Heterocyclic Building Block-benzofuran

189035-22-1, 6-Bromo-2,3-dihydrobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 7 (4.29 g, 21.6 mmol) in THF (43 mL) was added 1.76 M t-BuLi in pentane (25.7 mL, 45.2 mmol) under Ar at -74 C. Paraformaldehyde (0.97 g, 32.3 mmol) was added to the mixture at -74 C and the mixture was stirred at room temperature overnight. The mixture was quenched with satd NH4Cl aq and extracted with AcOEt. The organic layer was washed with brine and dried over MgSO4, then filtered. After removal of the solvent, the residue was recrystallized from CH2Cl2 (6.5 mL) and n-hexane (25.9 mL) to obtain 8 as a pale red solid (2.39 g, 74%). 1H NMR (400 MHz, CDCl3) delta = 7.16 (d, J = 7.2 Hz, 1H), 6.84 (d, J = 7.2 Hz, 1H), 6.81 (s, 1H), 4.63 (br s, 2H), 4.58 (t, J = 8.8 Hz, 2H), 3.20 (t, J = 8.8 Hz, 2H); MS (ESI+) 151.1 (M+H)+., 189035-22-1

As the paragraph descriping shows that 189035-22-1 is playing an increasingly important role.

Reference£º
Article; Takahashi, Bitoku; Funami, Hideaki; Iwaki, Takehiko; Maruoka, Hiroshi; Shibata, Makoto; Koyama, Makoto; Nagahira, Asako; Kamiide, Yoshiyuki; Kanki, Satomi; Igawa, Yoshiyuki; Muto, Tsuyoshi; Bioorganic and Medicinal Chemistry; vol. 23; 15; (2015); p. 4792 – 4803;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.87-41-2,Isobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.

NBS (53.4 g, 300 mmol, 1.5 eq) was added portion wise to a solution of phthalide (Sl-I) (26.83 g, 200 mmol. 1 O eq) in a mixture of TFA (100 mL) and sulfuric acid (45 mL) at rt over 9 h. The reaction mixture (an orange solution) was stirred at rt for about 60 h. (Crude NMR showed the reaction is complete.) Then the reaction mixture was poured onto ice, extracted with methylene chloride (3 x 300 mL). The combined organic phase was dried over MgSO4, filtered and concentrated to afford a yellow solid. The residue was purified by flash-column chromatography (5-10% ethyl acetate-hexanes) to afford the desired product Sl-2 (white solid, 28.17g, 66%) and the other regioisomer S3-1 (white solid, 12.7g, 30%). 1H NMR (400 MHz, CDCl3) 8 8.04 (d, J= 1.8 Hz, 1 H), 7.78 (dd, J= 1.8, 7.9 Hz, 1 H), 7.37 (d, J= 7.9 Hz, 1 H), 5.26 (s, 2 H)., 87-41-2

87-41-2 Isobenzofuran-1(3H)-one 6885, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; TETRAPHASE PHARMACEUTICALS, INC.; CLARK, Roger, B.; HUNT, Diana, Katharine; PLAMONDON, Louis; SUN, Cuixiang; XIAO, Xiao-Yi; ROeNN, Magnus; WO2010/132670; (2010); A2;,
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Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55745-70-5,2,3-Dihydrobenzo[b]furan-5-carbaldehyde,as a common compound, the synthetic route is as follows.

(a) 7-bromo-2,3-dihydro-l-benzofuran-5-carbaldehydeTo a solution of 2,3-dihydro-l-benzofuran-5-carbaldehyde (1.0 g, 6.75mmol) in glacial aGetic acid (8 ml) was added sodium acetate (664mg, 8.1mmol) and bromine (0.7ml, 13.5mmol) at 10C slowly. The reaction was stirred for 2h at room temperature. The reaction was diluted with a saturated aqueous solution of sodium thiosulfate (10 ml), washed with a saturated aqueous solution of sodium bicarbonate, and then extracted with ethyl acetate. Organics were combined, dried over sodium sulfate and dried in vacuo to give the desired compound (1.4 g, 91%). MS (+ve ion electrospray): m/z 227 (M+H)+.

55745-70-5, 55745-70-5 2,3-Dihydrobenzo[b]furan-5-carbaldehyde 735901, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2007/71936; (2007); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

57319-65-0, 6-Aminoisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

57319-65-0, 2,2,2-trichloroethyl (3-oxo-1,3-dihydroisobenzofuran-5-yl)carbamate 2 To a suspension of 6-aminoisobenzofuran-1(3H)-one 1 (Maybridge, 13.43 g, 90 mmol) in dichloromethane (DCM, 200 mL) at 0 C. was added 2,2,2-trichloroethyl carbonochloridate 1a (18.23 mL, 135 mmol) and pyridine (17.79 mL, 180 mmol). The reaction mixture was stirred at room temperature (RT, ca. 25 C.) for 1 h. Thin layer chromatography (TLC) and high performance liquid chromatography (HPLC) showed the reaction was complete. The reaction mixture was filtered and washed with DCM (2*30 mL) to afford carbamate 2 as a white solid (17.03 g, 58%). LCMS: [M+l]=324.

57319-65-0 6-Aminoisobenzofuran-1(3H)-one 93631, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Bristol-Myers Squibb Company; CHOWDARI, Naidu S.; Gangwar, Sanjeev; Sufi, Bilal; US2013/209494; (2013); A1;,
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Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.196799-45-8,2,3-Dihydrobenzofuran-7-carbaldehyde,as a common compound, the synthetic route is as follows.,196799-45-8

(R)-2-(9-(pyridin-2-yl)-6-dioxaspiro[4.5]decane-9-yl)ethylamine (Intermediate 1)(0.260 g, 1.0 mmol) was dissolved in dichloromethane (10 mL)Further sodium sulfate (0.71 g, 5.0 mmol)And 2,3-dihydrobenzofuran-7-formaldehyde (74B) (0.18 g, 1.2 mmol)The reaction was added and the reaction was continued overnight at room temperature. Sodium borohydride (0.06 g, 1.2 mmol)After the reaction was added, the reaction was stirred for 10 minutes, and then methanol (10 mL) was added.The reaction was stirred for 1 hour. The reaction was quenched with water and the aqueous phase was treated with dichloromethane.Extraction of the alkane (20 mL ¡Á 3), combining the organic phases,Wash with saturated sodium chloride solution (30 mL), dry over anhydrous sodium sulfate and filtered. After the filtrate is concentrated, the crude product is purified by column chromatography (dichloromethane/methanol (v/v) = 50:1 to 20:1) to give a yellow oily liquid.(R)-N-((2,3-dihydrobenzofuran-7-yl)methyl)-2-(9-(pyridin-2-yl)-6-oxaspiro[4.5]decane- 9-yl)ethylamine (74C)(0.18 g, yield: 45.9%).

196799-45-8 2,3-Dihydrobenzofuran-7-carbaldehyde 2795018, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Sichuan Hai Sike Pharmaceutical Co., Ltd.; Fan Jiang; Zhu Fengfei; Chen Qingping; Wang Chengtao; (251 pag.)CN109206417; (2019); A;,
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Benzofuran | C8H6O – PubChem

1914-60-9, 2,3-Dihydrobenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a mixture of 7 (1 eq) and 1,1?-carbodiimidazole (1.2 eq) in anhydrous THF was stirred for 1h then substituted aniline (0.9 eq) was added at room temperature. After stirring for 14 h, solvent was evaporated then the mixture acidified with 6N HCl to pH 2. The mixture was extracted with EtOAc (3 ¡Á 20 mL). The combined extracts were dried over anhydrous Na2SO4and the solvent was evaporated. After evaporation, the residue was purified by column chromatography (EtOAc/hexane = 1:3 – 1:50).

1914-60-9, The synthetic route of 1914-60-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Choi, Minho; Jo, Hyeju; Park, Hyun-Jung; Sateesh Kumar, Arepalli; Lee, Joonkwang; Yun, Jieun; Kim, Youngsoo; Han, Sang-Bae; Jung, Jae-Kyung; Cho, Jungsook; Lee, Kiho; Kwak, Jae-Hwan; Lee, Heesoon; Bioorganic and Medicinal Chemistry Letters; vol. 25; 12; (2015); p. 2545 – 2549;,
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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;,
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Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.37418-88-5,4-Hydroxyisobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

A mixture of 3-hydroxyphthalic anhydride(33.5mg, 0.2mmol), 3,5-bis(trifluoromethyl)benzyl amine(62mg, 0.2mmol) and chlorobenzene(5mL) was refluxed for 3 hours under argon atmosphere. After the reaction mixture was cooled to room temperature, the solvent was evaporated under reduced pressure and the obtained residue was crystallized n-hexane/ethyl acetate to give the title compound(68.5mg, 85.2percent) as a white crystal.1H-NMR(CDCl3): delta 4.90(2H, s), 7.19(1H, dd, J=8.4, 0.6Hz), 7.41(1H, dd, J=7.2, 0.6Hz), 7.61(1H, dd, J=8.4, 7.2Hz), 7.75(1H, brs), 7.82(1H, brs), 7.86(2H, s)., 37418-88-5

As the paragraph descriping shows that 37418-88-5 is playing an increasingly important role.

Reference£º
Patent; Institute of Medicinal Molecular Design, Inc.; EP1512396; (2005); 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.24673-56-1,3-Methylbenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

A. N,3-dimethylbenzofuran-2-carboxamide[0218] A mixture of 3-methylbenzofuran-2-carboxylic acid (1.0 kg, 5.676mol) in methylene chloride (5.8L) and DMF (5mL) was chilled to ~ 2 0C. A solution of oxalyl chloride (864g, 6.81 mol) was added to the reaction mixture keeping the temperature below 10 0C, over a period of 2 hrs. A vigorous evolution of a gas was observed. The reaction mixture was stirred overnight under nitrogen at room temperature and then refluxed for 3 hrs. All of the solids were dissolved to give a brown color solution. HPLC analysis of an aliquot indicated that the reaction was complete. The mixture was concentrated on a rotary evaporator and the residual oxalyl chloride was chased with DCM (2L). The solid product was re-dissolved in DCM (6L) in a round bottom flask (1 OL) and chilled to ~ – 50C. A solution of methyl amine (40% in water, 1.7L, 3.5 eq, 19.86 mol) was carefully added to the acid chloride solution while keeping the temperature below 8 0C then stirred overnight at room temperature. Analysis of an aliquot indicated that the reaction was complete. Water (8.0L) was added to the reaction mixture, the layers were separated, the aqueous layer was back extracted with DCM (2×3 L), the combined organic layer was washed with water (4L) and dried over Na2SO4. The organic layer was filtered, the filtrate was concentrated and traces of DCM were co evaporated with heptanes (2L). The heptanes slurry was filtered and the cake was washed with heptanes (2x2L). All the brown color was removed in the heptane filtrate. The solid product was dried under high vacuum overnight to a constant weight. Yield of the title compound was 1.015 kg (94.5%. 1H NMR (CDCl3) : delta (ppm) 8.45 (s,lH), 7.61 (d, IH), 7.41 (m, 2 H), 7.30 (m, 1 H), 3.03 (d, 2 H), 2.63 (s, 3 H). HPLC: 99.0 area% (Rtau = 7.91 min)

24673-56-1, The synthetic route of 24673-56-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AFFINIUM PHARMACEUTICALS, INC.; WO2008/98374; (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.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