Tag: M.W:200-300

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

Into a 2L 3-neck round bottom flask equipped with a mechanical stirrer, reflux condenser and thermocouple with heating mantle was placed 2-methyltetrahydrofuran (2-MeTHF) (10 mL/g; 8.15 moles; 817 mL; 702 g) followed by racemic-2,2′- bis(diphenylphosphino)-1 , 1 ‘-binaphthyl (BINAP) (0.04 equiv (molar); 14.0 mmol; 8.74 g) and bis(dibenzylideneacetone)palladium (Pd2(dba)3) (0.04 equiv (molar); 14.0 mmol; 8.07 g). The mixture was degassed by pulling vacuum and refilling with nitrogen three times then heated to 75 C for 15 minutes and cooled to ambient temperature. In a separate flask, (S)-3-amino-2-methylpropan-1 -ol (1.60 equiv; 561 mmol; 50.0 g, prepared using literature methods for example as disclosed in EP-A-0,089,139 published on 21 st September 1983) was dissolved in 2-methyltetrahydrofuran (5 mL/g; 4.08 moles; 409 mL; 351 g) and degassed by pulling vacuum and refilling with nitrogen three times. Into the pot containing the catalyst was added 6-(bromoisoquinoline-1 – carbonitrile) (1.00 equiv; 351 mmol; 81.75 g) and cesium carbonate (1.6 equiv (molar); 561 mmol; 185 g) in single portions followed by the solution of the aminoalcohol via addition funnel. The reaction mixture was again degassed by pulling vacuum and refilling with nitrogen three times. The reaction was heated to 70 C for 3 hours. The reaction was cooled to ambient temperature and filtered through a pad of Celite. The contents of the flask were rinsed out with three 100 mL portions of 2- methyltetrahydrofuran. The filtrate was transferred into a 2L round bottom flask equipped with a thermocouple and mechanical stirrer under nitrogen. Silica Gel (Silicylate SiliaMet Thiol) (0.4 g/g-pure-LR; 544 mmol; 32.7 g) was charged and the flask was stirred at 40 C overnight. The following morning, the reaction was cooled to < 30 C and filtered again through Celite. The pad was washed with 100mL of 2- methyltetrahydrofuran (or until no yellow color persisted in the filtrate). The filtrate was placed into a 3L round bottom flask equipped with a magnetic stir bar, distillation head (with condenser and receiving flask), and thermocouple. The mixture was heated to 60 C and placed under vacuum (-450-500 mbar) to distil out 1.3 L total of 2- methyltetrahydrofuran. 500 mL of toluene was added to precipitate the desired product. The heating mantle was removed and the reaction was allowed to reach ambient temperature. The mixture was stirred for 1 hour at ambient temperature and then the solids were collected by vacuum filtration on a sintered glass funnel. The cake was dried overnight on the funnel under vacuum. The following morning, the solids were transferred into an amber bottle and weighed (71.9 g; 298 mmol). The product was used in the next step without further purification., 1082674-24-5

As the paragraph descriping shows that 1082674-24-5 is playing an increasingly important role.

Reference£º
Patent; PFIZER INC.; CHEKLER, Eugene Lvovich Piatnitski; GILBERT, Adam Matthew; UNWALLA, Rayomand Jal; VERHOEST, Patrick Robert; ANDERSON, James Thomas; WO2015/181676; (2015); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

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

First 1,2,3,4- tetrahydroisoquinolin-6-amine bis hydrochloride was prepared from tert-butyl 6-amino-3,4- dihydroisoquinoline-2(1H)-carboxylate. A suspension of tert-butyl 6-amino-3,4- dihydroisoquinoline-2(1H)-carboxylate (200 mg, 0.81 mmol) in HCl (2 mL, 4 M, in dioxane, 8 mmol) was stirred at room temperature for 15 h. The mixture was concentrated and residual HCl removed by co-evaporation ethyl acetate (2 ¡Á 4 mL) to provide 1,2,3,4-tetrahydroisoquinolin-6- amine bis-hydrochloride as a pale yellow solid (176 mg, 99%) and used without further purification.

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

Reference£º
Patent; H. LEE MOFFITT CANCER CENTER & RESEARCH INSTITUTE, INC.; BURNETTE, Pearlie; LAWRENCE, Harshani; LAWRENCE, Nicholas J.; (285 pag.)WO2017/161119; (2017); 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.215453-51-3,7-Bromo-1-chloroisoquinoline,as a common compound, the synthetic route is as follows.,215453-51-3

Part D. 7-Bromo-1-phenoxyisoquinoline A solution of 3.60 g (14.8 mmol) of 7-bromo-1-chloroisoquinoline and 1.5 g of solid KOH in 11.2 g of phenol was heated at 140 C. for 2 hr. The reaction was cooled to room temperature, then partitioned between 100 mL of CH2Cl2 and 100 mL of 3N NaOH. The organic layer was washed with another 2*100 mL of 3N NaOH, then with 100 mL of H2O, and dried over MgSO4. Filtration and concentration gave a yellow oil, which was subjected to flash column chromatography on silica gel 30% CH2Cl2 in hexanes, giving 3.42 g (77%) of the desired product as a light yellow solid.

The synthetic route of 215453-51-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Cor Therapeutics, Inc.; US6399627; (2002); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

201150-73-4, tert-Butyl 5-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-amino-3,4-dihydro-1 H-isoquinoline-2-carboxylic acid teit-butyl ester (248 mg, 1 mmol) and carbonyl di-imidazole (165 mg, 1 mmol) were dissolved in DCM (5 mL) and DMF (2 mL). To the resulting mixture was added triethylamine (0.3 mL 2 mmol) and the sample was heated to 55 00 for 5 hours. After this time, imidazo[1 2- a]pyridine-3-carboxylic acid [5-((S)- 1-amino-ethyl) 2-methyl-phenyl]-amide hydrochloride (300 mg, 0.91 mmol) was added and the reaction heated at 55 00 overnight. The reaction was cooled and then evaporated to dryness, and the crude product was purified by silica chromatography with an eluting solvent of 0-15% methanol in DCM. The clean product eluted at approximately 8-10% methanol in DCM, which was collected and evaporated. The product was suspended in 4 M HCI in 1 ,4-dioxane (8 mL) and stirred overnight. The reaction was evaporated and purified by preparative HPLC to give a clean product from which the solvent was evaporated. The solid was evaporated in methanol (2 mL), and 1 M HCI in ether (Sm L) was added then the solvent was evaporated from the sample. The pale yellow solid was triturated with diethyl ether and dried in a vac-oven at 45 00 overnight to yield the title compound (144 mg), MS: [M+H] = 469., 201150-73-4

201150-73-4 tert-Butyl 5-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate 17750539, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; ASTEX THERAPEUTICS LIMITED; SAXTY, Gordon; MURRAY, Christopher William; BERDINI, Valerio; PAGE, Lee William; ROOMANS, Susan; TAMANINI, Emiliano; BUCK, Ildiko Maria; DAY, James Edward Harvey; CARR, Maria Grazia; LEE, Lydia Yuen Wah; WO2015/4481; (2015); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

622867-52-1, tert-Butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,622867-52-1

To a solution of 6-hydroxymethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (85 mg, 0.323 mmol) in CH2Cl2 (1.5 mL) is added a solution of 4-chloro-3-trifluoromethyl-phenol (76 mg, 1.23 eq.) in CH2Cl2 (0.5 mL), PPh3 (127 mg, 1.5 eq.), and 1,1′-(azodicarbonyl)-dipiperidine (122 mg, 1.5 eq.). The mixture is stirred at room temperature overnight. All the solvent is removed under reduced pressure and the mixture is purified by column chromatography (silica gel, EtOAc/Hexane, gradient) to give 70 mg of 6-(4-chloro-3-trifluoromethyl-phenoxymethyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

As the paragraph descriping shows that 622867-52-1 is playing an increasingly important role.

Reference£º
Patent; Novartis AG; PAN, Shifeng; GRAY, Nathanael S.; FAN, Yi; GAO, Wenqi; MI, Yuan; EP1644367; (2015); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

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, 6-Bromo-3-fluoroisoquinoline. To a mixture of 6-bromoisoquinolin-3- amine (0.710 g, 3.18 mmol) in pyridine hydrofluoride (10 mL, 3.18 mmol) at -78C was carefully added sodium nitrite (0.26 g, 3.82 mmol). The reaction mixture was stirred at – 78C for 5 minutes. The reaction mixture was warmed to room temperature over 40 minutes. The mixture was poured into an ice bath, and the pH was adjusted to >9 with Na2COa. The mixture was filtered to recover a yellow-purple solid. The solid was dissolved in EtOAc – water with stirring. The mixture was extracted with EtOAc (3 x 200 mL). The EtOAc was washed with brine, dried over Na2SO4, filtered and concentrated. The residue was taken up in DCM-MeOH and adsorbed onto silica gel. Purification by chromatography on silica gel (EtOAc 0-7 % in hexane) provided the product (500 mg, 70 %). LCMS (API-ES) m/z: 226, 228 (M+FT).

As the paragraph descriping shows that 891785-28-7 is playing an increasingly important role.

Reference£º
Patent; AMGEN INC.; WO2009/11871; (2009); 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.34784-05-9,6-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

Reference Example 1Synthesis of 6-aminoisoquinoline (Reference Compound 1)6-bromoisoquinoline that weighed 17.2 g (see WO 2008/077553), 200 mL of 28percent ammonia water and 10.8 g of copper (II) sulfate pentahydrate were put into the autoclave and tightly sealed, and the mixture was then stirred at 190¡ã C. for 6 hours.After cooling to room temperature, the reaction solution was poured into 250 mL of a 10percent aqueous sodium hydroxide solution, followed by extraction with ethyl acetate (100 mL*5).The extract was dried over anhydrous sodium sulfate, filtered, and then concentrated.The obtained crude product was suspended in dichloromethane and then filtered to obtain 10.2 g of the compound of interest as a light brown crystal (85percent).1H-NMR spectrum (CDCl3, delta ppm): 5.54 (br s, 2H), 6.58 (s, 1H), 7.00 (d, J=9.0 Hz, 1H), 7.35 (d, J=5.5 Hz, 1H), 7.75 (d, J=9.0 Hz, 1H), 8.32 (d, J=5.5 Hz, 1H), 8.98 (s, 1H)

34784-05-9, 34784-05-9 6-Bromoisoquinoline 313681, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; D. WESTERN THERAPEUTICS INSTITUTE, INC; US2012/35159; (2012); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

82827-09-6, 6-Bromoisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

82827-09-6, A solution of 6-bromoisoquinolin-1 (2H)-one (Example 1b, 2.5 g) dissolved in NMP (20 mL) was treated with cesium carbonate (7.27 g) and 3-bromo-2,2-dimethylpropan-1-ol (2.75 mL) under nitrogen. The resulting mixture was stirred at 100 0C for 8 h. Further cesium carbonate (1 eq), 3-brbmo-2,2-dimethylpropan-1-ol (1 eq) and water (5ml_) were added and the resulting mixture was stirred at 130 C for 10 h. The incomplete reaction was diluted with water and extracted with ethyl acetate. The organic was dried (MgSO4), filtered and evaporated to afford crude product. The crude product was dissolved in NMP (20 mL) was treated with cesium carbonate (7.27 g) and 3-bromo-2,2-dimethylpropan-1-ol (2.75 mL) and sodium iodide (0.167 g) under nitrogen and heated at 130 0C for 10 h. The reaction mixture was diluted with water (250 mL), and extracted with ethyl acetate (300 mL). The organic was dried (MgSO4), filtered and evaporated to afford crude product. The crude product was purified by (SiO2 chromatography, elution 60% diethyl ether in isohexane) to afford the subtitle compound (0.93 g) as a solid. 1H NMR 5 (CDCI3) 8.30 (d, 1H), 7.75 – 7.68 (m, 1H), 7.60 (d, 1 H), 7.05 (d, 1 H), 6.46 (d, 1H), 4.66 (t, 1H), 3.91 (s, 2H), 3.09 (d, 2H), 1.02 (s, 6H)

The synthetic route of 82827-09-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; BROUGH, Stephen, John; LUKER, Timothy, Jon; ROBERTS, Bryan, Glyn; ST-GALLAY, Stephen, Anthony; WO2010/39079; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem