Analyzing the synthesis route of 174775-48-5

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174775-48-5, Ethyl 5-aminobenzofuran-2-carboxylate is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: An oven-dried Schlenk tube (A) equipped with a magnetic stir bar was charged with AgF (132.2 mg, 1.05 mmol, 3.5 equiv), sealed with a septum, and degassed by alternating vacuum evacuation and nitrogen backfill (three times) before freshly distilled EtCN (3 mL)was added. To the resulting suspension, which was precooled to -78 C (dry ice-acetone bath), was added TMSCF3 (149.3 mg, 1.05 mmol, 3.5 equiv) by microsyringe. The mixture was allowed towarm to r.t. and stirring was continued for an additional 15 min. In due course, AgF solid dissolved and a gray, dark solution of [Ag-CF3] formed. Another Schlenk tube (B) equipped with a magnetic stir bar was charged with the aniline (ArNH2; 0.30 mmol, 1.0 equiv) in freshly distilled EtCN (1.5 mL). To the resulting solution, which was precooled to 0 C (ice bath), aq HCl (12 M; 50.0 muL, 0.60mmol, 2.0 equiv) was added; precipitate formed immediately. After 5 min stirring, t-BuONO (37.7 mg, 0.33 mmol, 1.1 equiv) was added by microsyringe, and the mixture was allowed to stir at 0 C for 15 min. The resulting suspension in Schlenk tube (B) was degassed by alternating vacuum evacuation at -196 C (liquid nitrogen), then the solution was allowed to warm to r.t. under a nitrogen atmosphere (three times), and finally cooled to -78 C (dry ice-acetone bath). The gray, dark solution of [AgCF3] in Schlenk tube (A), which was precooled to -78 C (dry ice-acetone bath), was added to Schlenk tube (B) (ArN2+Cl-) by syringe at -78 C (dry ice-acetone bath) over a period of 1 h. After the addition was complete, the reaction mixture was stirred for 3 h at -78 C (dry ice-acetone bath), allowed to warm to r.t., and stirring was continued for an additional 1 h. An off-white precipitate was observed, and the reaction mixture was diluted with EtOAc (3 mL) and filtered through a short silica gel column. The solvent was removed under reduced pressure with a rotatory evaporator, and the crude residue was purified by silica gel column chromatography to give the desired trifluoromethylation product 3. The yields of products 3a, 3f, 3g, 3l, 3o, 3r, 3x, and 3zb are based on the 19F NMR spectra with 4-F3COC6H4OMe as internal standard. Analytical data for the representative product ethyl 4-(trifluoromethyl)benzoate (3i) are provided below. Data for other products can be found in the literature.

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Reference£º
Article; Wang, Xi; Xu, Yan; Zhou, Yujing; Zhang, Yan; Wang, Jianbo; Synthesis; vol. 46; 16; (2014); p. 2143 – 2148;,
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Simple exploration of 128851-73-0

The synthetic route of 128851-73-0 has been constantly updated, and we look forward to future research findings.

128851-73-0, 6-Bromobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of 6-bromobenzofuran ( 1.0 g, 5.1 mmol) in tetrahydrofuran (15 mL) was added magnesium (0.19 g, 7.6 mmol) and 1,2-dibromoethane (95 mg, 0.51 mmol). The mixture was stirred at 70 C for 2 hours, and then the reaction was stirred at -40 C under carbon dioxide gas overnight. On completion, the mixture was poured into water and washed with ethyl acetate. The aqueous phase was adjusted to pH=5.0 with hydrochloric acid, resulting in formation of a solid. The solid was collected by filtration and dried in vacuo to give compound B-128 (0.20 g, 24% yield) as a yellow solid.

The synthetic route of 128851-73-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FORUM PHARMACEUTICALS, INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; KOENIG, Gerhard; MCRINER, Andrew, J.; (400 pag.)WO2016/100184; (2016); A1;,
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Brief introduction of 59434-19-4

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

59434-19-4, 4-Aminophthalide is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 4-aminoisobenzofuran-1(3H)-one (298 mg, 2 mmol) and 4-(diethoxymethyl)benzaldehyde (1.04 g, 5 mmol) in ethyl propionate (15 mL) was cooled to 0 C. A solution of sodium methoxide in methanol [sodium (184 mg, 8 mmol) in methanol (15 mL)] was then added dropwise. After the addition, the mixture was stirred at 25 C. for 16 hr. The mixture was quenched with water (10 mL) and solvent was removed in vacuum. The residue was dissolved in water, and then extracted with ethyl acetate (50 mL¡Á3). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, and concentrated to give crude product. The crude product was purified by chromatography (silica gel, petroleum ether/ethyl acetate=100:1 to 10:1) to give methyl 2,3-bis(4(-(diethoxymethyl)phenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-5-carboxylate and ethyl 2,3-bis(4(-(diethoxymethyl)phenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-5-carboxylate (240 mg together, yield 21%) as a light yellow solid. LC-MS (ESI) m/z: 562(M+1)+(methyl 2,3-bis(4(-(diethoxymethyl)phenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-5-carboxylate); 576(M+1)+(ethyl 2,3-bis(4(-(diethoxymethyl)phenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-5-carboxylate)

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;,
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New learning discoveries about 69604-00-8

The synthetic route of 69604-00-8 has been constantly updated, and we look forward to future research findings.

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

20.0g of ethyl 5-nitrobenzofuran-2-carboxylate prepared in Example 2 was added into a reaction flask, 300ml of ethanol was added, 2g of 5% Pd on carbon was added, the mixture was replaced with hydrogen twice, and the hydrogen pressure was controlled to 0.3 -0.5MPa, 10-30 hydrogenation reaction for 3 hours, the reaction was completed, filtered and the filtrate was concentrated under reduced pressure to give dry 5-aminobenzofuran-2-carboxylic acid ethyl ester 17.1g, yield 98%.

The synthetic route of 69604-00-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; (8 pag.)CN107674052; (2018); A;,
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Simple exploration of 610-93-5

The synthetic route of 610-93-5 has been constantly updated, and we look forward to future research findings.

610-93-5, 6-Nitroisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of compounds 12 (10 mmol) and 10% (mass fraction) Pd/C (0.20 g) in MeOH (20 mL) was subjected to standard hydrogenolysis condition at atmospheric pressure (balloon) and room temperature. The progress of the reaction was monitored by TLC. After completion of the reactions, the reaction mixture was filtered off and the filtrate was evaporated on a rotary evaporator to afford the crude products 13, which were used directly in the next step without further purification. Yield: 87%, Mp: 186-187 C. 1H-NMR (CDCl3, 600 MHz), d: 7.28(s, 1H, ArH), 7.11-7.07(m, 1H, ArH), 7.05(dd, J = 8.1Hz, 2.1Hz, 1H, ArH), 5.25(s, 2H), 3.95(s, 2H, NH2). 5110 X. Hu et al. 123

The synthetic route of 610-93-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Hu, Xia-min; Cui, Zhi-wen; Dong, Wei; Zhu, Yue; Gao, Cheng-zhi; Xu, Shi-qiang; Yuan, Qiong; Yu, Zhi-jun; Min, Zhen-li; Research on Chemical Intermediates; vol. 44; 9; (2018); p. 5107 – 5122;,
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Analyzing the synthesis route of 128851-73-0

As the paragraph descriping shows that 128851-73-0 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.128851-73-0,6-Bromobenzofuran,as a common compound, the synthetic route is as follows.

General procedure: Aryl-halide (0.2 mmol, 1 equiv.), Ir(dtbbpy)(ppy)2PF6 (1.8 mg, 0.002 mmol, 1 mol %), NiI2 (3.1 mg, 0.01mmol, 5 mol %), DMSO (2.0 mL) was added to a 10 mL schlenk flask equipped with a magnetic stirrerbar. This resulting mixture was sealed and degassed via vacuum evacuation and subsequent backfill with ethylene for three times. Then, N,N,N?,N?-tetramethylethylenediamine, TMEDA (60 muL, 2 equiv.)and N,N-diisopropylethylamine, DIPEA (70 muL, 2 equiv.) were subsequently added in this order. The solution was gently bubbled with ethylene balloon for approximately 30 seconds. The solution was then taken up into a 8 mL stainless steel syringe pre-purged with argon, and quickly assembled onto thestop-flow micro tubing, SFMT setup. Solution was pumped into the SFMT at 400 muL/min while maintaining approximately 1:1 gas-liquid slug flow at 250 PSI. Filled SFMT was then irradiated with blueLED (2 meter strip, 18 W) in a 100oC oil bath for 24 hours. The SFMT was wash with DCM (8 mL) and subjected to GC analysis (Figure S5). Then water (30 mL) was added to reaction mixture and extracted with DCM (10 mL) three times. Combined organic layer was successively wash with brine three timesand dried over Na2SO4 and concentrated under reduced pressure. The residue was then subjected to flash column chromatography to yield the product as a mixture of meso/dl isomers (which could not be separated by column chromatography).

As the paragraph descriping shows that 128851-73-0 is playing an increasingly important role.

Reference£º
Article; Li, Jiesheng; Luo, Yixin; Cheo, Han Wen; Lan, Yu; Wu, Jie; Chem; vol. 5; 1; (2019); p. 192 – 203;,
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Analyzing the synthesis route of 16859-59-9

As the paragraph descriping shows that 16859-59-9 is playing an increasingly important role.

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: 2-Formylbenzoic acid (1a; 1.0 equiv) and DMAP (0.1 equiv) were dis-solved in CH2Cl2 (0.15 M), producing a colorless clear solution. Thedesired carboxylic anhydride (2.0 equiv) and triethylamine (1.0equiv) were subsequently added and the reaction mixture was stirredat r.t. until complete conversion of the starting material was achieved(monitored by TLC). The solvent was removed under reduced pres-sure and the crude products were purified by column chromatogra-phy (n-hexane/EtOAc, 2:1).

As the paragraph descriping shows that 16859-59-9 is playing an increasingly important role.

Reference£º
Article; Niedek, Dominik; Schuler, Soeren M.M.; Eschmann, Christian; Wende, Raffael C.; Seitz, Alexander; Keul, Felix; Schreiner, Peter R.; Synthesis; vol. 49; 2; (2017); p. 371 – 382;,
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Some tips on 77095-51-3

As the paragraph descriping shows that 77095-51-3 is playing an increasingly important role.

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

g) A mixture of 0.25 mmol of compound 1.11 and 0.26 mmol of HATU in 1 mmol of DIEA and 2 mL of DMF was stirred at room temperature for 30 min, followed by adding a solution of 0.22 mmol of compound 1.5 in 1 mL of DMF. The resulting mixture was stirred 45C for 12 hours. The solvent was removed, and the residue was purified to give compound 1. 6 in 50-65% yield. Subsequently, compound 1.6 was hydrolyzed with LiOH (1.0 M aqueous, 0.5 mL) in THF (3 mL) for 2 hours. The rexaction mixture was then acidified with HCl (aqueous), extracted with ethyl acetate (50 mL), dried over anhydrous magnesium sulfate and concentrated to give compound 1 in quantitative yield NMR (400 MHz, CD3OD) : 8 7.91 (s, 1H), 7.75 (d, J= 8.0 Hz, 1H), 7.67 (s, 3H), 7.36 (d, J= 8. 0 HZ, 1H), 7.13 (s, 1H), 6.96 (s, 1H), 5.01 (t, J= 6.8 Hz, 1H), 4.68 and 4.89 (m, 2H), 3.85 (d, J= 6. 8 Hz, 2H), 3.70 and 4.02 (m, 2H), 2.93 (m, 2H) ppm; ESI-MS (m/z) : (milz 586.10.

As the paragraph descriping shows that 77095-51-3 is playing an increasingly important role.

Reference£º
Patent; SUNESIS PHARMACEUTICALS, INC.; WO2005/44817; (2005); A1;,
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Some tips on 10242-08-7

10242-08-7 5-Methoxybenzofuran-2-carboxylic acid 288638, abenzofuran compound, is more and more widely used in various.

10242-08-7, 5-Methoxybenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 7 2-(5-methoxybenzofuran-2-yl)imidazole hydrochloride R1 =H R2 =5-methoxy This was prepared from 5-methoxybenzofuran-2-carboxylic acid according to the methods a-e as described in example 1; m.p.=232-235 C. 1 H-NMR (DMSO-d6): 3.80 (s,3H), 7.10 (dd,1H), 7.40 (d,1H), 7.65 (d,1H), 7.80 (s,2H), 8.10 (s,1H). 13 C-NMR (DMSO-d6): 56.0, 104.7, 110.3, 112.7, 116.9, 121.2, 128.3, 135.6, 141.8, 150.0, 157.0.

10242-08-7 5-Methoxybenzofuran-2-carboxylic acid 288638, abenzofuran compound, is more and more widely used in various.

Reference£º
Patent; Societe de Conseils de Recherches et d’Applications Scientifiques (S.C.R.A.S); US5310930; (1994); A;,
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Analyzing the synthesis route of 62119-70-4

As the paragraph descriping shows that 62119-70-4 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.62119-70-4,2-Benzofuranacetic acid,as a common compound, the synthetic route is as follows.

Example 49 Synthesis of N-[(benzofuran-2-yl)acetyl]alanine iso-butyl ester Following General Procedure I above, and using benzofuran-2-ylacetic acid (Maybridge) and alanine iso-butyl ester (prepared following General Procedure J above), the title compound was prepared. The reaction was monitored by tlc on silica gel and purification was by filtration as described in the general procedure. NMR data was as follows: 1H-nmr (CDCl3): delta = 7.51 (m, 1H), 7.44 (m, 1H), 7.25 (m, 2H), 6.67 (s, 1H), 4.60 (m, 1H), 3.87 (m, 2H), 3.77 (s, 2H), 1.88 (m, 1H), 1.38 (d, 3H), 0.87 (d, 6H). C17H21NO4 (MW = 303, Mass Spectroscopy (MH+ 304)). GENERAL PROCEDURE IP-EPC coupling P-EPC coupling employs an amino acid ester and a substituted acetic acid compound. The acetic acid derivative is well known in the art and is typically commercially available. The amino acid ester is prepared by conventional methods from the known and typically commercially available N-BOC amino acid as described in GENERAL PROCEDURE J below. Specifically, the appropriate amino ester free base (0.0346 mmols) and substituted phenylacetic acid (0.069 mmols) were dissolved in 2.0 mL CHCl3 (EtOH free), treated with 150 mg of P-EPC (0.87 meq./g) and the reaction was mixed for 4 days at 23C. The reaction was filtered through a plug of cotton, rinsed with 2.0 mL of CHCl3 and the filtrate evaporated under a stream of nitrogen. The purity of each sample was determined by 1H NMR and ranged from 50% to >95%. Between 8.0 and 15.0 mg of final product was obtained from each reaction and was tested without additional purification

As the paragraph descriping shows that 62119-70-4 is playing an increasingly important role.

Reference£º
Patent; Elan Pharmaceuticals, Inc.; ELI LILLY AND COMPANY; EP951464; (2005); B1;,
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