Day: August 31, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.84594-78-5,6-Nitro-2,3-dihydrobenzofuran-5-amine,as a common compound, the synthetic route is as follows.,84594-78-5

A suspension of 6-nitro-2,3-dihydrobenzofuran-5-amine [CAS 84594-78-5] (135.00g, 749.33 mmol) in concentrated HCI (250 mL) was heated to 100C for 10 mm.The solution was cooled to 0C. A solution of NaNO2 (62.04 g, 899.20 mmol) inH20 (250 mL) was added dropwise. The reaction mixture was stirred for 30 mm at0C. The reaction mixture was added slowly to a cooled (0C) solution of KI(186.58 g, 1.12 mol) in H20 (250 mL). The resulting mixture was heated to 70C for 2 h. After cooling to room temperature, H20 (2 L) was added and the crude product was extracted with EtOAc (2x 2 L). The combined organic phases were washed with aqueous HCI (10%, 1 L), aqueous NaOH (1 N, 1 L), a saturated aqueous Na2SO3 solution (1 L) and brine (1 L). After drying over MgSO4, the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: petroleum ether/EtOAc 8/1) to give5-iodo-6-nitro-2,3-dihydrobenzofuran 7a (90.00 g) as a pale yellow solid.

As the paragraph descriping shows that 84594-78-5 is playing an increasingly important role.

Reference£º
Patent; JANSSEN PHARMACEUTICALS, INC.; KATHOLIEKE UNIVERSITEIT LEUVEN; BARDIOT, Dorothee Alice Marie-Eve; BONFANTI, Jean-Francois; COESEMANS, Erwin; KESTELEYN, Bart Rudolf Romanie; MARCHAND, Arnaud Didier M; RABOISSON, Pierre Jean-Marie Bernard; (96 pag.)WO2017/167952; (2017); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

90843-31-5, 5-Acetyl-2,3-dihydrobenzo[b]furan is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,90843-31-5

General procedure: The target thiosemicarbazones were prepared by dissolving corresponding ketone (2a-b) (0.005 mol) and appropriate thiosemicarbazide (1a-q) (0.005 mol) in ethanol containing 1-2 drops of HCl as catalyst. The reaction mixture was heated under reflux at 80 C for 2-3 h and course of the reaction was monitored by TLC. After the reaction completion,the excess solvent was evaporated under vacuum and the crystalline or amorphous product formed was filtered, washed with hot ethanol and then with diethyl ether to afford the required thiosemicarbazones (3a-u) in excellent yields. The synthesized thiosemicarbazones were further recrystallized by mixture of chloroform-ethanol (1:1). For X-ray measurements, single crystal of 3m was mounted on a MiTeGen loop with grease and examined on a Bruker D8 Venture APEX diffractometer equipped with Photon 100 CCD area detector and Oxford Cryostream cooler at 296 (2) K using graphite-monochromated Mo-Kalpharadiation (lambda=0.71073 A). Data was collected using the APEX-II software [33], integrated using SAINT [34] and corrected for absorption using a multi-scan approach (SADABS) [35]. The structure was solved using intrinsic phasing (SHELXT) [36]. Final cell constants were determined from full least squares refinement of all observed reflections. All non-H atoms were located in subsequent difference maps and refined anisotropically with SHELXL-97 [37], using full least squares refinement against F2. H-atoms were added at calculated positions and refined with a riding model. The structure has been deposited with the CCDC (CSD deposition numbers 1874544).

As the paragraph descriping shows that 90843-31-5 is playing an increasingly important role.

Reference£º
Article; Islam, Muhammad; Khan, Ajmal; Shehzad, Muhammad Tariq; Hameed, Abdul; Ahmed, Nadeem; Halim, Sobia Ahsan; Khiat, Mohammed; Anwar, Muhammad Usman; Hussain, Javid; Csuk, Rene; Shafiq, Zahid; Al-Harrasi, Ahmed; Bioorganic Chemistry; vol. 87; (2019); p. 155 – 162;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10242-12-3,5-Nitrobenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.,10242-12-3

(d). 5-Nitrobenzofuran. To a 100 mL round-bottomed flask was added 5-nitrobenzo[b]furan-2-carboxylic acid, Example 38(c), (860 mg, 4.2 mmol), copper (830 mg, 13 mmol, Aldrich), and quinoline (38 mL, Aldrich). The reaction flask was placed in a 185 C. oil bath and magnetically stirred for 20 min under N2. After allowing to cool to 25 C., the mixture was filtered through a 1″ pad of Celite. To the filtrate was added 10% aq. HCl (300 mL) and the aqueous layer was extracted with Et2O (3*100 mL). The combined ethereal layers were washed with 10% HCl (4*200 mL, 1*100 mL), satd NaHCO3 (200 mL), and satd NaCl (100 mL), dried over MgSO4, filtered and concentrated in vacuo. Purification by silica gel chromatography (10:0.25 hexanes:EtOAc) provided 5-nitrobenzofuran as a white solid.

The synthetic route of 10242-12-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bo, Yunxin Y.; Chakrabarti, Partha P.; Chen, Ning; Doherty, Elizabeth M.; Fotsch, Christopher H.; Han, Nianhe; Kelly, Michael G.; Liu, Qingyian; Norman, Mark Henry; Ognyanov, Vassil I.; Wang, Xianghong; Zhu, Jiawang; US2003/195201; (2003); 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.127264-14-6,5-(2-Bromoethyl)-2,3-dihydrobenzofuran,as a common compound, the synthetic route is as follows.,127264-14-6

The compound (3S) -pyrrolidin-3-yl cyclopentyl (hydroxy) phenylacetate (0.2 g, 0.69 MM) was dissolved in acetonitrile (5.0 ml) followed by the addition of 5- (2-bromoethyl)-2, 3- DIHYDRO-1-BENZOFURAN (0.173 g, 0.76 mM), potassium carbonate (0.29 g, 2.01 MM) and potassium iodide (0.23 g, 1.38 mM). The reaction mixture was heated under reflux for 8 hours and then cooled to room temperature. Acetonitrile was evaporated under vacuum. The residue was partitioned between ethyl acetate (30.0 ml) and water (30.0 ml). The organic layer was washed with water and brine solution followed by drying over anhydrous sodium sulphate. The residue was purified by silica get column chromatography using 10percent methanol in chloroform to get the title compound as oil. Yield = 50percent (0. 15 G, 0. 34 MM). 1H NMR (CDCl3) : delta 7.66 (d, J = 7 Hz, 2H), 7.31-7.36 (M, 3H), 7.03 (d, J = 8 Hz, 1H), 6.93 (t, J = 8 Hz, 1H), 6.69-6.72 (M, 1H), 5.22-5.24 (M, 1H), 4.55 (t, J = 9 Hz, 2H), 3.76 (br M, 1H), 3.18 (t, J = 9 Hz, 2H), 2.54-2.92 (M, 8H), 2.00-2.50 (M, 1H), 1.25-1.63 (M, 1 OH, including-OH).

The synthetic route of 127264-14-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; RANBAXY LABORATORIES LIMITED; WO2004/56767; (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.133720-60-2,7-Bromobenzofuran,as a common compound, the synthetic route is as follows.,133720-60-2

EXAMPLE 43 cis -3-methyl-4-(benzofur-7-yl)piperidine hydrochloride Beginning with 7 gm (35.5 mMol) 7-bromobenzofuran and 7.9 gm (39 mMol) 1-benzyl-3-methyl-4-oxopiperidine, 1.92 gm (21%) of the title compound were prepared as a white powder essentially as described in EXAMPLE 19. EA: Calculated for C14H17NO-HCl: C, 66.79; H, 7.21; N, 5.56. Found: C, 66.41; H, 7.02; N, 5.70.

The synthetic route of 133720-60-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ELI LILLY AND COMPANY; EP1204659; (2003); B1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.15832-09-4,6-Methoxy-3(2H)-benzofuranone,as a common compound, the synthetic route is as follows.,15832-09-4

Step 4: A mixture of 6-methoxy-benzofuran-3(2H)-one (1.64 g, 10 mmol) and (carboxymethylene)triphenylphosphorane (5.22 g, 15 mmol) was refluxed in toluene (100 ml) for 48 hrs. Afterwards, reaction mixture was concentrated and loaded over a silica-gel column. The column was eluted with hexane (500 ml) and then with 25% ethyl acetate. The product, ethyl(6-methoxy-1-benzofuran-3-yl)acetate, was obtained as a white oil. Yield: 1.8 g (76%); (M+H): 235.

The synthetic route of 15832-09-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Venkatesan, Aranapakam Mudumbai; Santos, Osvaldo Dos; Asselin, Magda; Grosu, George Theodore; Evrard, Deborah A.; Mewshaw, Richard Eric; Meagher, Kristin; US2009/54454; (2009); A1;,
Benzofuran – Wikipedia
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,166599-84-4

To benzofuran-4-carboxylic acid (50 mg, 0.308 mmol, commercially available from, for example, J&W PharmLab) in THF (1 mL), borane tetrahydrofuran complex (0.47 mL, 1M in THF, 0.470 mmol) was added and the reaction stirred at rt for 1 h. The reaction was quenched with NaHCO3 (20 mL)and extracted with EtOAc (3 x 10 mL). The organic layers were dried over a hydrophobic frit and concentrated to give 50 mg of a colourless oil. This was purified bychromatography on 5i02 (Biotage SNAP 10 g cartridge, eluting with O-5O% EtOAc/cyclohexane), theappropriate fractions were concentrated to give benzofuran-4-ylmethanol (37 mg, 0.225 mmol, 72.9 % yield) as a white solid.LCMS (2 mm Formic): Rt = 0.72 mi [M-OH] = 131.1.

The synthetic route of 166599-84-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; AYLOTT, Helen Elizabeth; COOPER, Anthony William James; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; HAYHOW, Thomas George Christopher; LINDON, Matthew J; PRESTON, Alexander G; SEAL, Jonathan Thomas; WALL, Ian David; WATSON, Robert J; WOOLVEN, James Michael; (308 pag.)WO2017/37116; (2017); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

18761-31-4, 5-Nitrobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,18761-31-4

(a) 2,3-Dihydrobenzo[b]furan-5-ylamine. To a 150 mL round-bottomed flask was added 5-nitrobenzofuran, Example 38(d), (250 mg, 1.5 mmol), EtOAc (16 mL) and 10% Pd on carbon (33 mg, Aldrich). The suspension was stirred at 25 C. under 1 atm H2 for 24 h, then purged with N2, filtered through Celite and concentrated in vacuo to provide the aniline as a red-brown solid. MS (ESI, pos. ion) m/z: 136 (M+1).

The synthetic route of 18761-31-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bo, Yunxin Y.; Chakrabarti, Partha P.; Chen, Ning; Doherty, Elizabeth M.; Fotsch, Christopher H.; Han, Nianhe; Kelly, Michael G.; Liu, Qingyian; Norman, Mark Henry; Ognyanov, Vassil I.; Wang, Xianghong; Zhu, Jiawang; US2003/195201; (2003); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

24673-56-1, 3-Methylbenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,24673-56-1

Step 1: 3-Phenethyl-benzofuran-2-carboxylic acid. 3-Methyl-benzofuran-2-carboxylic acid (9.99 g, 56.7 mmol) in 150 mL of anhydrous THF was added under nitrogen dropwise to a solution of lithium diisopropylamide (60 mL of a 2.0 M solution in heptane/THF/ethylbenzene; 120 mmol) in 350 mL of anhydrous THF at -10 C. After the addition was complete the reaction was stirred at -10 C. for approximately 10 minutes. Benzyl bromide (13.5 mL, 113 mmol) was then added dropwise to the reaction. After the addition the reaction was allowed to warm to room temperature and then stirred at room temperature for 2 h. The reaction was acidified by the addition of 1 N HCl and then concentrated under reduced pressure to remove the THF. The residue was partitioned between 1 N HCl and methylene chloride. The aqueous layer was separated and extracted two times with methylene chloride. The combined extracts were dried (MgSO4) and the solvent removed under reduced pressure. The residue was recrystallized from ethyl acetate to give 3-phenethyl-benzofuran-2-carboxylic acid (1.62 g, 11 %) as a white solid, mp 169-172 C. Elemental Analysis for C17H14O3 Calc’d: C, 76.68; H, 5.30; N, 0.00 Found: C, 76.18; H, 5.27; N, 0.02

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

Reference£º
Patent; Wyeth; US2003/45560; (2003); 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.253429-31-1,7-Bromo-4-fluorobenzofuran,as a common compound, the synthetic route is as follows.,253429-31-1

Step C- Synthesis of Compound 16D; A solution of compound 16C (124.12 g, 577.25 mmol) in ether (2.0 L) was cooled to – 78 0C and treated dropwise with a solution of 2.5 M of n-butyllithium in hexane (235.5 mL) and allowed to stir at -78 C for 15 minutes. To this reaction mixture was added DMF (89.393 mL, 1.15 mol) and allowed to stir at -78 C for 30 minutes. The reaction mixture was quenched with methanol (23.383 mL, 577.25 mmol) and warmed to room temperature. The reaction mixture was diluted with ether (300 mL) and the organic layer was washed with water (300 mL). The separated organic layer was dried (MgSO4) filtered, concentrated in vacuo to provide compound 16D (89.00 g, 93.9%).

The synthetic route of 253429-31-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SCHERING CORPORATION; WO2009/32123; (2009); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem