluxed overnight. It was then cooled to RT and concentrated under reduced pressure. The aqueous layer was washed with Et2O and neutralized using 1N HCl. It was extracted with EtOAc and the organic layer was dried over Na2SO4, filtered, and concentrated to give the title compound (2 g, 59.3percent) as an off white solid., 34846-65-6

As the paragraph descriping shows that 34846-65-6 is playing an increasingly important role.

Reference£º
Patent; LUPIN LIMITED; KULKARNI, Sanjeev Anant; MADAN, Sachin; JANA, Nirmal Kumar; TALE, Prashant Vitthalrao; CHEEMALA, Narasimha Murthy; MAHANGARE, Sachin Jaysing; VIDHATE, Prashant Popatrao; KULKARNI, Chaitanya Prabhakar; PATEL, Sapana Suresh; PATIL, Amolsing Dattu; ZADE, Seema Prabhakar; SHINDE, Rohan Mahadev; PALLE, Venkata P.; KAMBOJ, Rajender Kumar; US2013/178457; (2013); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

18881-17-9, (S)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

18881-17-9, This compound is obtained using a protocol from the literature (R. B. Kawthekar et al. South Africa Journal of Chemistry 63, 195, 2009) starting from 15 g of (3S)-1,2,3,4-tetrahydroisoquinolin-3-ylmethanol (91.9 mmol) in the presence of benzyl chloroformate and triethylamine in solution in dichloromethane. After purification over silica gel (petroleum ether/AcOEt gradient), the title compound is obtained in the form of an oil. (0132) 1H NMR: delta (300 MHz; DMSO-d6; 300K): 7.33 (m, 5H, aromatic Hs, O-benzyl); 7.15 (s, 4H, aromatic Hs, H tetrahydroisoquinoline); 5.13 (s, 2H, CH2-Ph); 4.73 (d, 1H, H tetrahydroisoquinoline); 4.47 (m, H, CH2OH); 4.36 (m, 1H, H tetrahydroisoquinoline); 4.28 (d, 1H, H tetrahydroisoquinoline); 3.39 (dd, 1H, CH2OH); 3.23 (dd, 1H, CH2OH); 2.93 (dd, 1H, H tetrahydroisoquinoline); 2.86 (dd, 1H, H tetrahydroisoquinoline) (0133) IR: nu: OH: 3416 cm-1; nu: C-H: 754 cm-1

The synthetic route of 18881-17-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Les Laboratoires Servier; Vernails (R&D) Limited; CASARA, Patrick; LE DIGUARHER, Thierry; HENLIN, Jean-Michel; STARCK, Jeroeme-Benoit; LE TIRAN, Arnaud; DE NANTEUIL, Guillaume; GENESTE, Olivier; DAVIDSON, James Edward Paul; MURRAY, James Brooke; CHEN, I-Jen; WALMSLEY, Claire; GRAHAM, Christopher John; RAY, Stuart; MADDOX, Daniel; BEDFORD, Simon; (72 pag.)US2016/152599; (2016); 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.80278-67-7,Isoquinoline-5-carbaldehyde,as a common compound, the synthetic route is as follows.

80278-67-7, To an ice-cold solution of isoquinoline-5-carbaldehyde2 (0.68 g, 4.3 mmol) in MeOH (15 mL) was added NaBH4 (0.17 g, 4.6 mmol), and the reaction mixture was stirred for 15 min. The reaction was quenched with brine, the solvent was removed under reduced pressure, and the residue was dissolved in EtOAc. The organic solution was washed with water and then brine, dried (NA2S04), filtered, and concentrated under reduced pressure to afford isoquinolin-5- ylmethanol as a brown solid (0.63 g, 93percent) :H NMR (300 MHz, DMSO-D6) 8 9.87 (s, 1H), 8.82 (d, J = 6 Hz, 1H), 8.57 (d, J= 6 Hz, 1H), 8.47 (d, J = 9 Hz, 1H), 8. 30 (d, J = 6 Hz, 1H), 7.95 (t, J = 9 Hz, 1H), 5.34 (s, 2H).

As the paragraph descriping shows that 80278-67-7 is playing an increasingly important role.

Reference£º
Patent; PHARMACIA CORPORATION; WO2005/18557; (2005); 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.22246-04-4,7-Methoxy-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

0.2 mol sodium hydroxide was dissolved in 200ml N,N-dimethyl formamide, then the oil (0.1 mol) prepared instep (2) was added, The reaction was stirred in ice bath for 0.5 hour, and then iodomethane (0.15 mol) was slowlyadded dropwise. After the addition was completed, the reaction was conducted at room temperature for 10 hours.After the reaction was completed, the reaction solution was poured into 1 L ice water to terminate the reaction.Extraction with ethyl acetate was conducted. The organic layer was washed with saturated saline solution, driedover anhydrous magnesium sulfate. The solvent was removed by rotary evaporateion to give 17.8 g of brown solid.Yield: 93%.MS (ESI) m/z 191.1 ([M+H]+), 22246-04-4

The synthetic route of 22246-04-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NHWA Pharma Corporation; CHEN, Yin; DOU, Fei; QIU, Yinli; YU, Minquan; ZHANG, Guisen; (42 pag.)EP3381915; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

19493-45-9, 3-Chloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

19493-45-9, Synthesis 21-1 -AEthyl 2-(3-cyano-6-(isoquinolin-3-ylamino)pyrazin-2-yloxy)acetate (AA-068) A mixture of tris(dibenzylideneacetone)dipalladium (0) (39 mg, 0.043 mmol) and 9,9- dimethyl-4,5-bis(diphenylphosphino)xanthene (50 mg, 0.086 mmol) in toluene (1.5 mL) and DMF (1.5 mL) was degassed under a stream of nitrogen gas with stirring for15 minutes. 3-Chloroisoquinoline (70 mg, 0.428 mmol), caesium carbonate (279 mg, 0.856 mmol) and ethyl 2-(6-amino-3-cyanopyrazin-2-yloxy)acetate (105 mg, 0.471 mmol) were added and the mixture was degassed for a further 5 minutes. The mixture was then heated at 100C for 20 minutes, then at 13OC for 20 minutes in a microwave reactor. The reaction mixture was partitioned between aqueous Na2HCO3 solution (2.5%) and ethyl acetate. The aqueous phase was re-extracted with ethyl acetate and the combined organic layers were washed with brine, dried (Na2SO4), passed sequentially through two PS-Thiol cartridges and concentrated to dryness. The residue was triturated with methanol and then ether affording ethyl 2-(3-cyano-6-(isoquinolin-3-ylamino)pyrazin-2- yloxy)acetate (37 mg, 0.107 mmol, 25%). LC-MS (2) Rt 2.89 min; m/z (ESI+) 350 (M+H).

As the paragraph descriping shows that 19493-45-9 is playing an increasingly important role.

Reference£º
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; WO2009/103966; (2009); 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

Intermediate 6 (50 mg, 0.148 mmol), Isoquinolin-6-ylamine (26 mg, 0.178 mmol), tris(dibenzylideneacetone)dipalladium(0) (8 mg, 0.009 mmol), xantphos (7 mg, 0.012 mmol) and sodium tert-butoxide (43 mg, 0.44 mmol) were combined with dioxane (3 ml), sealed and then purged with nitrogen gas. The reaction mixture was heated at 1050C for 18 h, evaporated and purified through a silica plug, eluting with 0 to 10percent methanol/DCM. Further purification by preparative LCMS (high pH buffer) gave the desired product as a white solid (15 mg, 23percent). 1H NMR (400 MHz, DMSO-^6) delta ppm 0.42 – 0.50 (m, 2 H), 0.78 – 0.86 (m, 2 H), 1.41 – 1.52 (m, 1 H), 1.71 – 1.81 (m, 2 H), 3.24 – 3.31 (m, 2 H), 3.36 – 3.45 (m, 2 H), 6.81 – 6.89 (m, 1 H), 7.13 (dd, 7=4.8, 3.9 Hz, 1 H), 7.54 – 7.63 (m, 2 H), 7.70 – 7.76 (m, 3 H), 8.02 (d, /=6.4 Hz, 1 H), 8.24 (dd, /=7.8, 0.9 Hz, 1 H), 8.43 (d, /=6.0 Hz, 1 H), 8.48 – 8.55 (m, 1 H), 8.90 (s, 1 H), 9.23 (s, 1 H); m/z (ES+APCI)+: 445 [M+H]+.

23687-26-5, As the paragraph descriping shows that 23687-26-5 is playing an increasingly important role.

Reference£º
Patent; MEDICAL RESEARCH COUNCIL; WO2009/122180; (2009); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

19493-45-9, 3-Chloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

j00295j To a solution of 3 -chloroisoquinoline (0.50 g, 3.1 mmol) in concentrated sulfuric acid (10 mL) at 0 C was added a solution of potassium nitrate (0.34 g, 3.4 mmol) in concentrated sulfuric acid (5 mL). The mixture solution was stirred at 0 C for 2 hours and at room temperature for another 14 hours. On completion, the mixture was poured into ice-water (30 mL), resulting in formation of a precipitate. The precipitate was collected by filtration and dried in vacuo to give compound B-il (0.6 g, cmde) as a yellow solid. ?H-NMR (CDC13, 400 MHz): 9.25 (s, 1H), 8.70-8.66 (m, 2H), 8.35 (d, J=8 Hz, 1H), 7.76 (t, J=8 Hz, 1H)., 19493-45-9

The synthetic route of 19493-45-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FORUM PHARMACEUTICALS, INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; McRINER, Andrew, J.; (267 pag.)WO2017/69980; (2017); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem