Tag: M.W:200-300

190777-77-6, 5-Bromoisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of bromomethyl derivative 9 or 12 and 18-crown-6 (1-2 mol%) in dry toluene (10 mL) was added K2CO3 (1.1 equiv) and KI (0.1 equiv) with stirring at r.t. for 10 min. The solution of isoquinolin-1(2H)-one 8a or 8b (1.2 equiv) in dry toluene (10 mL) was added slowly to the mixture. The mixture was then heated at reflux under argon for 24 h. After cooling, the mixture was filtered through a columnof Celite 545. The filtrate was concentrated under reduced pressure and the crude product was purified by flash column chromatography (silica gel, cyclohexane-EtOAc) to provide the expected products in good yields. 5-Bromo-2-[(2-chloroquinolin-3-yl)methyl]isoquinolin-1(2H)-one (13b). Following the general procedure using 8b (100 mg, 0.44 mmol), 18-crown-6 (2 mol%), K2CO3 (69 mg, 0.48 mmol), KI (7 mg, 0.44 mmol), and 3-(bromomethyl)-2-chloroquinoline (12, 343.5 mg, 0.53 mmol). The resulting crude mixture was purified by flash chromatography (cyclohexane-EtOAc, 9:1 to 1:1) to give a pale yellow solid; yield: 130 mg (74%); mp 209 C; Rf = 0.58 (cyclohexane-EtOAc, 3:2). 1H NMR (300 MHz, CDCl3, 25 C): delta = 5.41 (s, 2 H, CH2N), 6.88 (d, J =7.50 Hz, 1 H, CH), 7.33 (d, J = 6.90 Hz, 2 H, 2 CHarom), 7.51 (dd, J = 7.20, 7.50 Hz, 1 H, CHarom), 7.70 (d, J = 6.0 Hz, 2 H, 2 CHarom), 7.86 (s, 1 H, CHarom), 7.90 (d, J = 7.50 Hz, 1 H, CH), 8.01 (d, J = 9.0 Hz, 1 H, CHarom), 8.39 (d, J = 6.90 Hz, 1 H, CHarom). 13C NMR (75 MHz, CDCl3, 25 C): delta = 50.1 (CH2N), 105.5 (CHarom), 120.8 (Cq), 127.1 (Cq), 127.2 (Cq), 127.4 (CHarom), 127.5 (CHarom), 127.7 (CHarom), 128.2 (CHarom), 130.8 (CHarom), 132.9 (CHarom), 136.4 (CHarom), 137.2 (CHarom), 138.2 (CHarom), 142.2 (Cq), 147.1 (Cq), 147.8 (Cq), 149.4 (Cq), 161.6 (C=O). HRMS (ESI+): m/z found for C19H12BrClN2O (calcd): 398.9896 ([MH+], 398.9901), 400.0054 ([MH +1]+, 399.9901), 400.9880 ([MH + 2]+, 400.9901), 402.0011 ([MH + 3]+, 401.9901), 422.9704 ([M + 2 + Na]+, 422.9719)., 190777-77-6

The synthetic route of 190777-77-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; El Blidi, Lahssen; Namoune, Aurelie; Bridoux, Alexandre; Nimbarte, Vijaykumar D.; Lawson, Ata Martin; Comesse, Sebastien; Daich, Adam; Synthesis; vol. 47; 22; (2015); p. 3583 – 3592;,
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.34784-04-8,5-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

Example 57B 5-bromo-8-nitroisoquinoline The diethyl ether solution from Example 57A was treated with potassium nitrate (10.1 g, 100 mmol). After stirring for one hour, The mixture was poured onto ice and neutralized with concentrated ammonium hydroxide (~300 ml). The crude product was collected by filtration, dried, and recrystalization from methanol to provide the title compound (8.83 g)., 34784-04-8

As the paragraph descriping shows that 34784-04-8 is playing an increasingly important role.

Reference£º
Patent; Lee, Chih-Hung; Bayburt, Erol K.; DiDomenico JR., Stanley; Drizin, Irene; Gomtsyan, Arthur R.; Koenig, John R.; Perner, Richard J.; Schmidt JR., Robert G.; Turner, Sean C.; White, Tammie K.; Zheng, Guo Zhu; US2004/157849; (2004); 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.622867-52-1,tert-Butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.,622867-52-1

Intermediate 3 (185 mg, 0.264 mmol) and 1A (139 mg, 0.529 mmol) were dissolved in toluene (0.6 mL). Tris (n-butyl)phosphine (0.099 mL, 0.40 mmol) was added followed by TMAD (68.3 mg, 0.397 mmol), and the reaction mixture was stirred at rt overnight. The reaction mixture was filtered, and the filtrate was concentrated. The crude was purified by silica gel chromatography to yield 1B as a yellow solid (170 mg, 68.0 %). MS (ESI) m/z 945.1 (M+H).

The synthetic route of 622867-52-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; SMALLHEER, Joanne M.; HU, Carol Hui; VALENTE, Meriah Neissel; SHAW, Scott A.; VOKITS, Benjamin P.; HALPERN, Oz Scott; (137 pag.)WO2017/160632; (2017); A1;,
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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 1 52.8 g of 5-isoquinolinesulfonyl chloride hydrochloride was dissolved in 200 ml of water and extracted with 300 ml of dichloromethane. The resultant aqueous layer was taken out and adjusted to pH 5 with a saturated aqueous sodium hydrogencarbonate solution, and subjected to extraction with 200 ml dichloromethane. Then, the dichloromethane layers were mixed together and added dropwise to a dichloromethane solution (300 ml) containing 24.4 g of ethanolamine over 30 minutes while cooling with ice. The precipitated crystal was subjected to filtration, washed successively with 300 ml of water and 200 ml of ethyl acetate, and dried under reduced pressure at 40 C, to thereby obtain 40.0 g of N-(2-hydroxyethyl)-5-isoquinolinesulfonamide (yield: 79 %)., 105627-79-0

The synthetic route of 105627-79-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Asahi Kasei Kogyo Kabushiki Kaisha; EP471841; (1992); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

63927-23-1, 5-Bromo-8-nitroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

63927-23-1, Iodomethane (506 mmol) was added to a solution of 5-bromo-8-nitroisoquinoline (101 mmol) in N,N-dimethylformamide (200 mL) and the reaction mixture was maintained for 16 h at 40 C. The precipitated solids were collected by filtration, washed with ether (2*250 mL), and dried to provide 5-bromo-8-nitro-N-methylisoquinolinium iodide in 83% yield as a red solid.

63927-23-1 5-Bromo-8-nitroisoquinoline 816983, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Memory Pharmaceuticals Corporation; US2010/22581; (2010); 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.34551-41-2,5-Bromo-1-chloroisoquinoline,as a common compound, the synthetic route is as follows.

Step 3: Into a 500-mL round-bottom flask purged and maintained with an inertatmosphere of nitrogen, was placed a mixture of 5-bromo-1-chloroisoquinoline (17.5 g, 72.16mmol, 1.00 equiv), AcNH2 (85.8 g, 1.45 mol, 20.15 equiv) and potassium carbonate (49.0 g,354.53 mmol, 4.91 equiv). The mixture was stirred for 3 h at 180 C then it was cooled to RT and poured into 2000 mL of water with stirring. The solids were collected by filtration toprovide 12.0 g (75%) of 5-bromoisoquinolin-1-amine as a brown solid., 34551-41-2

The synthetic route of 34551-41-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLOBAL BLOOD THERAPEUTICS, INC.; LI, Zhe; ZANCANELLA, Manuel; YU, Chul; SETTI, Lina; SHAM, Hing; XU, Qing; YEE, Calvin; YU, Ming; (402 pag.)WO2016/201052; (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.34784-02-6,3-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

20mmol S15-1, 30.0mmol S15-2, 0.20mmol palladium(II)acetate catalyst and 36mmol trihydrate Potassium phosphate, dissolved in 30mL toluene: ethanol: water in a mixed solvent of water (2:1:2), it was heated at 70 C for 12 h. It was cooled and extracted with dichloromethane (50 mL¡Á3) three times. The organic phase was collected and purified by silica gel column chromatography eluting with petroleum ether:dichloromethane (10:1) to give solid S15-3 8.9 mmol (yield: 44.7%), 34784-02-6

As the paragraph descriping shows that 34784-02-6 is playing an increasingly important role.

Reference£º
Patent; Ruisheng Science And Technology (Singapore) Co., Ltd.; Cao Chenhui; Huang Da; (54 pag.)CN108191916; (2018); A;,
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

ferf-Butyl 6-amino-3,4-dihydroisoquinoline-2(1 H)-carboxylate (0.500 g, 2.01 mmol), methyl 2-(2-(2-(2-(methylsulfonyl)-5-(trifluoromethyl)pyrimidin-4- yl)ethyl)phenyl)acetate (166) (0.675 g, 1.68 mmol), trifluoroethanol (3 mL), and TFA (0.3 mL) were loaded into a microwave tube, sonicated for two minutes, then heated under microwave irradiation at 100 C for 20 minutes. The cooled mixture was concentrated, co-evaporated with toluene (3x 20 mL) and loaded onto a 10 g SCX cartridge in methanol. The cartridge was eluted with methanol (200 mL), then with 1 % methanolic methylamine (200 mL). The methanolic methylamine eluent was concentrated to give a brown oil (0.850 g). The oil was dissolved in DCM (5 mL), and Boc anhydride (549 mg, 2.52 mmol) was added. The resulting mixture was stirred under an oil bubbler for 18 hours, then diluted with DCM (50 mL) and washed with water (50 mL). The aqueous layer was extracted with DCM (2x 50 mL), and the combined DCM phases dried (phase separation filter) and evaporated.Chromatography (Isolera, 40 g silica cartridge, 0-50% ethyl acetate/petroleum benzine 40-60 C) gave the title compound (180) (520 mg, 54%) as a yellow syrup; 1H NMR (400 MHz, CDCI3) delta 8.54 (s, 1 H), 7.45 (s, 2H), 7.38 (s, 1 H), 7.28 – 7.18 (m, overlaps with CDC ), 7.10 (d, J = 8.5 Hz, 1 H), 4.56 (s, 2H), 3.75 (s, 2H), 3.70 – 3.62 (m, 5H), 3.17 – 3.03 (m, 4H), 2.85 (t, J = 5.6 Hz, 2H), 1.50 (s, 9H). LCMS Method C: H 6.93 min; m/z 571 .1 {M+H] +, m/z 515.0 [M+tBu+2H] +.

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

Reference£º
Patent; CANCER THERAPEUTICS CRC PTY LIMITED; HOLMES, Ian, Peter; BERGMAN, Ylva; LUNNISS, Gillian Elizabeth; NIKAC, Marica; CHOI, Neil; HEMLEY, Catherine Fae; WALKER, Scott Raymond; FOITZIK, Richard Charles; GANAME, Danny; LESSENE, Romina; WO2012/110773; (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.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 (10.0 mL, 3.18 mmol, Aldrich) at – 78 0C was carefully added sodium nitrite (0.264 g, 3.82 mmol, Aldrich). The reaction mixture was stirred at -78 0C for 5 minutes. The reaction mixture was then warmed to room temperature and stirred for 40 minutes. The mixture was then poured into an ice bath and the pH was adjusted to >;9 with Na2CO3. The mixture was filtered to recover a yellow-purple solid. The solid was dissolved in EtO Ac-water with stirring. The resulting mixture was then extracted with EtOAc (3 x 200 mL). The EtOAc layers were combined, washed with brine, dried over Na2SOzI, filtered and concentrated. The residue was taken up in DCM-MeOH and adsorbed onto silica gel. Purification by chromatography on silica gel (eluting with EtOAc O – 7 % in hexanes) provided 6-bromo- 3-fluoroisoquinoline (500 mg, 70 %). LCMS (API-ES) m/z: 226.0, 228.0 [M+H]+.

891785-28-7 6-Bromoisoquinolin-3-amine 45789831, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; AMGEN INC.; ZENG, Qingping; YUAN, Chester Chenguang; YAO, Guomin; WANG, Xianghong; TADESSE, Seifu; ST. JEAN, JR., David J.; REICHELT, Andreas; LIU, Qingyian; HONG, Fang-Tsao; HAN, Nianhe; FOTSCH, Christopher H.; DAVIS, Carl D.; BOURBEAU, Matthew P.; ASHTON, Kate S.; ALLEN, John G.; WO2010/83246; (2010); 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.13130-79-5,1-Bromoisoquinolin-3-amine,as a common compound, the synthetic route is as follows.

To a stirred solution of 3-amino-l-bromoisoquinoline (444 mg, 2.00 mmol) in anhydrous dimethylformamide (10 mL) was added sodium hydride (60%, unwashed, 96 mg, 2.4 mmol) in one portion. The mixture was stirred at 25 C for 5 min before 2- bromoethyl ether (90%, 250 mu,, 2.00 mmol) was added. The mixture was stirred further at 25 C for 5 h and at 75 C for 72 h before it was cooled to 25 C, quenched with saturated ammonium chloride solution and diluted with ethyl acetate. The organic layer was separated, washed with water and brine, dried over Na2S04, filtered andconcentrated. Purification of the residue on silica gel eluting with 0% to 70% ethyl acetate/hexanes afforded Cap-143, step a as a yellow solid (180 mg, 31%). Rt = 1.75 min (Cond.-MS-Wl); 90% homogenity index; LCMS: Anal. Calc. for [M+H C13H14BrN20: 293.03; found: 293.04.

13130-79-5, As the paragraph descriping shows that 13130-79-5 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; PACK, Shawn, K.; TYMONKO, Steven; PATEL, Bharat, P.; NATALIE, JR., Kenneth, J.; BELEMA, Makonen; WO2011/59850; (2011); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem