Day: September 15, 2020

5381-20-4, Thianaphthene-3-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 : preparation of intermediate methyl 2-(1-benzothiophen-3-yl)-2-hydroxyacetate (4a) Trimethylsilylcyanide (924 muL, 7.39 mmol) was added at 0C to a solution of thianaphtene-3-carboxaldehyde (1 g, 6.16 mmol) and zinc iodide(II) (198 mg, 0.62 mmol) in anhydrous dichloromethane (40 mL) under a nitrogen atmosphere. After 2 hours, the reaction mixture was quenched with a saturated aqueous solution of sodium carbonate and extracted with dichloromethane (2 * 20 mL). The organic layer was washed with brine (10 mL), dried over sodium sulfate, filtered and evaporated to dryness. The residue was dissolved in anhydrous methanol and the solution was cooled at 0C. Hydrogen chloride was bubbled for 5 minutes. The mixture was then warmed at room temperature for 20h and concentrated in vacuo. The residue was partitioned between ethyl acetate (10 mL) and a saturated aqueous solution of sodium bicarbonate (10mL). The aqueous layer was extracted with ethyl acetate (2*10mL). The organic layer was washed with brine (10 mL), dried over sodium sulfate, filtered and evaporated to dryness. The residue was purified by flash chromatography on silica gel (dichloromethane/ethanol: 95/5) to afford the desired alcohol (4a) as a white solid (550 mg, 2.47 mmol, 40%). 1H NMR (400 MHz, CDCl3) delta 3.78 (s, 3H), 5.56 (s, 1H), 7.35-7.45 (m, 2H), 7.49 (s, 1H), 7.86-7.92 (m, 2H). MS m/z ([M-OH]+) 205., 5381-20-4

The synthetic route of 5381-20-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LABORATOIRE BIODIM; Chasset, Sophie; Chevreuil, Francis; Ledoussal, Benoit; Le Strat, Frederic; Benarous, Richard; EP2508511; (2012); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5381-20-4,Thianaphthene-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

5381-20-4, [0603j To a solution of benzo[b]thiophene-3-carboxaldehyde (8-a) (10 g, 62 mmol) in THF (100 mL), N-Boc-ethylenediamine (8-B) was added. The mixture was stirred for 1 hour at rt. Then NaBH(OAc)3 was added. The solution was stirred for 15 h at rt. The mixture was treated with aqueous NaHCO3 and extracted with EA. The organic phase was concentrated and the residue was purified by chromatography on silica gel (PE:EA = 10:1- 5:1) to afford 8-C (7 g, yield: 37.4%).

5381-20-4 Thianaphthene-3-carboxaldehyde 227328, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; ALIOS BIOPHARMA, INC.; WANG, Guangyi; BEIGELMAN, Leonid; TRUONG, Anh; NAPOLITANO, Carmela; ANDREOTTI, Daniele; HE, Haiying; WO2014/31784; (2014); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20532-33-6,5-Chlorobenzothiophene,as a common compound, the synthetic route is as follows.

Preparation I 3-bromo-5-chlorobenzothiophene To a solution of 0.30 gm (1.77 mMol) 5-chlorobenzothiophene 1.0 mL acetic acid was added a solution of 0.31 gm (1.95 mMol) bromine in 1.0 mL acetic acid under a nitrogen atmosphere. The reaction was heated to 50C for 4 hours at which time the volatiles were removed under reduced pressure. The residue was partitioned between dichloromethane and aqueous sodium bicarbonate. The phases were separated and the organics were washed with saturated aqueous sodium chloride, dried over sodium sulfate and concentrated under reduced pressure to give 0.335 gm (76%) of the title compound as a tan solid. m.p.= 85-86C MS(FD): m/e=249 (M+2) EA: Calculated for: C8H4BrClS: Theory: C, 38.82; H, 1.63. Found: C, 39.12; H, 1.72.

20532-33-6, 20532-33-6 5-Chlorobenzothiophene 11309754, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; ELI LILLY AND COMPANY; EP969005; (2000); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1034305-11-7,Benzo[b]thiophen-2-yl(5-bromo-2-fluorophenyl)methanol,as a common compound, the synthetic route is as follows.

Second step: Synthesis of 2-[(5-bromo-2-fluorophenyl)(chloro)methyl]-1-benzothiophene Into an acetonitrile (10 ml) solution of 1-benzothien-2-yl(5-bromo-2-fluorophenyl)methanol (1.0 g) was dropwise added thionyl chloride (706 mg) at a temperature of 5C or lower, followed by stirring at 5.0 to 25.0C for 3.5 hours. The reaction mixture was subjected to distillation under reduced pressure to distill off the solvent and the residue was subjected to vacuum drying to obtain 2-[(5-bromo-2-fluorophenyl)(chloro)methyl]-1-benzothiophene [1.05 g, yield: 100%, purity: 99% (HPLC)]. 1H-NMR (CDCl3): delta 6.62 (1H, s), 6.98 (1H, dd), 7.22 (1H, s), 7.30-7.37 (2H, m), 7.45 (1H, m), 7.71 (1H, dd), 7.77 (1H, m), 7.81 (1H, dd)

1034305-11-7, As the paragraph descriping shows that 1034305-11-7 is playing an increasingly important role.

Reference£º
Patent; Astellas Pharma Inc.; Kotobuki Pharmaceutical Co., Ltd.; EP2105442; (2009); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

146137-92-0, Methyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Production Example 5; A mixture of 5.00 g of methyl 5- ( trifluoromethyl ) benzo [ b] thiophene-2-carboxylate, 4.00 g of sodium carbonate, 20 ml of water and 60 ml of methanol was stirred at 80C for 3 hours The reaction mixture was cooled to room temperature, and then concentrated under reduced pressure. The residue was recrystallized from water to obtain 5.10 g of sodium 5- ( trifluoromethyl ) benzo[ b] thiophene-2-carboxylate (hereinafter referred to as “the present compound 5”) .[ The present compound 5]^-NMR (DMSO-d6) delta: 8.22(s, 1H) , 8.08(d, J=8.5Hz, 1H) , 7.64(s, 1H), 7.57(d, J=8.5Hz, 1H), 146137-92-0

The synthetic route of 146137-92-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; MUKUMOTO, Fujio; TAMAKI, Hiroaki; IWAKOSHI, Mitsuhiko; KUSAKA, Shintaro; WO2012/153861; (2012); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20699-85-8,Methyl 5-aminobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

A solution of 4- (4-(((6aS)-5- ((allyloxy)carbonyl)-2-methoxy-12-oxo-6-((tetrahydro-2H- pyran-2-yl)oxy)-5,6,6a,7,8,9,10,12-octahydrobenzo[e]pyriclo[1,2-a] [1,4]diazepin-3-yl)oxy)butanamido)benzoic acid (26) (40 mg, 0.061 mmol) in anhydrous dichloromethane (i mL) was charged with N- [(dimethylamino)- 1H-1,2,3-triazolo- [4,5-b]- pyridin-i-ylmethylene]-N-methylmethanaminium hexafluorophosphate N-oxide (25 mg, 0.064 mmol) and anhydrous triethylamine (36 pL, 0.26 mmol). The reaction mixture was stirred at room temperature for 30 mm. Methyl 5-aminobenzo[b]-thiophene-2-carboxylate (13 mg, 0.063 mmol) was then added and the resulting mixture was stirred at room temperature for 16 h. The reaction mixture was quenched with a saturated aqueous solution of sodium hydrogen carbonate (20 mL) and extracted with dichloromethane (2 x 50 mL). The combined organic extracts were washed with water containing a few drops of acetic acid (30 mL). The organic layer wasthen dried over sodium sulfate, filtered and concentrated in vacuo. The resulting residue was then purified by column chromatography (silica), eluting with methanol dichloromethane (from 0% to 10%), to give the title compound mg, 45%) as a brown oil.MS (ES+): m/z = 841 (M+H) LCMS (Method A): tR = 8.i mm., 20699-85-8

The synthetic route of 20699-85-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FEMTOGENIX LIMITED; JACKSON, Paul Joseph Mark; THURSTON, David Edwin; RAHMAN, Khondaker Mirazur; (121 pag.)WO2017/32983; (2017); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3541-37-5,Benzo[b]thiophene-2-carboxaldehyde,as a common compound, the synthetic route is as follows.

the 0.162g (1 mmol) of benzothiophene-2-carbaldehyde and 0.119g (1mmol) of ethyl thiosemicarbazide placed in a 20ml of round bottom flask, then added 2-3ml of Absolute ethanol as a solvent, followed by the dropwise addition of 2-4 drops of glacial acetic acid, stirred at reflux for 10 mins at 80 C under shade. The reaction was Cool at room temperature, a white solid precipitated, suction filtered, recrystallized from ethanol to give a white product 1- (Benzothiophen-2- methylene) -4-ethyl- thiosemicarbazide, yield 84%, Melting point: 200.3-201.2 C. The white powder turned bright yellow after being irradiated with UV light at 365 nm. The bright yellow solid turned pale yellowish after visible light irradiation., 3541-37-5

As the paragraph descriping shows that 3541-37-5 is playing an increasingly important role.

Reference£º
Patent; Xinjiang University; Liu Lang; Qiao Yuqian; Jia Dianzeng; (8 pag.)CN107298674; (2017); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1423-61-6,7-Bromobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

Preparation 16; 4-Benzo[]thiophen-7-yl-2-chloro-pyridine; In a flask, combine 7-bromo-benzo[?]thiophene (1.7 g, 12 mmol), 2-chloro-4- (4,4,5, 5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-pyridine (1.6 g, 7 mmol), [1,1 ‘- bis(diphenylphosphino)ferrocene]dichloropalladium(II), complex with dichloromethane (1 : 1) (285 mg, 0.3 mmol), 2-(di-tert-butylphosphino)biphenyl (63 mg, 0.2 mmol), sodium carbonate (2 M, 8 mL, 16 mmol) and THF (20 mL). Heat the mixture at 100 0C for 3 hours. Dilute the mixture with chloroform/isopropanol (3/1). Wash the solution with saturated aqueous sodium chloride. Dry over sodium sulfate. Concentrate the solution in vacuo to a dark residue. Purify by column chromatography (dichloromethane to 20 % THF in dichloromethane) to afford the title compound (1.14 g, 66 %) as a yellow solid. MS (ES) m/z 246 [M+ 1]+., 1423-61-6

As the paragraph descriping shows that 1423-61-6 is playing an increasingly important role.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2008/76704; (2008); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

154650-81-4, Benzo[b]thiophene-6-carbonitrile is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

K2C03 (40 mg, 0.292 mmol), Pd(OAc)2 (2.2 mg, 0.010 mmol), tricyclohexylphosphine (5.5 mg, 0.019 mmol), and pivalic acid (6 mg, 0.058 mmol) were placed in a microwave vial equipped with a magnetic stir bar. 6-Cyanobenzothiophene, INTERMEDIATE 13 (31 mg, 0.195 mmol) and l-bromo-4-(l-methylethyl)benzene (47 mg, 0.234 mmol) were added as well as DMF (0.6 ml). The sealed reaction vial was heated in a microwave reactor at 180 C for 30 min. Water and DCM were added and the organic layer evaporated. The crude product was purified by flash column chromatography using 5% EtOAc in n-heptane as eluent. Yield: 18 mg (33%); white solid. MS (ESI+) m z 278 [M+H]+. HPLC purity: 97%., 154650-81-4

As the paragraph descriping shows that 154650-81-4 is playing an increasingly important role.

Reference£º
Patent; KANCERA AB; HAMMER, Kristin; JOeNSSON, Mattias; KRUeGER, Lars; (230 pag.)WO2017/108282; (2017); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

16587-47-6, 6-Methylbenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 23 [0189] Preparation of (2S)-3-[4-(6-Methylbenzo[b]thiophen-2-yl)piperidinyl]-1-(1H-2-methylindol-4-yl)oxy-2-propanol oxalate. [CHEMMOL-00057] [0190] Preparation of N-t-Butoxycarbonyl-4-hydroxy-4-(6-methylbenzo[b]thiophen-2-yl)piperidine. [CHEMMOL-00058] [0191] Scheme IA, Step A: To a solution of 6-methylbenzo[b]thiophene (1.25 g, 8.43 mmol) in dry THF (20 mL) at -78 C. was added 1.6 M n-BuLi in hexanes (6.32 mL, 10.1 mmol). The solution was stirred at -78 C. for 40 min. 1-t-Butoxycarbonyl-4-piperidone (1.84 g, 9.27 mmol) dissolved in THF (10 mL) was added via a cannula at -78 C. The reaction mixture was stirred at -78 C. for 3 h. The reaction was then quenched with 50 mL of water. The mixture was extracted (3¡Á75 mL) with EtOAc. The combined organic layers were dried over MgSO4 and filtered. The filtrate was concentrated to an oil and allowed to stand 3 days in which time the material crystallized. The crystals were rinsed with a mixture of EtOAc/hexanes to give the intermediate title compound as yellow crystals (2.13 g, 72.6%). IR (KBr) 1681, 1429, 1246 cm-1. FD+MS 347.0 (M).

16587-47-6, 16587-47-6 6-Methylbenzo[b]thiophene 35790, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; Hansen, Marvin Martin; He, John Xiaoqiang; Honigschmidt, Nicholas Allan; Koch, Daniel James; Kohn, Todd Jonathan; Rocco, Vincent Patrick; Spinazze, Patrick Gianpietro; Takeuchi, Kumiko; US2004/6229; (2004); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem