Tag: M.W:200-300

64169-34-2, 5-Bromoisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 35: Synthesis of 5-(5-Fluoro-4-hydroxymethyl-pyridin-3-yl)-3H-isobenzofuran- 1 -one Step 1 : 5-(4,4,5,5-Tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-3H-isobenzofuran-1-one (35a) A 100 round bottom flask was charged with 5-bromo-3H-isobenzofuran-1-one (750 mg, 3.52 mmol), bis(pinacolato)diboron (894 mg, 3.52 mmol), potassium acetate (691 mg, 7.04 mmol) and 1,4-dioxane (25 mL). The reaction mixture was evacuated and flushed with N2 twice followed by addition of PdClz(dppf).CH2CI2 adduct (144 mg, 0.176 mmol). The reaction was stirred under N2 at 100 “C overnight. The reaction mixture was cooled to room temperature, diluted with ethyl acetate and washed with water twice. The organic layer was dried over sodium sulfate and concentrated in vacuo. The crude was purified using silica gel flash chromatography employing heptane-ethyl acetate(7:3) to afford 5-(4,4,5,5-tetramethyl- [1 ,3,2]dioxaborolan-2-yl)-3H-isobenzofuran-1-one., 64169-34-2

64169-34-2 5-Bromoisobenzofuran-1(3H)-one 603144, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; NOVARTIS AG; ALLAN, Martin; CHAMOIN, Sylvie; HU, Qi-Ying; IMASE, Hidetomo; PAPILLON, Julien; WO2011/61168; (2011); A1;,
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942-06-3, 4,5-Dichlorophthalic Anhydride is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of anhydride (1 mmol), formamide (1.1 mmol for monoanhydrides and 2.2 mmol for dianhydrides) and 1 g clay was ground together in a mortar using pestle for the time described in Table 1. The reaction mixture was warmed. After completing the reaction (monitored by TLC, after observing no anhydride presence in the reaction mixture), the product was extracted by washing clay with chloroform (2¡Á15 mL), the solvent was removed under vacuum to afford the relevant N-unsubstituted cyclic imide. The solid imide was washed thoroughly with water, dried, and then recrystallized from ethanol. The solid clay portion was washed with methanol and dried at 120 ¡ãC under a reduced pressure to be reused in the subsequent reactions which showed the gradual decrease in the activity (Table 1). Isolated products were characterized by melting points, IR, 1H NMR spectrometric data and were compared with the literature or authentic samples., 942-06-3

The synthetic route of 942-06-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Marvi, Omid; Journal of the Chilean Chemical Society; vol. 62; 2; (2017); p. 3501 – 3504;,
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32703-79-0, 5-(tert-Butyl)isobenzofuran-1,3-dione is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Isobutylphthalic anhydride (500 mg, 2.45 mmol) and 4-aminobutyric acid (260 mg, 2.5 mmol) were added to glacial acetic acid (10 mL), and the mixture was heated to 100 C for 3 h. The reaction was quenched with water (10 mL) and the NaOH solution (0.1 mol/L) was adjusted to pH 6-8. Dichloromethane extraction (10mL ¡Á 3), washed with saturated NaHCO3 solution, washed with water, combined with organic phase, dried over anhydrous sodium sulfateDry and dry, 640mg of yellow solid,LC-MS and 1 H-NMR confirmed the expected intermediate compound, yield 87.5%.

32703-79-0, As the paragraph descriping shows that 32703-79-0 is playing an increasingly important role.

Reference£º
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Chinese Academy Of Sciences Animal Institute; Wu Song; Zhou Qi; Zhang Wenxuan; Wu Jun; Wu Hongna; Hao Jie; Wang Liu; (88 pag.)CN109867661; (2019); A;,
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115010-11-2, 2,3-Dihydro-1-benzofuran-5-sulfonoylchloride is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2,3-Dihydro-benzofuran-5-sulfonyl chloride (24.05 mg, 0.11 mmol) was added to a solution of 3-(2,2a,4,5-Tetrahydro-1H-3-aza-acenaphthylen-3-yl)-propylamine dihydro-chloride (28.92 mg, 0.1 mmol) and N,N’-diisopropylethylamine (51.7 mg, 0.4 mmol) in CH2Cl2 (10 mL) and the mixture was stirred overnight at room temperature. The resulting solution was washed with water (3 x 10 mL), dried over Na2SO4 and evaporated to dryness. The free base was dissolved in ethyl acetate (1 ml). A 2,8 M solution of hydrogen chloride in ethanol (0.10 mL) was then added. The product was crystallized and collected by filtration, and vacuum dried to give a white solid (33 mg, 77%). 1H NMR (300 MHz, DMSO-D6) delta ppm 1.92 (m, 4 H) 2.56 (m, 1 H) 2.83 (m, 4 H) 3.09 (m, 3 H) 3.24 (m, 2 H) 3.39 (m, 1 H) 3.77 (d, J=11.13 Hz, 1 H) 4.62 (m, 3 H) 6.93 (d, J=8.49 Hz, 1 H) 7.08 (d, J=7.47 Hz, 1 H) 7.17 (m, 1 H) 7.26 (t, J=7.47 Hz, 1 H) 7.60 (m, 3 H) 10.27 (br, 1 H) MS (APCI (M+H)+): 399, 115010-11-2

As the paragraph descriping shows that 115010-11-2 is playing an increasingly important role.

Reference£º
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; EP1676840; (2006); A1;,
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64169-34-2, 5-Bromoisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A: 5-(l,3-Dioxolan-2-ylmethyl)-2-benzofuran-l(3H)-one: A three-neck 5L round bottomed flask equipped with a stir bar, firestone valve, thermocouple, condenser and heating mantle was charged with tri-t-butyl phosphonium tetrafluoroborate (500 mg, 1.72 mmol), palladium (II) acetate (250 mg, 1.1 mmol) and 5-bromo-2-benzofuran-l(3H)-one (100 g, 470 mmol). DMF (1.88 L) was added to the flask, and the mixture was degassed three times by alternating vacuum and nitrogen purge. Commercially available bromo(l,3-dioxolan-2- ylmethyl)zinc solution (1.03 L, 516 mmol) was added via canula and the mixture was again degassed three times. The mixture was then heated at 85 C for 10 h. The mixture was then allowed to return to room temperature for overnight. 2-methylTHF (2L) and brine were added, and the mixture was stirred for 5 min. The layers were separated and the aqueous layer was extracted again with 2-methylTHF. The organic layers were combined, washed three times with brine (4L each), dried over MgS04, filtered, and concentrated. The crude product was purified by flash chromatography (1.5 kg silica cartridge), eluting with 0-20% ethyl acetate in dichloromethane to afford 5-(l,3-dioxolan-2-ylmethyl)-2-benzofuran-l(3H)-one., 64169-34-2

As the paragraph descriping shows that 64169-34-2 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; DONG, Shuzhi; PASTERNAK, Alexander; GU, Xin; FU, Qinghong; JIANG, Jinlong; DING, Fa-Xiang; TANG, Haifeng; DEJESUS, Reynalda, K.; SUZUKI, Takao; WO2015/100147; (2015); A1;,
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64169-34-2, 5-Bromoisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 13:A solution of 5-bromophthalide (1.Og, 4.7 mmol, 1.0 equiv) and NBS (850 mg, 4.7 mmol, 1.0 equiv) in carbon tetrachloride (15 mL) was treated with AIBN (50 mg, cat.) and heated to reflux overnight. The hot reaction mixture was filtered and the filtrate concentrated to a yellowish solid (1.38g, quant.). Crude H NMR indicated this material contained ca. 80% of the desired 3,5-dibromophthalide, and it was carried on without further purification. An aliquot of this crude material (250 mg, 0.69 mmol, 1.0 equiv) in 95% ethanol (6 mL) was treated with phenelzine sulfate (175 mg, 0.75 mmol, 1.1 equiv) and NaHCO3 (250 mg, 2.8 mmol, 4.0 equiv). After stirring overnight at ambient temperature, the reaction mixture was diluted with diethyl ether, washed with dilute NaOH, dilute HCl, and saturated NaHCO3, then dried over Na2SO4 and concentrated. Purification of the residue using flash silica gel chromatography (gradient of 3- 12% ethyl acetate/hexanes) provided 6-bromo-2-phenethyl-l-phthalazinone (147 mg, 0.45 mmol, 65%) as a white solid. This crude phthalazinone (147 mg, 0.45 mmol) was converted, via Methods 1 and 2, to compound 13 (81 mg, 62%) which was isolated as a white solid. [M-H]- = 293.1 m/z. Activity: A, 64169-34-2

As the paragraph descriping shows that 64169-34-2 is playing an increasingly important role.

Reference£º
Patent; INFINITY PHARMACEUTICALS, INC.; CASTRO, Alfredo, C.; GROGAN, Michael, J.; SNYDER, Daniel, A.; WO2010/118155; (2010); A1;,
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10242-12-3, 5-Nitrobenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The achiral 2-(4-benzyloxy-2-nitrophenyl)ethyl chloride compound (0.500 g, 1.71 mmol) was dissolved in freezer-chilled THF (30 mL) and PtO2 (0.150 g) was added. The reaction was stirred while degassing under vacuum, followed by exposure to hydrogen gas. The degas/hydrogen exposure cycle was repeated 3 times, at which point the reaction was allowed to continue stirring under hydrogen at 50 psi at room temperature for one hour. The amine solution was filtered over Celite, and concentrated under reduced pressure. It was then coevaporated three times with dry CH2Cl2 (5 mL). A tan oil resulted and was placed under high vacuum, covered with foil for 30 minutes. Then, 5-nitrobenzofuran-2-carboxylic acid (0.394 g, 1.90 mmol) and PyBOP (0.999 g, 1.92 mmol) were suspended in dry CH2Cl2 (220 mL). The amine was then dissolved in dry CH2Cl2 (30 mL) and added to the suspension via a syringe through a septum. The reaction was allowed to stir for 10 minutes, at which point dry N,N-Diisopropylethylamine (0.75 mL, 4.29 mmol) was added to the suspension. The solution turned clear yellow. It was covered with foil and the solution was stirred under nitrogen, at room temperature for two days. The solution was vacuum filtered and the filtrate was washed with water (1¡Á75 mL), 10% HCl (1¡Á75 mL), saturated Sodium bicarbonate (1¡Á75 mL), and brine (1¡Á75 mL). The organic layer was dried over sodium sulfate, vacuum filtered, and concentrated under reduced pressure to yield a yellow solid. The residue was purified on a silica gel column using a 5-20% EtOAc/hexane solvent system to give the desired product 2-(4-benzyloxy-2-(5-nitrobenzofuran-2-carboxamido)phenyl)ethyl chloride as a yellow solid (0.173 g, 22% yield). Rf=0.22 (20% EtOAc/hexane) M.p. 109-113 C. IR (neat) 3370, 3088, 3032, 2945, 2858, 1690, 1531, 1337, 1270, 1168, 1101, 1025, 753, 610 1H-NMR (500 MHz, CDCl3) 8.67 (d, 2.0, 1H), 8.64 (s br, 1H), 8.39 (dd, 2.0, 9.0, 1H), 7.73 (s, 1H), 7.70 (d, 9.0, 1H), 7.65 (d, 2.5, 1H), 7.45 (d, 8.0, 2H), 7.40 (t, 8.0, 2H), 7.36 (t, 8.0, 1H), 7.19 (d, 8.5, 1H), 6.89 (dd, 2.5, 8.5, 1H), 5.10 (s, 2H), 3.83 (t, 6.5, 2H), 3.14 (t, 6.5, 2H). FAB-MS (NBA) 451 (M+H+, 11). Accurate mass for C24H19N2O5Cl+H: calcd. 451.1060; obs. 451.1050., 10242-12-3

The synthetic route of 10242-12-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Taiho Pharmaceutical Co. Ltd.; US6660742; (2003); B2;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.64169-34-2,5-Bromoisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.

Add phenol (20.4g, 0.22mol) and DMF 50mL to the reaction flask and start stirring.5-Bromoisobenzofuran-1(3H)-one (34.0 g, 0.16 mmol), acetylacetone (3.2 g, 0.03 mol), cuprous bromide (3.6 g, 0.03 mol), potassium carbonate (at room temperature) 30.8g, 0.22mol), three times of nitrogen replacement, heating to 90 C, stirring reaction overnight, adding 1000 mL of purified water to the reaction solution, suction filtration, the filter cake was dissolved in 800 mL of dichloromethane, and the organic phase was washed with 800 mL of 1N hydrochloric acid solution, with purified water. 1000 mL washing, drying the organic phase, and concentrating to dryness under reduced pressure to give a yellow solid.The title compound 2b (22.5 g, 63%) was obtained.

64169-34-2, As the paragraph descriping shows that 64169-34-2 is playing an increasingly important role.

Reference£º
Patent; Sichuan Kelun Botai Bio-pharmaceutical Co., Ltd.; Cai Jiaqiang; Xie Yinong; You Zejin; Song Changwei; Zhang Jichao; Li Lu; Zhang Qiaoling; Wang Yongqiang; Chen Xing; Jiao Shihu; Li Youqiang; Wang Tao; Zeng Hong; Song Hongmei; Ye Qijun; Su Donghai; Zhou Xin; Zhang Shaohua; Wang Lichun; Wang Jingyi; (122 pag.)CN108341777; (2018); A;,
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64169-34-2, 5-Bromoisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 5-bromoisobenzofuran-1(3H)-one (21.3 g, 100 mmol) in DCM (200 mL) was added diisobutylaluminum hydride (184 g, 130 mmol) at -78 C. The reaction was stirred at -78 C. until the reaction was complete (?2 h). 10 mL water was added, and 10 mL 4M NaOH (aq.) was added, then 40 mL was water was added, the mixture was stirred at room temperature for 30 mins. The mixture was filtered, the filtrate was concentrated. The resulting solid was purified by flash column chromatography (petroleum ether:EtOAc 100:0 to 80:20) to provide 285 5-bromo-1,3-dihydroisobenzofuran-1-ol (13 g, 60.4 mol) as a white solid. MS (ESI): m/z 196.9 [M-16+1]+., 64169-34-2

As the paragraph descriping shows that 64169-34-2 is playing an increasingly important role.

Reference£º
Patent; Sunovion Pharmaceuticals Inc.; XIE, Linghong; HEFFERNAN, Michele L.R.; JONES, Philip Glyn; HANANIA, Taleen G.; (95 pag.)US2018/30064; (2018); A1;,
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6940-49-4, 3-Bromophthalide is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Amine (1.05 Equiv) was added to Isatoic anhydride (1.0 Equiv) in water (4.0mL) and PEG400 (1.0mL) at RT and stirred for 1-2 hr. Upon completion of SM by TLC, added 3-bromoisobenzofuran-1(3H)-one (1.1 Equiv) and warm the reaction mixture to 90-95 C and maintained for 10-14 h. After completion of the reaction, cool the reaction mass up to 25-30 C and product was filtered and further purified via column chromatography through silica gel stationary phase and Ethyl acetate & Heptane mixture as eluent., 6940-49-4

6940-49-4 3-Bromophthalide 96218, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Article; Madhubabu; Shankar; Reddy, G. Rajeshwar; Rao, T. Srinivasa; Basaveswara Rao, Mandava V.; Akula, Raghunadh; Tetrahedron Letters; vol. 57; 46; (2016); p. 5033 – 5037;,
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