Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.223671-15-6,7-Bromoisoquinolin-1-ol,as a common compound, the synthetic route is as follows.

Example 5; Synthesis of (109); Step A; Synthesis of (110); [0186] A mixture of 7-bromo-1-hydroxyisoquinoline (1 g, 4.47 mmol) and phosphorus oxychloride (20 mL) was heated at reflux for 20 min, cooled to room temperature, and concentrated in vacuo. The residue was treated with ice (100 g) and adjusted to pH 7 with 0.5M aqueous NaOH. The resulting mixture was extracted with EtOAc. The combined organic phases were washed with brine, dried over MgS04, and concentrated. The residue was crystallized from EtOAc/hexane to provide 110 (865 mg, 80%) as an off-white powder., 223671-15-6

223671-15-6 7-Bromoisoquinolin-1-ol 11276133, aisoquinoline compound, is more and more widely used in various fields.

Reference：
Patent; AMPHORA DISCOVERY CORPORATION; WO2005/120509; (2005); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1242157-15-8, 6-Bromo-8-fluoro-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1242157-15-8, Step 5: To a mixture of 144e (24.0 g, 98.3 mmol) in CH3CN (300 mL) was added (Boc)20 (25.75 g, 118.0 mmol) and DMAP (24.0 g, 196.7 mmol) in one portion at RT. See Figure 3. The mixture was stirred at room temperature for lOh. The mixture was poured into ice-water (w/w = 1/1) (150 mL) and stirred for 20 min. The aqueous phase was extracted with EtOAc (400 mL x 3). The combined organic phase was washed with saturated critic acid (100 mL x 2), sat. aq. NaHCC^ solution (100 mL), brine (200 mL x 2), dried with anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to give crude ieri-butyl 6-bromo-8- fluoro-l-oxo-3,4-dihydroisoquinoline-2(lH)-carboxylate 144f (36 g, 106%). *H NMR (400 MHz, CDCI3) delta 7.24-7.28 (m, 2H), 3.94-3.97 (m, 2H), 2.95-2.99 (m, 2H), 1.59 (s, 9 H).

1242157-15-8 6-Bromo-8-fluoro-3,4-dihydroisoquinolin-1(2H)-one 59473776, aisoquinoline compound, is more and more widely used in various fields.

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; CRAWFORD, James John; LEE, Wendy; YOUNG, Wendy B.; WO2015/949; (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.223671-15-6,7-Bromoisoquinolin-1-ol,as a common compound, the synthetic route is as follows.

A suspension [OF 7-BROMO-1-HYDROXYISOQUINOLINE] (7.02g, 28. [2MMOL)] in dimethylformamide [(75ML)] was treated with 4-bromomethylbenzoic acid tert- butyl ester (12.5g, 36.7mmol) and cesium carbonate [(11.] 94g, 36.7mmol), then stirred overnight at room temperature. The dimethylformamide was evaporated in vacuo, the residue diluted with ethyl acetate, washed with IN HC1, the organic portion washed with brine, dried over [MGS04] and evaporated to dryness. The residue was triturated with hot hexanes/ethyl acetate, cooled to room temperature, and the solid collected by filtration and dried to give 8.77g of the product as white crystals (75.7% yield). [1H-NMR] [(CDC13)] ; d 8.58 (d, 1H), 7.95-7. 93 (d, 2H), 7.73-7. 71 (dd, 1H), 7.39- 7.32 (m, [3H),] 7.07-7. 05 (d, [1H),] 6.46-6. 44 (d, 1H), 5.24 (s, [2H),] 1.57 (s, 9H). MS: [M+ +1] = 414.0/416. 0 Da

223671-15-6, As the paragraph descriping shows that 223671-15-6 is playing an increasingly important role.

Reference：
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/14379; (2004); 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.104704-40-7,4-Bromo-1-methylisoquinoline,as a common compound, the synthetic route is as follows.

Example No. 130Preparation of Compound No. 164[0427] A solution of 2, 8-dimethyl-2, 3, 4, 5-tetrahydro-lH-pyrido[4,3-b]indole (310 mg, 1.55 mmol), K3P04 (0.985 g, 4.65 mmol), Cul (29.4 mg, 0.15 mmol), L-proline (35.6 mg, 0.31 mmol) and 4-bromo-l-methylisoquinoline (0.520 g, 2.35 mmol) in dry DMF (3 mL) was stirred at RT for 10 min and then at 150 C for 16h. Water (50 mL) was added to the reaction mixture and then extracted with EtOAc (150 mL). The organic layer was washed with water (6×30 mL), dried over anhydrous sodium sulfate and evaporated to afford crude material, which was purified by reverse phase HPLC to yield 2,8-dimethyl-5-(l-methylisoquinolin-4- yl)-2,3,4,5-tetrahydro-lH-pyrido[4,3-b]indole as the TFA salt. 1H NMR (CD3OD, TFA salt) d (ppm): 8.6-8.74 (m, 2H), 8.0 (m, 2H), 7.41 (s, IH), 7.38 (bs, IH), 7.0 (d, IH), 6.8 (bs, IH), 4.8 (bs, IH), 4.5 (bs, IH), 3.8 (bs, IH), 3.6 (bs, IH), 3.3 (s, 3H), 3.18 (s, 3H), 3.0 (bs, IH), 2.82 (bs, IH), 2.41 (s, 3H)., 104704-40-7

104704-40-7 4-Bromo-1-methylisoquinoline 613570, aisoquinoline compound, is more and more widely used in various fields.

Reference：
Patent; MEDIVATION TECHNOLOGIES, INC.; CHAKRAVARTY, Sarvajit; HART, Barry, Patrick; JAIN, Rajendra, Parasmal; WO2011/103430; (2011); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

104704-40-7, 4-Bromo-1-methylisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Prepared by reacting 4-bromo-1-methyl-isoquinoline with lithium-triisopropoxy-2-pyridinyl-boronate in the presence of tetrakis(triphenylphosphine)palladium, triphenylphosphine, sodium carbonate and copper(I)iodide in 1,4-dioxane at reflux temperature. Rf value: 0.22 (silica gel, methylene chloride/methanol=95:5) Mass spectrum (ESI+): m/z=221 [M+H]+, 104704-40-7

The synthetic route of 104704-40-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Boehringer Ingelheim International GmbH; US2005/234108; (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.1215767-89-7,5-Bromo-1,3-dichloroisoquinoline,as a common compound, the synthetic route is as follows.

Compound lb (554 mg, 2.0 mmol) was taken up in a 2M ammonia solution in isopropanol (4 mL, 8 mmol) in a sealed microwave vessel. The reaction was heated at 170C by microwave for 2 hours. The reaction mixture was cooled down and diluted with water and dichioromethane. The organic layer was separated and washed twice with brine, dried over magnesium sulfate, filtered through a 2 cm layer of silica gel (which was washed with 5% methanol in dichloromethane). Combined organics were concentrated down under reduced pressure and the crude residue was treated with hexane in sonic bath for 2 minutes. Solid product was filtered off to afford title compound ic. ?H NMR (400 MHz, DMSO-d6) 6 8.24 (d, J= 8.4 Hz, IH), 8.00 (d, J= 7.5 Hz, IH), 7.60 (bs, 2H), 7.43 – 7.34 (m, IH), 7.00 (s, IH). LCMS (mlz) 257.2 [M+H], Tr 2.48 mm (LCMS method 1)., 1215767-89-7

The synthetic route of 1215767-89-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GILEAD SCIENCES, INC.; JANSA, Petr; MACKMAN, Richard, L.; HU, Yunfeng, Eric; LANSDON, Eric; (81 pag.)WO2016/105534; (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.104704-40-7,4-Bromo-1-methylisoquinoline,as a common compound, the synthetic route is as follows.

A mixture consisting of 4-bromo-1-methylisoquinoline (800 mg, 3.60 mmol), (diphenylmethylene)hydrazine (707 mg, 3.60 mmol), BINAP (224 mg, 0.360 mmol), palladium(II) acetate (80.9 mg, 0.360 mmol), t-BuONa (1.04 g, 10.8 mmol), and 1,4-dioxane (20 mL) was stirred at 100 C. for 16 h before cooling to room temperature. The suspension was filtered though a pad of diatomaceous earth and the pad was washed with ethyl acetate (30 mL). The filtrate was concentrated to dryness under reduced pressure to give a crude product, which was added into water (15 mL). The resultant mixture was extracted with ethyl acetate (20 mL*3). The combined organic extracts were dried over anhydrous Na2SO4, filtered, and the filtrate was concentrated to dryness under reduced pressure to afford crude compound 32a, which was purified by FCC (petroleum ether: ethyl acetate=4:1) to afford compound 32a (500 mg, 41%) as a brown oil. LCMS (ESI): mass calcd. for C23H19N3 337.16, m/z found 337.9 [M+H]+. 1H NMR (400 MHz, CDCl3) delta ppm 8.74 (s, 1H), 8.11-8.05 (m, 1H), 7.87 (s, 1H), 7.70-7.64 (m, 4H), 7.63-7.59 (m, 1H), 7.58-7.53 (m, 2H), 7.49-7.43 (m, 2H), 7.41-7.31 (m, 4H), 2.91 (s, 3H)., 104704-40-7

The synthetic route of 104704-40-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Janssen Biotech, Inc.; Lu, Tianbao; Allison, Brett Douglas; Barbay, Joseph Kent; Connolly, Peter J.; Cummings, Maxwell David; Diels, Gaston; Edwards, James Patrick; Kreutter, Kevin D.; Philippar, Ulrike; Shen, Fang; Thuring, Johannes Wilhelmus John Fitzgerald; Wu, Tongfei; (412 pag.)US2018/170909; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

724422-42-8, 6-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,724422-42-8

A mixture of 6-bromo-2-methyl-3,4-dihydroisoquinolin-1-one (1 g, 0.00418 mol), bis(pinacolato)diboron (1.59 g, 0.00627 mol) and potassium acetate (1.2 g, 0.0125 mol) were dissolved in DMF (15 mL) and the mixture was degassed with nitrogen for 15 min. Then, a catalytic amount of PdCl2(dppf).CH2Cl2 (0.17 g, 0.0002 mol) was added and purging with nitrogen continued for 5 min. Then the mixture was heated at 80 C. for 2 h. The reaction was monitored by TLC and 1HNMR. After completion of reaction, the mixture was diluted with water (50 mL) and extracted with EtOAc (2*100 mL). The combined organic layer was washed with water (2*50 mL) and brine (50 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain a crude product, which was purified by chromatography using eluent 40% EtOAc in hexane to obtain 2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-1-one (890 mg) as a light yellow oil.

As the paragraph descriping shows that 724422-42-8 is playing an increasingly important role.

Reference：
Patent; Medivation Technologies LLC; Pujala, Brahmam; Jangir, Ramniwas; Guguloth, Rambabu; Shinde, Bharat Uttam; Rai, Roopa; Pham, Son Minh; Bernales, Sebastian; Lindquist, Jeffrey; Guha, Mausumee; Kallem, Satyanarayana; Bhatt, Bhawana; Bhagwat, Vikas Ramdas; (162 pag.)US2018/51013; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1215767-89-7, 5-Bromo-1,3-dichloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step B: To 5 -bromo- 1,3-dichloroisoquinoline (1.5 g, 5.4 mmol) inMeOH (15 mL) was added 25% sodium methoxide/MeOH (1.4 mL, 6.4 mmol), and the mixture was heated at 70 C for 30 min. The mixture was allowed to cool, and then water was added. The solid was collected by filtration to afford crude 5-bromo-3- chloro-l-methoxyisoquinoline (2.3 g, quantitative) which was used without further purification. LC-MS (ESI) m/z 21 ‘4 (M+H)+., 1215767-89-7

As the paragraph descriping shows that 1215767-89-7 is playing an increasingly important role.

Reference：
Patent; AMBIT BIOSCIENCES CORPORATION; FARAONI, Raffaella; HADD, Michael, J.; HOLLADAY, Mark, W.; ROWBOTTOM, Martin; SETTI, Eduardo; WO2012/30944; (2012); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

104704-40-7, 4-Bromo-1-methylisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example No. 130: Preparation of Compound No. 164[0418] A solution of 2, 8-dimethyl-2, 3, 4, 5-tetrahydro- lH-pyrido[4,3-b]indole (310 mg, 1.55 mmol), K3P04 (0.985 g, 4.65 mmol), Cul (29.4 mg, 0.15 mmol), L-proline (35.6 mg, 0.31 mmol) and 4-bromo-l-methylisoquinoline (0.520 g, 2.35 mmol) in dry DMF (3 mL) was stirred at RT for 10 min and then at 150 C for 16h. Water (50 mL) was added to the reaction mixture and then extracted with EtOAc (150 mL). The organic layer was washed with water (6×30 mL), dried over anhydrous sodium sulfate and evaporated to afford crude material, which was purified by reverse phase HPLC to yield 2,8-dimethyl-5-(l-methylisoquinolin-4-yl)-2,3,4,5-tetrahydro- lH-pyrido[4,3-b]indole as the TFA salt. 1H NMR (CD3OD, TFA salt) delta (ppm): 8.6-8.74 (m,2H), 8.0 (m, 2H), 7.41 (s, IH), 7.38 (bs, IH), 7.0 (d, IH), 6.8 (bs, IH), 4.8 (bs, IH), 4.5 (bs, IH), 3.8 (bs, IH), 3.6 (bs, IH), 3.3 (s, 3H), 3.18 (s, 3H), 3.0 (bs, IH), 2.82 (bs, IH), 2.41 (s, 3H)., 104704-40-7

As the paragraph descriping shows that 104704-40-7 is playing an increasingly important role.

Reference：
Patent; MEDIVATION TECHNOLOGIES, INC.; PROTTER, Andrew, Asher; CHAKRAVARTY, Sarvajit; WO2012/112962; (2012); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem