Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59434-19-4,4-Aminophthalide,as a common compound, the synthetic route is as follows.,59434-19-4

4-Aminoisobenzofuran-1(3H)-one (600 mg, 4 mmol), picolinaldehyde (856 mg, 8 mmol) and 1 g of MgSO4 were added into 40 mL of dichloromethane and the mixture was stirred under reflux overnight, then the mixture was evaporated under reduced pressure and the residues was dried in vacuum. 476 mg of (E)-4-(pyridin-2-ylmethyleneamino) isobenzofuran-1(3H)-one was obtained. A mixture of (E)-4-(pyridin-2-ylmethyleneamino) isobenzofuran-1(3H)-one (476 mg, 2 mmol), benzaldehyde (212 mg, 2 mmol), sodium methanolate (432 mg, 8 mmol) and ethyl propionate (40 mL) was stirred at room temperature overnight. Then the resulting mixture was evaporated under reduced pressure and extracted with ethyl acetate (100 mL¡Á4) and concentrated. The crude product was purified by column chromatography (silica gel, petroleum ether:ethyl acetate 20:1 to 5:1) to give 30 mg of methyl 4-oxo-3-phenyl-2-(pyridin-2-yl)-1,2,3,4-tetrahydroquinoline-5-carboxylate; yield 5%. LC-MS (ESI) m/z: 459 (M+1)+.

As the paragraph descriping shows that 59434-19-4 is playing an increasingly important role.

Reference£º
Patent; LEAD THERAPEUTICS, INC.; US2010/35883; (2010); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

4687-25-6,4687-25-6, Benzofuran-3-carbaldehyde is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 9Syntheses of N-benzofuran-3-yl-methylidene-N’-(8-morpholin-4-yl-2-pyridin-4-yl-imidazo[1.2-b]pyridazin-6-yl)-hydrazine (Compound 9)6-Chloro-8-morpholin-4-yl-2-pyridin-4-yl-imidazo[1,2-b] pyridazine (65.6mg, 0.208mol) was dissolved in N-methylpyrrolidone (2mL).Potassium carbonate (57.5mg, 0.416mmol) and hydrazine monohydrate (101 muL, 2.08mmol) were added thereto and stirred in a sealed tube at 150¡ãC for 2 hours.Thus obtained reaction liquid was diluted with water and extracted with an ethyl acetate.The extract together with the extraction liquid was dried with anhydrous sodium sulfate, and then the solvent was removed therefrom.The obtained residue was dissolved in ethanol (3mL), and benzofuran-3-carboxyaldehyde (30.4mg, 0.208mmol) was added thereto and stirred at room temperature for 3 hours.Then, the reaction liquid was filtered, and the obtained solid material was washed with diethyl ether to obtain a title compound (37.2mg, 41percent).The characteristic value of the compound is shown below.1H-NMR (300 MHz, DMSO): delta 3.87-3.89 (m, 4H), 3.98-4.00 (m, 4H), 6.50 (s, 1H), 7.40-7.43 (m, 2H), 7.64 (m, 1H), 7.88 (d, 2H, J=6.2 Hz), 8.21-8.24 (m, 2H), 8.37 (s, 1H), 8.57 (d, 2H, J=6.2 Hz), 8.59 (s, 1H), 11.03 (s, 1H); MS (ESI) m/z 440 (M+H)+.

The synthetic route of 4687-25-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AJINOMOTO CO., INC.; EP2518072; (2012); 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.16859-59-9,3-Hydroxyisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.

General procedure: A mixture of 3-aminothienopyridine 1a (1.21 g, 4.3 mmol), ortho-formylbenzoic acid (0.77 g, 5.0 mmol), and p-TsOH (20 mg) was refluxed in toluene (30 ml) for 6-7 h. Cooling of the reaction mixture to room temperature gave a precipitate that was filtered off and recrystallized from EtOH. Yield 1.24 g (70%), yellow crystals., 16859-59-9

16859-59-9 3-Hydroxyisobenzofuran-1(3H)-one 3804259, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Article; Vasilin; Lukina; Stroganova; Krapivin; Chemistry of Heterocyclic Compounds; vol. 50; 10; (2015); p. 1486 – 1494; Khim. Geterotsikl. Soedin.; 10; (2014); p. 1614 – 1623,10;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

54008-77-4, 2-Bromobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

54008-77-4, Under the protection of nitrogen, are weighing 30 g raw material C (177 mmol), 34.9 g raw material G (177 mmol), 42.6 g sodium tert-butanol (443 mmol), 0.40 g Pd (OAc)2(1.77 Mmol), 1.55 g C10104 R3 (3.54 mmol), dimethyl benzene is used for stirring and mixing, heating to 120 – 130 C, reflux reaction 5 – 7 hours, sampling TLC detection display without material remaining C; natural cooling to room temperature, water washing, over silica gel column, for refining THF, and dried to obtain the 31.6 g intermediate E, yield: 62.5%, HPLC: 99.9%. C raw material, the raw material G, […] molar ratio of 1:1: 2.5.

The synthetic route of 54008-77-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Yantai Jiu Mu Chemicals Co., Ltd.; Chi Shenghua; Fang Pinglei; Zhang Shicai; Cui Lisha; Cheng Daxing; Liu Kai; (27 pag.)CN109369420; (2019); 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.54109-03-4,5-Chloroisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.,54109-03-4

a) 5-Chloro-1,3-dihydro-2-benzofuran-1-ol To a solution of 5-chlorophthalide (3.64 g, 21.6 mmol) in dichloromethane (100 mL) at -78¡ã C. was added di-isobutylaluminium hydride (1M in toluene) (23.8 mL, 23.8 mmol) dropwise. After 1 h the reaction mixture was quenched with a saturated solution of sodium tartrate (250 mL), allowed to warm to room temperature and stirred for 1h. The layers were separated and the aqueous layer extracted with dichloromethane. The combined organic layers were dried (MgSO4), filtered and concentrated in vacuo to yield the title compound as a white solid.

The synthetic route of 54109-03-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Agejas-Chicharro, Javier; Belen Bueno Melendo, Ana; Camp, Nicholas Paul; Gilmore, Jeremy; Jimenez-Aguado, Alma Maria; Lamas-Peteira, Carlos; Marcos-Llorente, Alicia; Mazanetz, Michael Philip; Montero Salgado, Carlos; Timms, Graham Henry; Williams, Andrew Caerwyn; US2004/122001; (2004); 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.77095-51-3,Benzofuran-6-carboxylic acid,as a common compound, the synthetic route is as follows.

77095-51-3, l-benzofuran-6-carboxylic acid (10 g), HOBt (12.5 g) and EDC.HC1 (17.75 g) was charged in THF (60 ml). To this solution was added di isopropyl ethyl amine (22.2 g). Reaction mass was cooled to 0~5C. Added (S)-2-(5,7-dichloro-l,2,3,4- tetrahydroisoquinoline-6-carboxamido)-3-(3-(methyl sulfonyl)phenyl)propanoic acid ( 28.5g) lot wise at -10C. Temperature of reaction mass was raised to room temperature. Stirred and monitored the reaction by TLC. After completion of reaction, Water (100 ml) and MDC (100 ml) were added. Stirred and separated the layers. Organic layer so obtained was washed with brine and 10% sodium carbonate solution. Organic layer was distilled to give crude lifitegrast which was then purified in acetone and methanol to give pure lifitegrast (3.1.2 g, 83.8%).

The synthetic route of 77095-51-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MANKIND PHARMA LTD.; BHAVSAR, Jigar Tarun Kumar; TIWARI, Rakesh; BHASHKAR, Bhuwan; KUMAR, Anil; (30 pag.)WO2019/73325; (2019); 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.10035-16-2,Benzofuran-5-carbaldehyde,as a common compound, the synthetic route is as follows.

To a solution of aidehyde (400g) in ether (1 Oml) was added LiN (TMS) 2 (1 M in THF, 3. 3ml) at 0C dropwise. The solution was stirred at 0C for 30min and EtMgBr (3M in THF, 1. 83moi) was added dropwise. The reaction was refluxed overnight, cooed to 0C, quenched with saturated ammonium chloride and extracted with ether. The ether was stirred with 3N HCI (20ml), then the aqueous layer was basified with NaOH pellets and extracted with ether. The ether layer was washed with brine, dried with MgS04, filtered and concentrated in vacuo to give 220mg of product (46%)., 10035-16-2

As the paragraph descriping shows that 10035-16-2 is playing an increasingly important role.

Reference£º
Patent; SCHERING CORPORATION; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2005/68460; (2005); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

87-41-2, Isobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3H-Isobenzofuran-1-one (4.00 g, 29.8 mmol) was dissolved in concentrated sulfuric acid (5.0 ml) at 0 C., and a solution of potassium nitrate (3.0 g, 30 mmol) in concentrated sulfuric acid (8.0 ml) was added dropwise thereto. After stirring at room temperature for 5 hours, the reaction solution was diluted with water. The precipitated solid was filtered and recrystallized from ethanol (20 ml) to obtain the title compound (2.0 g, 37%). [1323] 1H NMR (400 MHz, DMSO-d6): delta 8.62-8.59 (m, 1H), 8.53 (d, J=2.8 Hz, 1H), 7.72 (d, J=8.0 Hz, 1H), 5.57 (s, 2H), 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; AJINOMOTO CO., LTD.; Ueno, Hirokazu; Yamamoto, Takashi; Takashita, Ryuta; Yokoyama, Ryohei; Sugiura, Toshihiko; Kageyama, Shunsuke; Ando, Ayatoshi; Eda, Hiroyuki; Eviryanti, Agung; Miyazawa, Tomoko; Kirihara, Aya; Tanabe, Itsuya; Nakamura, Tarou; Noguchi, Misato; Shuto, Manami; Sugiki, Masayuki; Dohi, Mizuki; US2015/51395; (2015); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

496-41-3,496-41-3, Benzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: At 0C, to a solution of 1.0 mmol of benzofuran-2-carboxylic acid in anhydrous THF(20mL),0.135g(1.0mmol) of HOBt and 1.0 mmol of (2S,3R)- 2-Amino-3-hydroxy-N-octylbutanamide, (2S,3R)-2-Amino-3-hydroxy-N- dodecylbutanamide, (2 S,3 R)-2-Amino-3 -hydroxy-N-tetradecylbutanamide, or (2S,3R)-2-Amino-3-hydroxy-N-octadecylbutanamide were added. After 5 min, 0.220g (1.1 mmol) of EDC-HCl was added, and the pH of the solution was adjusted to 8-9 with 4-methylmorpholine. The mixture was stirred at 0 C for 2 h and at room temperature overnight. On evaporation the residue was dissolved in 80 mL of ethyl acetate. The solution was washed successively with saturated sodium bicarbonate, 5% potassium bisulfate, and saturated sodium chloride, and the organic phase was separated and dried over anhydrous magnesium sulfate for 2 h. After filtration and evaporation under reduced pressure crude product was obtained and recrystallized using ethyl acetate to obtain compounds NZJUlh, NZJU2h, NZJU3h, and NZJU4h. N-((2S,3R)-3-hydroxy- 1-oxo- l-(octylamino)butan-2-yl)-benzofuran- 2-carboxamide (NZJUlh) was obtained in a yield of 0.248 g (66.3%) as colorless powder. XH NMR (300 MHz, CDC13) delta 7.70 (d, J= 6.9 Hz, 1H), 7.66 (d, J= 7.8 Hz, 1H), 7.53 (d, J= 8.3 Hz, 1H), 7.48 (s, 1H), 7.46 – 7.37 (m, 1H), 7.33 – 7.27 (m, 1H), 6.96 (s, 1H), 4.61 – 4.42 (m, 2H), 3.36 – 3.12 (m, 2H), 1.57 – 1.41 (m, 2H), 1.37 – 1.06 (m, 13H), 0.83 (t, J= 6.7 Hz, 3H); 13C NMR (75 MHz, CDC13) delta 170.3, 159.8, 155.0, 147.9, 127.3, 123.8, 122.7, 112.0, 11 1.2, 66.8, 57.2, 39.7, 31.8, 29.4, 29.2, 26.9, 22.6, 18.2, 14.1; ESI/MS (m/e) 409.15 [M+Cl]”; Anal. Calcd. For C21H30 2O4: C, 67.35; H, 8.07; N, 7.48%. Found: C, 67.37; H, 8.13; N, 7.39%. N-((2S,3R)-3-hydroxy- 1-oxo- 1 -(dodecylamino)butan-2-yl)- benzofuran- 2-carboxamide (NZJU2h) was obtained in a yield of 0.276 g (64.2%) as colorless powder. XH NMR (300 MHz, CDC13) delta 7.76 – 7.61 (m, 2H), 7.53 (d, J= 8.3 Hz, 1H), 7.48 (s, 1H), 7.47 – 7.38 (m, 1H), 7.31 (d, J = 7.2 Hz, 1H), 6.95 (s, 1H), 4.64 – 4.41 (m, 2H), 3.39 – 3.09 (m, 2H), 1.59 – 1.41 (m, 2H), 1.39 – 1.02 (m, 21H), 0.87 (t, J= 6.6 Hz, 3H); 13C NMR (75 MHz, CDC13) 5 170.6, 159.8, 155.0, 147.8, 127.4, 123.9, 122.7, 112.1, 111.3, 66.6, 56.8, 39.7, 31.9, 29.6, 29.6, 29.5, 29.4, 29.3, 26.9, 22.7,18.2, 14.1; ESI/MS (m/e) 431.10 [M+H]+; Anal. Calcd. For C25H38N2O4: C, 69.74; H, 8.90; N, 6.51%. Found: C, 69.78; H, 8.76; N, 6.44%. N-((2S,3R)-3-hydroxy- 1-oxo- 1 -(tetradecylamino)butan-2-yl)- benzofuran- 2-carboxamide (NZJU3h) was obtained in a yield of 0.323 g (70.5%) as colorless powder. XH NMR (300 MHz, CDC13) delta 7.74 – 7.60 (m, 2H), 7.54 (d, J= 8.3 Hz, 1H), 7.50 (s, 1H), 7.44 (t, J= 7.6 Hz, 1H), 7.31 (t, J = 7.5 Hz, 1H), 6.85 (s, 1H), 4.61 – 4.44 (m, 2H), 3.37 – 3.09 (m, 2H), 1.58 – I.40 (m, 2H), 1.41 – 1.01 (m, 25H), 0.88 (t, J= 6.5 Hz, 3H); 13C NMR (75 MHz, CDC13) 5 170.5, 159.7, 155.0, 147.8, 127.3, 123.8, 122.7, 112.1, 111.2, 66.6, 56.9, 39.7, 31.9, 29.7, 29.5, 29.4, 29.3, 26.9, 22.7, 18.2, 14.1; ESI/MS (m/e) 459.15 [M+H]+; Anal. Calcd. For C27H42N2O4: C, 70.71; H, 9.23; N, 6.11%. Found: C, 70.59; H, 9.29; N, 6.18%. N-((2S,3R)-3-hydroxy- 1-oxo- 1 -(octadecylamino)butan-2-yl)- benzofuran- 2-carboxamide (NZJU4h) was obtained in a yield of 0.362 g (70.4%) as colorless powder. XH NMR (300 MHz, CDC13) delta 7.71 – 7.62 (m, 2H), 7.54 (d, J= 8.3 Hz, 1H), 7.50 (s, 1H), 7.48 – 7.40 (m, 1H), 7.30 (t, J= 7.2 Hz, 1H), 6.87 (s, 1H), 4.59 – 4.44 (m, 2H), 3.35 – 3.15 (m, 2H), 1.57 – 1.43 (m, 2H), 1.36 – 1.11 (m, 33H), 0.88 (t, J= 6.6 Hz, 3H); 13C NMR (75 MHz, CDCI3) delta 170.4, 159.7, 155.0, 147.8, 127.3, 123.8, 122.7, 112.0, 111.2, 66.6, 56.9, 39.7, 31.9, 29.7, 29.6, 29.5, 29.4, 29.3, 26.9, 22.7, 18.2, 14.1; ESI/MS (m/e) 515.25 [M+H]+; Anal. Calcd. For C31H50N2O4: C, 72.33; H, 9.79; N, 5.44%. Found: C, 72.31; H, 9.81; N, 5.43%.

The synthetic route of 496-41-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ZHEJIANG UNIVERSITY; GEORGIA REGENTS RESEARCH INSTITUTE, INC.; LIU, Feiyan; LIU, Kebin; HUANG, Zhizhen; WU, Ping; WO2014/66613; (2014); 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.1914-60-9,2,3-Dihydrobenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

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, 1914-60-9 2,3-Dihydrobenzofuran-2-carboxylic acid 2776555, abenzofuran compound, is more and more widely used in various fields.

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;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem