Category: 69999-16-2

69999-16-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.69999-16-2,2,3-Dihydrobenzofuranyl-5-acetic acid,as a common compound, the synthetic route is as follows.

EXAMPLE 6 alpha-Sulfo(2,3-dihydro-5-benzofuranyl)acetic acid The title compound is prepared by a modification of the procedure described in J. Am. Chem. Soc., 75, 1653 (1953). To a solution of ethylene chloride is added about 15 mmole of the dioxane-sulfur trioxide reagent and the temperature of the mixture warms to room temperature. (2,3-Dihydro-5-benzofuranyl)acetic acid (10 mmole) is added over a period of 30 minutes. The solution is stirred overnight at room temperature and then poured into cold water. The organic layer is separated and extracted with water. The aqueous extracts are combined with the water layer which is neutralized with sodium hydroxide and evaporated to dryness. The residue is extracted with 70% ethanol. Concentrating the alcohol solution and subsequent cooling gives the sodium salt of alpha-sulfo(2,3-dihydro-5-benzofuranyl)acetic acid.

The synthetic route of 69999-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Richardson-Merrell Inc.; US4138397; (1979); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

69999-16-2,69999-16-2, 2,3-Dihydrobenzofuranyl-5-acetic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3. 2-(2, 3~dihydro-l-benzofuran-5-ylmethyl)-N,N-diethyl-l-(piperidin-4-ylmethyl)-lH- benzimidazole-5-carboxamide [0201] To a mixture of tert-butyl 4-[({2-amino-4-[(diethylamino)carbonyl]phenyl}amino)methyl]piperidine-l -carboxylate (Step 2 of Example 18, 0.047g, 0.12 mmol, 1 equiv), 2,3-dihydro-l-benzofuran-5-ylacetic acid (0.023g, 0.13 mmol, 1.1 equiv) and DMF (5 mL) were added DIPEA (24 muL, 0.14 mmol, 1.2 equiv) and HATU (0.049 g, 0.13 mmol, 1.1 equiv). The mixture was stirred at room temperature for 3 hours. Complete consumption of the starting material was confirmed by LC-MS. DMF was removed under reduced pressure. Dichloromethane was added to the resulting residue. The organic layer was washed once with a saturated aqueous NaHCOs solution, once with brine and dried over anhydrous Na2SO4. Dichloromethane was removed under reduce pressure. The resulting residue was dissolved in dichloroethane (3 mL) and a few drops of concentrated HCl were added. The mixture was stirred at 80 C for 2 hours. Complete consumption of the starting material was confirmed by LC-MS. Dichloromethane was added. The organic layer was washed once with a 2M aqueous NaOH solution, once with brine and dried over anhydrous Na2SO4. Dichloromethane was removed under reduced pressure. The resulting residue was purified by reversed-phase HPLC (2 times) and lyophilized to afford 2-(2,3-dihydro-l-benzofuran-5- ylmemyl)-N,N-diemyl-l-(piperidin-4-ymiemyl)-lH-benzimidazole-5-carboxamide (0.007 mg) in 9% yield. 1H NMR (400 MHz, METHANOL-D4) delta ppm 1.08 – 1.18 (m, 3 H) 1.20 – 1.31 (m, 3 H) 1.45 – 1.59 (m, 2 H) 1.74 – 1.83 (m, 2 H) 2.02 -2.16 (m, 1 H) 2.74 – 2.85 (m, 2 H) 3.17 (t, J=8.69 Hz, 2 H) 3.33 – 3.40 (m, 2 H) 3.51 – 3.63 (m, 2 H) 4.28 (d, .7=7.42 Hz, 2 H) 4.42 (s, 2 H) 4.53 (t, J=8.79 Hz, 2 H) 6.74 (d, J-8.20 Hz, 1 H) 7.03 – 7.08 (m, 1 H) 7.15 – 7.19 (m, 1 H) 7.44 (dd, /=8.40, 1.17 Hz, 1 H) 7.68 (s, 1 H) 7.77 (d, J=8.59 Hz, 1 H); MS (ESI) m/z 447.0 (M+H)+; Anal. Calcd (%) for C27H34N4O2 + 2.1 TFA + 1.5 H2O: C, 52.55; H, 5.53; N, 7.86. Found: C, 52.48; H, 5.48; N 7.96.

As the paragraph descriping shows that 69999-16-2 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; WO2007/91950; (2007); 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.69999-16-2,2,3-Dihydrobenzofuranyl-5-acetic acid,as a common compound, the synthetic route is as follows.

69999-16-2, PREPARATION 12 Preparation of 5-(2-hydroxyethyl)-2,3-dihydrobenzofuran STR33 A solution of (2,3-dihydrobenzofuran-5-yl)acetic acid (4.9 g–see EP-A-132130) in anhydrous tetrahydrofuran (50 ml) was added dropwise over 10 minutes to a stirred suspension of lithium aluminium hydride (1.57 g) in anhydrous tetrahydrofuran (50 ml) at 0 C. The mixture was allowed to warm to room temperature and stirred for 1 hour. Water (1.5 ml) was cautiously added dropwise followed by 10% aqueous sodium hydroxide (1.5 ml) and, finally, water (4.5 ml). The mixture was filtered and the inorganic salts washed with ethyl acetate (2*50 ml). The filtrate and washings were combined and concentrated in vacuo to give the title compound as an oil, yield 3.3 g. 1 H N.m.r. (CHCl3) delta=7.10 (s, 1H); 7.00 (d, 1H); 6.75 (m, 1H); 4.65-4.55 (m, 2H); 3.90-3.75 (m, 2H); 3.30-3.15 (m, 2H); 2.90-2.80 (m, 2H); 1.85-1.75 (brs, 1H) ppm.

The synthetic route of 69999-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Pfizer Inc.; US5096890; (1992); 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.69999-16-2,2,3-Dihydrobenzofuranyl-5-acetic acid,as a common compound, the synthetic route is as follows.,69999-16-2

208 g of tetrahydrofuran was added to the reaction flask.Then add 13g (0.344mol) sodium borohydride,Add with stirring26g (0.146mol)Compound 1 obtained in Example 3,Insulation does not exceed 10C during the joining process.After the addition,49 g (0.345 mol) of boron trifluoride diethyl ether complex were initially added dropwise for about 2 hours.After dropping,The temperature of the dropping process does not exceed 15C.After the addition,Remove ice salt water,Naturally warm to room temperature;Reheat to reflux,After about 2hrs,After the reaction is completed,Cool down to 15C,Methanol 60 g was added dropwise.Then add 140g concentrated hydrochloric acid solution,After stirring,Tetrahydrofuran is concentrated under reduced pressureAfter the basic concentration of tetrahydrofuran is complete,An aqueous solution containing 11 g of sodium hydroxide is added,Add 300g ethyl acetate extraction,Liquid separation,The aqueous phase is extracted with 200 g of ethyl acetate.Combine the organic phase,Dry with anhydrous sodium sulfatefilter,Concentrate under reduced pressure,Get an oil,19.2g (theoretical quantity:23.96g);Yield:80.1%.

The synthetic route of 69999-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Inner Mongolia Jingdong Pharmaceutical Co., Ltd.; Guo Rongyao; Wang Xiaofeng; (9 pag.)CN107721954; (2018); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

69999-16-2, 2,3-Dihydrobenzofuranyl-5-acetic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(S)-4-Bromo-3-hydrazono-2-oxo-2,3-dihydro- lH-indole-6-carboxylic acid [3-(2- hydroxymethyl-pyrrolidin-l-yl)-propyl]-amide (0.22 g, 0.52 mmol) was added to a solution of (2,3-dihydro-benzofuran-5-yl)-acetic acid (0.93 g, 0.52 mmol), triethylamine (0.01 mL, 0.78 mmol) and HBTU (0.20 g, 0.52 mmol) in DMF (4 mL) and stirred at room temperature overnight. The reaction mixture was concentrated in vacuo and purified by column chromatography (20% methanol in dichloromethane) followed by HPLC (10-100% acetonitrile/water) to give 0.040 g (13%) of (S)-4- bromo-3 – [(2-2,3 -dihy dro-benzof uran-5 -yl-acetyl)-hydrazono] -2-oxo-2,3 -dihydro- 1 H- indole-6-carboxylic acid [3-(2-hydroxymethyl-pyrrolidin-l-yl)-propyl]-amide. 1H NMR (400 MHz, CD3OD) 5 7.75 (s, IH), 7.37 (s, IH), 7.24 (s, IH), 7.11 (d, J = 7.8 Hz, IH), 6.65 (d, / = 8.2 Hz, IH), 4.50 (t, J = 12.7 Hz, 2H), 4.10 (bs, 2H), 3.88 (dd, J = 3.9 Hz, 7= 12.2 Hz, IH), 3.74-3.40 (m, 6H), 3.22-3.04 (m, 4H), 2.26-1.81 (m, 6H). Mass spectrum (LCMS, ESI pos.): Calcd for C27H30BrN5O5: 584.46; found 584.1(M+H). EPO

69999-16-2, The synthetic route of 69999-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/101937; (2006); 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.69999-16-2,2,3-Dihydrobenzofuranyl-5-acetic acid,as a common compound, the synthetic route is as follows.,69999-16-2

EXAMPLE 50 Preparation of 5-(2-hydroxyethyl)-2,3-dihydrobenzofuran STR64 A solution of (2,3-dihydrobenzofuran-5-yl)acetic acid (4.9 g-see EP-A-132130) in anhydrous tetrahydrofuran (50 ml) was added over 10 minutes, dropwise, to a stirred suspension of lithium aluminium hydride (1.57 g) in anhydrous tetrahydrofuran (50 ml) at 0. The mixture was allowed to warm to room temperature and stirred for 1 hour. Water (1.5 ml) was then added dropwise with caution followed by 10% aqueous sodium hydroxide (1.5 ml) and, finally, water (4.5 ml). The mixture was filtered and the inorganic salts washed with ethyl acetate (2*50 ml). The filtrate and washings were combined and concentrated in vacuo to give the title compound as an oil, yield 3.3 g. 1 H N.M.R. (CDCl3) delta=7.10 (s, 1H); 7.00 (d, 1H); 6.75 (m, 1H); 4.65-4.55 (m, 2H); 3.90-3.75 (m, 2H); 3.30-3.15 (m, 2H); 2.90-2.80 (m, 2H); 1.85-1.75 (brs, 1H) ppm.

69999-16-2 2,3-Dihydrobenzofuranyl-5-acetic acid 2737455, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Pfizer Inc.; US5219871; (1993); 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.69999-16-2,2,3-Dihydrobenzofuranyl-5-acetic acid,as a common compound, the synthetic route is as follows.

69999-16-2, EXAMPLE 5 2-(2,3-Dihydro-5-benzofuranyl)malonic acid To a solution of diisopropylamide (20 mmole) in 50 ml of anhydrous tetrahydrofuran (THF) maintained under a nitrogen atmosphere at -40 C. is added n-butyllithium (20 mmole). The mixture is stirred for 15 minutes and then (2,3-dihydro-5-benzofuranyl)acetic acid (10 mmole) is added. The mixture is heated at 50 C. for 1 hour and then cooled to -70 C. and ethyl chloroformate (10 mmole) is added. The temperature is increased and the mixture is stirred for about 20 minutes. The mixture is poured over ice and hydrochloric acid. The aqueous phase is extracted with ether. The ether extracts are combined, dried and evaporated to give 2-(2,3-dihydro-5-benzofuranyl)malonic acid, monoethyl ester.

69999-16-2 2,3-Dihydrobenzofuranyl-5-acetic acid 2737455, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Richardson-Merrell Inc.; US4138397; (1979); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

69999-16-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.69999-16-2,2,3-Dihydrobenzofuranyl-5-acetic acid,as a common compound, the synthetic route is as follows.

Preparation 5 5-(2-Hydroxyethyl)-2,3-dihydrobenzofuran STR52 A solution of (2,3-dihydrobenzofuran-5-yl)acetic acid (4.9 g–see EP-A-132130) in anhydrous tetrahydrofuran (50 ml) was added dropwise over 10 minutes to a stirred suspension of lithium aluminium hydride (1.57 g) in anhydrous tetrahydrofuran (50 ml) at 0 C. The mixture was allowed to warm to room temperature and stirred for 1 hour. Water (1.5 ml) was cautiously added dropwise followed by 10% aqueous sodium hydroxide solution (1.5 ml) and water (4.5 ml). The mixture was filtered and the inorganic salts washed with ethyl acetate. The filtrate and washings were combined and evaporated to give the title compound as an oil, yield 3.3 g. 1 H-NMR (CDCl3) delta=7.10 (s, 1H); 7.00 (d, 1H); 6.75 (m, 1H); 4.65-4.55 (m, 2H); 3.90-3.75 (m, 2H); 3.30-3.15 (m, 2H); 2.90-2.80 (m, 2H); 1.85-1.75 (brs, 1H) ppm.

As the paragraph descriping shows that 69999-16-2 is playing an increasingly important role.

Reference£º
Patent; Pfizer Inc.; US5397800; (1995); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

69999-16-2, 2,3-Dihydrobenzofuranyl-5-acetic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

69999-16-2, EXAMPLE 6 2-(2,3-Dihydro-5-benzofuranyl)malonic acid To a solution of diisopropylamide (20 mmole) in 50 ml of anhydrous tetrahydrofuran (THF) maintained under a nitrogen atmosphere at -40 C. is added n-butyllithium (20 mmole). The mixture is stirred for 15 minutes and then (2,3-dihydro-5-benzofuranyl)acetic acid (10 mmole) is added. The mixture is heated at 50 C. for 1 hour and then cooled to -70 C. and ethyl chloroformate (10 mmole) is added. The temperature is increased and the mixture is stirred for about 20 minutes. The mixture is poured over ice and hydrochloric acid. The aqueous phase is extracted with ether. The ether extracts are combined, dried and evaporated to give 2-(2,3-dihydro-5-benzofuranyl)malonic acid, monoethyl ester.

As the paragraph descriping shows that 69999-16-2 is playing an increasingly important role.

Reference£º
Patent; Richardson-Merrell Inc.; US4229575; (1980); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem