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

To 30.2g [(3S) – 1, 2, 3, 4-tetrahydrosquinoline-3-yl] methanol (185mmol) in 750 ml of methylene chloride is added in solution 91.71g toluene sulfonyl chloride (481mmol), then dropwise 122.3mLN, N, N-triethylamine (740mmol). Then the temperature of the reaction mixture is stirred for 20 hours. Furthermore, the dichloromethane is used for dilution, for sequentially 1MHCl solution, saturated NaHCO3solution, then washed with saturated NaCl solution until neutral. Then the organic phase through MgSO4drying, filtering, concentrated to dry. Then the obtained solid is dissolved in a minimum volume of methylene chloride, then adding cyclohexane to form precipitate. Then filtering out the precipitated, with cyclonexane washing. After drying, the title of the crystalline form of the product is obtained.

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; France Servier Pharmaceuticals; p, Casara; T, Le Diguaher; J-M, Henlin; J-B, Starck; A, Le Tiran; G, De Nanteuil; O, Geneste; J¡¤E¡¤P, Davidson; J¡¤B, Murray; I-J, Chen; C, Walmsley; C¡¤J, Graham; S, Ray; D, Maddox; S, Bedford; (116 pag.)CN105408321; (2016); 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.491-30-5,1-Hydroxyisoquinoline,as a common compound, the synthetic route is as follows.

In a 50 ml. round-bottom flask, isocarbostyril (0.50 g, 3.4 mmol) and phosphorus pentabromide (2.7 g, 9.8 mmol) were heated at 140-145 C for 10 min. The solid melted and lightened in color. The liquid solidified, and the reaction was stirred for an additional 10 min. On completion, the reaction mixture was cooled to room temperature, and ice/H20 (10 ml.) was poured into the flask. The solid precipitate was collected by filtration, washed with H20 (2 x 50 ml_), and dried under vacuum to obtain 860 mg (89% yield) of (1) as a buff-colored solid., 491-30-5

The synthetic route of 491-30-5 has been constantly updated, and we look forward to future research findings.

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Patent; THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS; MOORE, Terry; LAZZARA, Phillip; DAVID, Brian; RICHARDSON, Benjamin; JAIN, Atul, D.; (87 pag.)WO2019/195348; (2019); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1075-11-2, 6-Fluoroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Chloro-6-fluoro-isoquinoline (24) EPO A solution of 1.5 g 6-fluoro-isoquinoline (23) in 4.5 ml sulfuryl chloride was heated to 60 0C in a microwave reactor (CEM Discovery) for 8 h. After cooling to room temperature the mixture was poured on ice and extracted three times with CHCI3. After drying over Na2SO4 the solvent was distilled off and the crude product was purified by flash chromatography to yield 930 mg of compound 24. LCMS Method No. 1 , retention time 1.37 min, detected mass 182.01 [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; WO2007/240; (2007); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1198-30-7, 1-Isoquinolinecarbonitrile is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1198-30-7, EXAMPLE X Preparation of N-[(1,2,3,4-Tetrahydro-2-methyl-1-isoquinolyl)methyl]-N-benzylpropionamide oxalate (TR-3389) Title Compound I, in which R=CH3 R’=H; X=H; A=CH; pY=C2 H2 O4 and q=0 and n=1 was prepared as follows: 1-Cyanoisoquinoline (15.4 g; 0.1 mole) was stirred and heated at reflux for 2.5 hours in 900 ml. of a 1:1 formic acid water solution with 30 g of Raney nickel alloy. The reaction was filtered and the filtrate made basic with 20% NaOH. The resulting suspension was extracted with dichloromethane whereupon the organic layer was separated, dried over MgSO4 and evaporated in vacuo to leave 9.5 g of a green oil. The crude oil was chromatographed through a silica gel column with ethyl acetate; evaporation of the ethyl acetate in vacuo left 7.5 g (40% theory) of 1-formamidoisoquinoline as a yellow oil. This compound was converted to the methiodide salt and reduced catalytically as in Example I to give a 50% yield of 1-formamidomethyl-2-methyl-1,2,3,4-tetrahydroisoquinoline as a yellow oil, 4 g (0.02 mole) of which was refluxed for 60 minutes in 10 ml of concentrated HCl.

1198-30-7 1-Isoquinolinecarbonitrile 306057, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Miles Laboratories, Inc.; US4232160; (1980); 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.18881-17-9,(S)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol,as a common compound, the synthetic route is as follows.,18881-17-9

Step A: Benzyl (3S)-3-(hydroxymethyl)-3,4-dihydro-1H-isoquinoline-2-carboxylate 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 by chromatography over silica gel using petroleum ether and ethyl acetate as eluants, the title product is obtained in the form of an oil. 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) IR: nu: OH: 3416 cm-1; nu: C-H: 754 cm-1

As the paragraph descriping shows that 18881-17-9 is playing an increasingly important role.

Reference£º
Patent; LE TIRAN, Arnaud; LE DIGUARHER, Thierry; STARCK, Jerome-Benoit; HENLIN, Jean-Michel; GUILLOUZIC, Anne-Francoise; DE NANTEUIL, Guillaume; GENESTE, Olivier; FEJES, Imre; TATAI, Janos; NYERGES, Miklos; DAVIDSON, James Edward Paul; MURRAY, James Brooke; CHEN, I-Jen; DURAND, Didier; US2015/31673; (2015); 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

Intermediate 116(5)-N,N-Dimethyl-2-((l,2 -tetrahydroisoquinolin-3-yl)methoxy)ethanamineIntermediate 116A: (5)-l-(3-(Hydroxymethyl)-3,4-dihydroisoquinolin-2(lH)- yl)ethanone[00362] To (S)-(l,2,3,4-tetrahydroisoquinolin-3-yl)methanol (Aldrich, 350 mg, 2.14 mmol) in EtOAc (4.3 mL) and MeOH (1.1 mL) was added Ac20 (243 mu, 2.57 mmol). The resulting reaction mixture was stirred at room temperature for 2 h. K2CO3 was then added to neutralize the AcOH, and the reaction mixture was filtered through a pad ofCELITE, washing with EtOAc. The filtrate was concentrated in vacuo to give the title compound (316 mg, 72%) as a white solid. lH NMR (CDCI3, 1.5: 1 mixture of amide rotamers) delta 7.26-7.10 (m, 4H), 5.17 (d, J= 18.0 Hz, 0.5H), 4.90 (dt, J= 5.1, 9.4 Hz, 0.5H), 4.66-4.44 (m, 1H), 4.39-4.23 (m, 1H), 3.66-3.55 (m, 1H), 3.55-3.45 (m, 1H), 3.14 (dd, J= 5.9, 16.3 Hz, 0.5H), 3.02 (dd, J= 6.2, 15.8 Hz, 0.5H), 2.92-2.76 (m, 1H), 2.27 (s, 1H), 2.24 (s, 2H); MS(ESI+) m/z 206.1 (M+H)+.

As the paragraph descriping shows that 18881-17-9 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; BORZILLERI, Robert M.; CAI, Zhen-wei; TEBBEN, Andrew J.; PEREZ, Heidi L.; ZHANG, Liping; SCHROEDER, Gretchen M.; WEI, Donna D.; WO2012/162365; (2012); 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.23687-25-4,Isoquinolin-4-amine,as a common compound, the synthetic route is as follows.

23687-25-4, Example 2282-(cyclopentanecarboxamido)-N-(isoquinolin-4-yl)isonicotinamideIn a 5 mL round-bottom flask was dissolved 2-(cyclopentanecarboxamido)isonicotinic acid (36 mg, 0.154 mmol) and isoquinolin-4-amine (26.6 mg, 0.184 mmol) in dimethylformamide (0.8 mL) to give a tan solution. HATU (117 mg, 0.307 mmol) and Hunig’sBase (0.054 mL, 0.307 mmol) were added, and the mixture was stirred at rt overnight for 19 h. The desired product was obtained by prep-HPLC (5.9 mg, 10%): MS (ESI) (m/z): 361 (M+H)+; 1H NMR (400 MHz, DMSO) delta 10.81 (s, IH), 10.67 (s, IH), 9.32 (s, IH), 8.69 (s, IH), 8.65 (s, IH), 8.59 – 8.51 (m, IH), 8.30 – 8.20 (m, IH), 8.07 – 7.99 (m, IH), 7.91 – 7.84 (m, IH), 7.82 – 7.74 (m, IH), 7.73 – 7.66 (m, IH), 3.05 – 2.98 (m, IH), 1.95 – 1.85 (m, 2H), 1.83 – 1.66 (m, 4H), 1.64 – 1.54 (m, 2H).

As the paragraph descriping shows that 23687-25-4 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; LUO, Guanglin; CHEN, Ling; DUBOWCHIK, Gene M.; JACUTIN-PORTE, Swanee E.; SIVAPRAKASAM, Prasanna; MACOR, John E.; WO2015/69593; (2015); 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.22246-12-4,6-Methoxy-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

6-(Methyloxy)-3,4-dihydro-l(2H)-isoquinolinone (0.319 g, 1.8 mmol), ethyl-3- iodobenzoate (0.62 niL, 3.68 mmol), copper (I) iodide (0.044g, 0.23 mmol), potassium carbonate (0.247 g, 1.8 mmol) and lambda/,N-dimethylformamide (4 mL) were combined and the stirred reaction mixture was heated at 150 0C under nitrogen for 28 h. The reaction mixture was partitioned between water and ethyl acetate. The layers were separated and the aqueous phase was extracted with ethyl acetate. The organic extracts were combined, dried over magnesium sulfate, filtered, and the filtrate was concentrated to give a gold-yellow liquid. The crude product was purified by flash chromatography over silica with a hexanes:ethyl acetate gradient (100:0 to 50:50) to give 0.32 g (55%) of ethyl 3-[6-(methyloxy)-l-oxo-3,4-dihydro-2(lH)- isoquinolinyl]benzoate as a clear colorless oil. 1H NMR (400 MHz; CDCl3): delta 8.10 (d, J = 9 Hz, IH), 8.00 (s, IH), 7.91 (d, J = 8 Hz, IH), 7.63 (d, J = 8 Hz, IH), 7.46 (t, J = 8 Hz, IH), 6.89 (dd, J = 9, 2 Hz, IH), 6.73 (d, J = 2 Hz, IH), 4.38 (q, J = 7 Hz, 2H), 4.01 (t, J = 6 Hz, 2H), 3.87 (s, 3H), 3.12 (t, J = 6 Hz, 2H), 1.38 (t, J = 7 Hz, 3H). ES- LCMS m/z 326(M + H)+., 22246-12-4

22246-12-4 6-Methoxy-3,4-dihydroisoquinolin-1(2H)-one 10607392, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/5998; (2009); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

119-65-3, Isoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

At room temperature, will be 52 mg (0.4 mmol) isoquinoline, 414 mg (2.8 mmol) 2, 2 – diethoxy acetic acid, 182 mg (0.8 mmol) of the ammonium persulfate and 260 mg (0.8 mmol) Cs2CO3Dissolved in 6 ml in dimethyl sulfoxide, mix, nitrogen 30 min after the blue LEDs arranged under the lamp illumination reaction 20 h, adding 7.2 ml concentration is 3 M hydrochloric acid catalytic hydrolysis 20 h, using sodium carbonate adjusting pH to neutral, extraction, the combined organic phase, by the rotary concentrate by the Rotavapor after turns on lathe does, then to the volume ratio of 20:1 petroleum ether: ethyl acetate mixed solution of eluant, performing silica gel column chromatography purification and separation, to obtain the corresponding formylation heterocyclic derivatives, its reaction is Product purity is 99%, and the yield is 73%.

119-65-3, 119-65-3 Isoquinoline 8405, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Harbin Institute of Technology; Yang Chao; Jia Wei; Gou Baoquan; (9 pag.)CN108640807; (2018); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

6624-49-3, Isoquinoline-3-carboxylic acid is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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.

The synthetic route of 6624-49-3 has been constantly updated, and we look forward to future research findings.

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