Tag: M.W:200-300

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.

Step 2. Racemic tert-butyl (trans-2-((1-oxo-1,3-dihydroisobenzofuran-5-yl)oxy)cyclobutyl)carbamate (30-3a) To 5-bromoisobenzofuran-1(3H)-one (19-1a, 300 mg, 1.41 mmol), racemic trans-tert-butyl-3-hydroxycyclopentyl)carbamate (30-2a, 440 mg, 2.35 mmol), NiCl2(glyme) (15.5 mg, 0.070 mmol), dtbbpy (18.9 mg, 0.070 mmol), and Ir[(dF(CF3)ppy)2dtbbpy]PF6 (15.8 mg, 0.014 mmol) under an atmosphere of nitrogen was added MeCN (4.7 mL) and 2,2,6,6-tetramethylpiperidine (40-2, 286 mul, 1.69 mmol) and the resulting mixture was stirred vigorously for 16 hours under irradiation of blue LED light at room temperature. The reaction mixture was filtered through a short pad of Celite and concentrated to dryness. The crude material was purified by silica gel chromatography eluting with 0% to 100% EtOAc (with 1% Et3N modifier) in heptane to afford 30-3a (445 mg, 1.39 mmol, 99% yield) as a white solid. MS [M-tBu+H]+=320.3., 64169-34-2

The synthetic route of 64169-34-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Novartis AG; ADCOCK, Claire; BONAZZI, Simone; CERNIJENKO, Artiom; LAM, Philip; LINKENS, Kathryn Taylor; MALIK, Hasnain Ahmed; THOMSEN, Noel Marie-France; VISSER, Michael Scott; US2020/17461; (2020); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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

2-Benzyl-4-bromo-benzoic acid (239):239 Ste p l3,5-Dibromo-3H-isobenzofuran-l-one (B3): The mixture of 5-bromo-3H-isobenzofuran-l- one (A3) (51.5g, 242 mmol) in bromobenzene (10OmL) is heated to 158C. Bromine (18.8mL, 363 mmol) is added dropwise to the mixture over 2h. The mixture is stirred for another 30 min. at 158C. The bromobenzene is removed by distillation under vacuum. The residue is vacuum dried 1 hour at 1200C to yield a black crystalline residue. Recrystallization: The residue is193 dissolved in hot isopropyl ether (30OmL). Activated charcoal (1 g) is added, stirred and filtered while hot. The filtrate is cooled in ice-water bath (00C) over night. The solid is filtered and is rinsed with cold isopropyl ether (2 x 1OmL) and vacuum dry over KOH (KOH) to yield 3,5-dibromo-3H-isobenzofuran-l-one (B3) (38g, 54%, mp: 1000C).

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; SANOFI-AVENTIS; WO2008/151211; (2008); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.942-06-3,4,5-Dichlorophthalic Anhydride,as a common compound, the synthetic route is as follows.

4,5-Dichlorophthalic anhydride (430 mg, 2.0 mmol) and 4-aminobutyric acid (206 mg, 2.0 mmol) were added to glacial acetic acid (10 mL) and 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, 576mg of yellow solid.LC-MS and 1H-NMR confirmed the expected intermediate compound in a yield of 96.0%., 942-06-3

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

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;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

69604-00-8,69604-00-8, Ethyl 5-nitrobenzofuran-2-carboxylate is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Commercially available ethyl 5-NITROBENZOFURAN-2-CARBOXYLATE 30 was HYDROGENATED on PD-C and ACYLATED using commercially available 4-NITRO-N-METHYL-2- TRICHLOROACETYL-PYRROLE 32 to form 33. HYDROGENATION of 33 followed by acylation with 32 afforded the nitro compound 35, which upon HYDROGENATION yielded 36 as the amino compound. ACETYLATION of the amino group of 36 followed by base catalyzed hydrolysis resulted in the acid 37. Coupling of 37 with the hydrochloride salt 39 (obtained by DEPROTECTION of the BOC derivative 38) using EDC afforded the ester 40. See Figure 4.

69604-00-8 Ethyl 5-nitrobenzofuran-2-carboxylate 1382954, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; THE GOVERNMENT OF THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; WO2005/32594; (2005); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.28418-88-4,4-Iodoisobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

SYNTHESIS EXAMPLE 7-1;To a solution of 3-iodophthalic anhydride (32.5 g) in dimethylformamide (300 mL), a solution of (2S)-I- (methylthio)propan-2-amine (15.0 g) in dimethylformamide (50 mL) was added dropwise at -100C for 3 hours, and the mixture was stirred at -100C for additional 3 hours. After addition of 40% sodium hydroxide aqueous solution (15 g), the solvent was distilled off under reduced pressure, and the crude product was dissolved in water (500 mL) and washed with diisopropyl ether. The water phase was separated, adjusted to pH 1 with concentrated hydrochloric acid and extracted with diisopropyl ether. The organic phase was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was distilled off, and the resulting crude crystal was washed with a small amount of diisopropyl ether and air-dried to obtain 3-iodo-2-{[(lS)-l-methyl-2-(methylthio)ethyl]- carbamoyl} benzoic acid (32.2 g).Melting point: 132 – 134C

28418-88-4, The synthetic route of 28418-88-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER CROPSCIENCE AG; WADA, Katsuaki; YONETA, Yasushi; GOMIBUCHI, Takuya; MURATA, Tetsuya; KUDO, Sachio; KISHIKAWA, Hidetoshi; SHIBUYA, Katsuhiko; SHIMOJA, Eiichi; EMOTO, Akira; SATO, Yoshitaka; FISCHER, Ruediger; FUNKE, Christian; ARNOLD, Christian; FRANKEN, Eva-Maria; MALSAM, Olga; SANWALD, Erich; GOeRGENS, Ulrich; ATAKA, Masashi; RECKMANN, Udo; PAULITZ, Christian; KAPFERER, Tobias; WO2010/12442; (2010); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

201809-69-0, 6-Bromobenzofuran-3(2H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To FA (14.6 g, 318 mmol, 3.5 equiv) cooled to 0 oC was added TEA (27.5 g, 272 mmol, 3.0 equiv) dropwise with stirring under nitrogen. To this mixture were added a solution of 6-bromo-2,3-dihydro-1-benzofuran-3-one (19.4 g, 90.9 mmol, 1.0 equiv) in DCM (500 mL) and (S,S)-N-(p-toluenesulfonyl)-1-2-diphenylethanediamine(chloro)(p- cymene)ruthenium(II) (1.65 g, 2.6 mmol, 0.03 equiv). The mixture was stirred overnight at room temperature and poured into water (500 mL). The resulting solution was extracted with DCM (500 mL) three times. The combined organic layers were washed with brine (500 mL), dried over anhydrous sodium sulfate, concentrated under reduced pressure, and purified by silica gel chromatography (EA/PE, 1/9) to afford 13.4 g (69%) of (3R)-6-bromo-2,3-dihydro- 1-benzofuran-3-ol as a yellow solid with 96% ee. (Chiral_SFC, CHIRALPAK AD-H 4.6*100 mm, 5 mum)., 201809-69-0

As the paragraph descriping shows that 201809-69-0 is playing an increasingly important role.

Reference£º
Patent; CYTOKINETICS, INC.; CHUANG, Chihyuan; MORGAN, Bradley P.; VANDERWAL, Mark; WANG, Wenyue; ASHCRAFT, Luke W.; (362 pag.)WO2019/144041; (2019); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

127264-14-6, 5-(2-Bromoethyl)-2,3-dihydrobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 3; This example illustrates a process for preparing (S)-2-{1-[2-(2,3-dihydrobenzofuran-5-yl)ethyl]-3-pyrrolidinyl}-2,2-diphenylacetamide or a salt thereof wherein a substantially enantiomerically pure 2,2-diphenyl-2-[(3S)-pyrrolidin-3-yl]acetamide or salt thereof, as determined by the inventive method, is used as an intermediate compound. In particular, this example illustrates that when using 2,2-diphenyl-2-[(3S)-pyrrolidin-3-yl]acetamide having less than 0.2percent of the (R)-enantiomer as determined by the HPLC method of Example 1, the obtained (S)-darifenacin hydrobromide has less than 0.06percent of the (R)-enantiomer of darifenacin hydrobromide as determined by the HPLC method of Example 2.To a flask was added: 2,2-diphenyl-2-[(3S)-pyrrolidin-3-yl]acetamide (54.15 g, 125.8 mmol, 99.63percent ee as determined by chiral HPLC method of Example 1), 5-(2-bromoethyl)-2,3-dihydrobenzofuran (34.86 g, 153.5 mmol), potassium hydroxide (20.78 g, 370.4 mmol), methyltriethylammonium chloride (2.810 g, 18.53 mmol), methylethylketone (170 mL) and water (34.0 mL). The reaction mixture was heated to reflux (approximately 75¡ã C.) and stirred for 6 hours, after which time the reaction mixture was cooled to 20-25¡ã C. After cooling, methylethylketone (96 mL) and water (106 mL) were added with stirring and the layers were separated. Ammonium chloride (106 mL, 10percent aqueous solution) was added to the organic layer with stirring and the layers were separated. The organic layer was evaporated to dryness and methylethylketone (106 mL) was added to the residue. The mixture was stirred until dissolution and hydrobromic acid (13 mL) was added, after which a precipitate formed. The resulting suspension was cooled to 0-5¡ã C. and stirred at this temperature for 2 hours. The suspension was filtered and the solid was washed with methylethylketone (2.x.20 mL). A solid was obtained (90.72 g, l.o.d.=41.51percent, 84.92percent yield, 95.68percent HPLC purity, 99.88percent ee as determined by chiral HPLC method of Example 2).

127264-14-6, The synthetic route of 127264-14-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Medichem, S.A.; US2008/312455; (2008); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.32703-79-0,5-(tert-Butyl)isobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

EXAMPLE I Preparation of dimethyl 4-amino-5-t-butylphthalate A mixture of 70 g. of 4-t-butylphthalic anhydride and 65 ml. of concentrated sulfuric acid was stirred at room temperature while adding 60 ml. of 90% nitric acid. The rate of addition was slow and controlled such that the temperture of the mixture did not go above 60 C, although the nitration reaction can be carried out at any temperature within the range of -20 to 120 C. After the addition was complete (2 hours) an additional 50 ml. of concentrated nitric acid was added over a 20 minute period. The reaction mixture was allowed to cool and was then stirred for 4 days. The mixture was then poured onto 800 g. of ice and the layers allowed to separate. The upper layer (water and acid) was decanted off and the residue dissolved in 500 ml. of ether. The ether solution was washed five times with 100 ml. of water, dried with MgSO4, filtered, and the ether removed under reduced pressure. The residual oil was esterified with 150 ml. of trimethyl orthoacetate by mixing the two and distilling off methanol, methyl acetate, and the excess reagent. The crude product was mixed with 400 ml. of methanol and cooled to 10 C. for 20 hours. Filtering and drying gave 33.2 g. of crystalline material. Recrystallization from methanol (125 ml.) gave 30.1 g. of pure dimethyl 4-nitro-5-t-butylphthalate, m.p. 80 -81 C.

32703-79-0, The synthetic route of 32703-79-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Standard Oil Company; US4078142; (1978); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6296-53-3,N-(1,3-Dioxo-1,3-dihydroisobenzofuran-4-yl)acetamide,as a common compound, the synthetic route is as follows.

6296-53-3, [0093] A stirred solution of l-(3-ethoxy-4-methoxyphenyl)-2- methylsulfonylethylamine (1.0 g, 3.7 mmol) and 3-acetamidophthalic anhydride (751 mg, 3.66 mmol) in acetic acid (20 mL) was heated at reflux for 15 h. The solvent was removed in vacuo to yield an oil. Chromatography of the resulting oil yielded the product as a yellow solid (1.0 g, 59% yield): mp, 144 C; 1H NMR (CDC13) delta: 1.47 (t, J=7.0 Hz, 3H, CH3), 2.26 (s, 3H, CH3), 2.88 (s, 3H, CH3), 3.75 (dd, J=4.4, 14.3 Hz, 1H, CH), 3.85 (s, 3H, CH3), 4.11 (q, J=7 Hz, 2H, CH2), 5.87 (dd, J=4.3, 10.5 Hz, 1H, NCH), 6.82-6.86 (m, 1H, Ar), 7.09-7.11 (m, 2H, Ar), 7.47 (d, J= 7 Hz, 1H, Ar), 7.64 (t, J= 8 Hz, 1H, Ar), 8.74 (d, J= 8 Hz, 1H, Ar), 9.49 (br s, 1H, NH); 13C NMR (CDC13) delta: 14.61, 24.85, 41.54, 48.44, 54.34, 55.85, 64.43, 111.37, 112.34, 115.04, 118.11, 120.21, 124.85, 129.17, 130.96, 136.01, 137.52, 148.54, 149.65, 167.38, 169.09, 169.40; Anal Calc’d. for C22H24NO7S : C, 57.38; H, 5.25; N, 6.08. Found: C, 57.31; H, 5.34; N, 5.83.

As the paragraph descriping shows that 6296-53-3 is playing an increasingly important role.

Reference£º
Patent; CELGENE CORPORATION; DAY, Robert; (60 pag.)WO2016/25686; (2016); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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.

5-Bromoisobenzofuran-l(3H)-one (1.0 g, 4.69 mmol), NBS (835 mg, 4.69 mmol), and carbon tetrachloride (15.6 mL) were heated to reflux in a 50 mL flask carrying a reflux condenser equipped with a drying tube. The reaction mixture was exposed to light of an ordinary 100-W unfrosted light bulb placed 6-8″ from the flask. After 30 min, the succinimide was removed by filtration and the filtrate was concentrated under atmospheric pressure to give crude 3,5-dibromoisobenzofuran-l(3H)-one. To 3,5-dibromoisobenzofuran-l(3H)-one was added methanol directly to afford 5-bromo-3-methoxyisobenzofuran-l(3H)-one. LC/MS: [(M+l)]+ = 244

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; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; PIO, Barbara; CHOBANIAN, Harry, R.; SHI, Zhi-Cai; DONG, Shuzhi; GUO, Yan; WALSH, Shawn, P.; GUO, Zhiqiang; FERGUSON, Ronald, D.; CATO, Brian; (114 pag.)WO2016/60941; (2016); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem