Heterocyclic Building Block-benzofuran

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.

EXAMPLE 1 Synthesis of (3’R,4’S,5’R)-6″-chloro-4′-(3-chloro-2-fluorophenyl)-N-(4-((4-(2-((2-(2,6- dioxopiperidin-3-yl)-l,3-dioxoisoindolin-4-yl)oxy)acetamido)butyl)carbamoyl)phenyl)- 2″-oxodispiro[cyclohexane-l,2′-pyrrolidine-3′,3″-indoline]-5′-carboxamide Ste 1 : Synthesis of S 1 To a round-bottom flask, 3-hydroxyphthalic anhydride (1 g, 6.09 mmol) and 3-aminoperidine-2,6-dione hydrochloride (1.0 g, 6.09 mmol) were mixed in 50 mL of toluene. Triethyl amine (0.93 mL, 6.7 mmol) was added. The resulting reaction mixture was heated to reflux for 12 h with Dean-Stark Trap equipment. After cooling to ambient temperature, evaporation of most of the solvent to give a crude product, which was purified by flash column chromatography with DCM:EA to get the desired product as a slightly yellow solid S I (1.5g, 90% yield). 1H NMR (400 MHz, DMSO-d6) delta (ppm) 11.16 (s, 1H), 11.08 (s, 1H), 7.65 (t, = 7.6 Hz, 1H), 7.32 (d, = 7.2 Hz, 1H), 7.25 (d, = 8.4 Hz, 1H), 5.07 (dd, = 12.8 Hz, = 5.2 Hz, 1H), 2.93-2.84 (m, 1H), 2.61-2.46 (m, 1H), 2.05-2.01 (m, 1H)., 37418-88-5

37418-88-5 4-Hydroxyisobenzofuran-1,3-dione 96580, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; WANG, Shaomeng; LI, Yangbing; AGUILAR, Angelo; ZHOU, Bing; HU, Jiantao; XU, Fuming; QIN, Chong; HU, Yang; XIANG, Weiguo; REJ, Rohan; YANG, Jiuling; HAN, Xin; BAI, Longchuan; YANG, Chao-Yie; (252 pag.)WO2017/176958; (2017); A1;,
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550998-59-9, 7-Bromobenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

550998-59-9, 4.0 g [(16.] 59 mmol) [7-BROMBENZOFURAN-2-CARBONSaeURE] (Beispiel 29A), 3.3 g (16.59 mmol) [(S)-3-AMINOCHINUKLIDIN-DIHYDROCHLORID,] 7.57 g (19.91 mmol) HATU, 10.41 mL (59.74 mmol) N, N-Diisopropylethylamin und [21] mL DMF werden gemaess der allgemeinen Arbeitsvorschrift C umgesetzt. Das Solvens wird unter reduziertem Druck entfernt, das Rohprodukt in 100 mL Essigsaeureethylester aufgenommen und 15-mal mit insgesamt 1.5 L 1 N Natronlauge gewaschen. Die organische Phase wird ueber Magnesiumsulfat getrocknet und vom Solvens befreit. Es werden 5.0 g [(85] % d. Th. ) der Titelverbindung isoliert. Die analytischen Daten stimmen mit denen aus Beispiel 30A ueberein. [alpha20 D] =-28. [0] (c = 0.1, Methanol).

The synthetic route of 550998-59-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER HEALTHCARE AG; WO2003/104227; (2003); A1;,
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Benzofuran | C8H6O – PubChem

23681-89-2, 2,3-Dihydrobenzofuran-6-ol is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: NaH (12.0mmol) was added to a solution of 1 or 722 (1.88g, 10.0mmol) and substituted phenol (12.0mmol) in DMF (50mL) at room temperature under N2, and the mixture was stirred at 80¡ãC for 10h. Water was added to the cooled mixture, and the mixture was extracted with EtOAc several times. The combined organic layers were washed with water, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The crude residue was purified by silica gel column chromatography to obtain purified compound 2, or crude 2 was used directly for the next reaction without further purification., 23681-89-2

The synthetic route of 23681-89-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Shinozuka, Tsuyoshi; Tsukada, Tomoharu; Fujii, Kunihiko; Tokumaru, Eri; Shimada, Kousei; Onishi, Yoshiyuki; Matsui, Yumi; Wakimoto, Satoko; Kuroha, Masanori; Ogata, Tsuneaki; Araki, Kazushi; Ohsumi, Jun; Sawamura, Ryoko; Watanabe, Nobuaki; Yamamoto, Hideki; Fujimoto, Kazunori; Tani, Yoshiro; Mori, Makoto; Tanaka, Jun; Bioorganic and Medicinal Chemistry; vol. 26; 18; (2018); p. 5099 – 5117;,
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Benzofuran | C8H6O – PubChem

77095-51-3, Benzofuran-6-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

77095-51-3, Benzofuran-6-carboxylic acid (compound of formula VI, 2.0 gm), N,N- Dimethylformamide (20 mL) and Triethylamine (3.74 gm) were charged into a 2000 mL RBF and the mixture was cooled to 10 C. HATU (5.63 gm) was charged into the mass and stirred for 30 minutes. Added above aqueous layer containing compound of formula II at 20 C and stirred for 1 hour. 1N aqueous hydrochloric acid (100 mL) was added and stirred for 10 minutes. Gummy solid was formed. The aqueous layer was decanted. Sodium carbonate solution (100 mL) and ethylacetate (60 mL) were added to the gummy mass and stirred for 30 minutes. Layers separated and the aqueous layer was washed with ethylacetate (60 mL). The aqueous layer was acidified with 1 N aqueous hydrochloric acid (100 mL) and stirred for 30 minutes. The precipitation was faltered and the wet solid was washed with water (20 mL). The solid was dried under vacuum at 50 C for 3 hours to yield 1 .5 gm of Lifitegrast. Purity: 94.85% by HPLC.

77095-51-3 Benzofuran-6-carboxylic acid 17867234, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; DR. REDDY’S LABORATORIES LIMITED; ACHANTA, Srinivas; CHAKKA, Ramesh; DAHANUKAR, Vilas Hareshwar; CHANDRASEKHAR, Elati Ravi Rama; BHIMAVARAPU, Srinivasa Reddy; MADARABOINA, Mahendar; (35 pag.)WO2019/26014; (2019); 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: Isobenzofuran-1(3H)-one (0.4 mmol), KOH (0.4 mmol), PhSiH3 (1.2 mmol), dried THF (2 mL) were charged in a Schlenk tube(15 mL) under N2 atmosphere. The mixture was refluxed for 4 h. After cooling to rt, the reaction was quenched with EtOH(0.5-1 mL). Solvent was removed under reduced pressure and the crude residue was purified by column chromatography on silica gel with petroleum ether-ethyl acetate as the eluent to afford the desired product., 6940-49-4

As the paragraph descriping shows that 6940-49-4 is playing an increasingly important role.

Reference£º
Article; Liu, Bin; Zhou, Xigeng; Chinese Chemical Letters; vol. 30; 3; (2019); p. 725 – 728;,
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Benzofuran | C8H6O – PubChem

19477-73-7, 6-Bromoisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

10196] 3,6-Dibromoisobenzofuran-1(3H)-one (21a) In a SOmE round bottom flask was added 6-bromoisobenzothran- 1(3H)-one (1.00 g, 4.69 mmol), N-bromosuccinimide (958 mg, 5.38 mmol), 2,2?-azobis(2-methylpropionitrile) (75 mg, 0.46 mmol), and chloroform (23 mE). The mixture was refluxed for 2.5 hours, then cooled to room temperature and quenched with sat. aq. NaHCO3 (25 mE). The organic layer was removed, washed with water (20 mE), washed with brine (15 mE), and concentrated on to silica. The crude product was purified by flash column chromatography using a gradient of 5-10% ethyl acetate in hexanes to yield 21 a as a white solid in61% yield. ?H NMR (500 MHz, CDC13) oe 8.06 (d, J=1 .5 Hz, 1H), 7.90 (dd, J=8.1, 1.7 Hz, 1H), 7.52 (d, J=8.3 Hz, 1H), 7.37 (s, 1H). ECMS does not ionize.

19477-73-7, The synthetic route of 19477-73-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Northeastern University; POLLASTRI, Michael P.; MEHTA, Naimee; DEVINE, William; WOODRING, Jennifer; SWAMINATHAN, Uma; US2015/259331; (2015); 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.652-39-1,4-Fluoroisobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

652-39-1, The best result occurs when the starting material is run 0.5 M in formamide and heated to 125 ¡ãC for 1 to 5 h depending on scale. Starting material is not soluble in fonnamide until the temperature is > 60 ¡ãC. Upon completion of reaction as monitored by LC/MS (apcineg), the heat is removed and 3 times the volume of the reaction of water is added. Next, the reaction is allowed to warm to room temperature and stirred until a pale yellow precipitate has formed. The yellow solid product is filtered off and washed with water before drying overnight to give yields between 70-77 percent.

As the paragraph descriping shows that 652-39-1 is playing an increasingly important role.

Reference£º
Patent; INTERMUNE, INC.; ARRAY BIOPHARMA INC.; WO2005/37214; (2005); A2;,
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Benzofuran | C8H6O – PubChem

23145-07-5, 5-Bromobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Inside an argon atmosphere glove box, halide (0.5mmol), boronic acid (0.75mmol), K3PO4 (1.5mmol), PPPd (4mg, 1.4wt% Pd, 0.0005mmol), solvent (2ml, H2O/EtOH v/v=2:3) were mixed in a 5ml vessel and sealed. Then it was moved out of the glove box and heated in an oil bath to 80C for 2-6h. After cooled down to r.t. for about half an hour, the mixture was filtered. Take a small amount of the liquid for GC analysis. The solid part was washed three times with ethanol. The combined liquid was dried and purified by column to give pure coupling product. For recycle experiments, the solid part after washing was degassed and used into the next cycle. Combing the recycled catalyst from X reaction times was marked as Re-PPPd-X.

23145-07-5, 23145-07-5 5-Bromobenzofuran 90015, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Article; Wang, Xinbo; Min, Shixiong; Das, Swapan K.; Fan, Wei; Huang, Kuo-Wei; Lai, Zhiping; Journal of Catalysis; vol. 355; (2017); p. 101 – 109;,
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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.28418-88-4,4-Iodoisobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

To the beaker 1 was added 10.0 g of 1.1-dimethyl-2-methylthioethylamine (0.084 mol) and 15.6 g at 20-35 C.Acetone; 17.7 g of 3-iodophthalic anhydride (0.065 mol) and 70 g of acetone were added to beaker 2, and stirred with a glass rod for 5 minutes.After the clock, the solid is completely dissolved; in the beaker 1, the liquid A is pumped into the mixer by the mechanical pump A, and at the same time, the liquid B in the beaker 2 is also used by the mechanical pump B.Pumped into the mixer, the flow ratio of mechanical pump A to mechanical pump B is 1:3.43 (mass ratio), and the liquid in the mixer enters the operation.In a microchannel reactor with a temperature of 8 C, the retention time in the microchannel reactor was 10 minutes, and the cone was received and discharged.The reaction solution was evaporated under reduced pressure to give a pale yellow solid: 24.3 g, yield: 95.7% (3-iodophthalic anhydrideThe main product content is: 96% (HPLC), the isomer content is 2.6% (HPLC),, 28418-88-4

28418-88-4 4-Iodoisobenzofuran-1,3-dione 282071, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Changzhou Woteng Chemical Technology Co., Ltd.; Liu Zuhe; Yao Yuan; Lu Wenlong; Cao Li; (7 pag.)CN109574892; (2019); A;,
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Benzofuran | C8H6O – PubChem

166599-84-4, Benzofuran-4-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

TBTU (1.24 mmol, 1.05eq) is added to a solution of the respective carboxylic acid (1.18 mmol, l.Oeq), (lS,3S,5S)-3-aminomethyl-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester (1.18 mmol, l.Oeq) and DIPEA (1.77 mmol, 1.5eq) in DCM, DMF or acetonitrile (10 mL). After 2h the mixture is washed with water, hydrochloric acid (0.5 M) and water. The organic layer is dried over Na2SO4, the solvents are removed in vacuo and the residue is purified by prep. HPLC or by flash chromatography (EtO Ac/heptane).(lS,3S,5S)-3-{[(benzofuran-4-carbonyl)-amino]-methyl}-2-aza-bicyclo[3.1.0]hexane-2- carboxylic acid tert-butyl ester prepared by reaction of (lS,3S,5S)-3-aminomethyl-2-aza-bicyclo[3.1.0]hexane-2- carboxylic acid tert-butyl ester with benzofuran-4-carboxylic acid (M.A. Eissenstat et al. J. Med. Chem. 1995, 38, 3094-3105). LC-MS (acidic): tR = 1.00 min; [M+H]+ = 357.1. 1H- NMR (CDCl3): delta = 0.58 (bs, IH); 0.80-0.86 (m, IH); 1.52 (s, 9H); 1.52-1.59 (m, IH); 1.79 (bd, J = 13.3 Hz, IH); 2.51-2.60 (m, IH); 3.24-3.30 (m, IH); 3.60-3.64 (m, 2H); 4.45-4.52 (m, IH); 7.32 (t, J = 7.9 Hz, IH); 7.47 (bs, IH); 7.61 (d, J = 8.2 Hz, IH); 7.65 (d, J = 7.5 Hz, IH); 7.70 (bs, IH); 8.43 (bs, IH).

166599-84-4, As the paragraph descriping shows that 166599-84-4 is playing an increasingly important role.

Reference£º
Patent; ACTELION PHARMACEUTICALS LTD; WO2008/81399; (2008); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem