Category: 10133-22-9

10133-22-9, 5-(Bromomethyl)benzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparative Example 49PREPARATION OF 5-VINYL-1-BENZOTHIOPHENETriphenylphosphine (1.20 g, 4.58 mmol) and 5-(bromomethyl)-1-benzothiophene (1.00 g, 4.40 mmol) in toluene (50 mL) was heated under reflux for 2 h. The mixture was then cooled and the resulting white crystalline precipitate was isolated by suction filtration, rinsed with a small amount of hexanes, and dried in vacuo. The solid was suspended in aqueous formaldehyde (37%, 20 mL) and aqueous sodium hydroxide (3M, 10 mL) was added dropwise. The resulting mixture was stirred for 3 h at r.t. It was then extracted with hexanes, dried (MgSO4), and concentrated under reduced pressure. Column chromatography of the residue (hexanes) afforded the product.1H NMR (400 MHz, CDCl3) delta (ppm): 7.83-7.80 (m, 2H); 7.48-7.42 (m, 2H); 7.31 (dd, J=5.2, 0.8, 1H); 6.83 (dd, J=17.0, 11.0, 1H); 5.82 (d, J=17.4, 1H); 5.28 (d, J=11.0, 1H).

10133-22-9, The synthetic route of 10133-22-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MethylGene Inc.; US2010/279983; (2010); 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.10133-22-9,5-(Bromomethyl)benzo[b]thiophene,as a common compound, the synthetic route is as follows.

First method A solution of 8.6 g (0.0506 mole) of 1-(2-thiazolyl) piperazine and 5.75 g (0.0253 mole) of 5-bromomethyl benzo [b ] thiophene (MP 37 C) in 145 ml of anhydrous toluene containing 5 ml of dimethylformamide was stirred at 25 for 24 hours. At the completion of the reaction, the thiazolyl piperazine hydrobromide which had formed was filtered off and the solvent was evaporated from the filtrate under reduced pressure. There were obtained 10 g of a yellow oil which was treated with 50 ml of a 2N hydrochloric acid solution. The acid solution was washed with ether and the base was salted out with an excess of potassium carbonate. There were obtained 6 g of a crude crystallized product, which was recrystallized in 20 ml of ethanol to give 5 g of 1-(5-benzo [b] thienylmethyl)-4-(2-thiazolyl) piperazine as beige crystals melting at 80-82 C., 10133-22-9

The synthetic route of 10133-22-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Science-Union et Cie; US3954765; (1976); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

10133-22-9, 5-(Bromomethyl)benzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The following compounds were obtained in an analogous manner to that described in Example 46(d)-(e) and, respectively, 3(c)-(e): 1)–From tert-butyl (3RS,4RS)-3-hydroxy-4-[4-[3-(2-phenyl-[1,3]dioxolan-2-yl)-propoxy]-phenyl]-piperidine-1-carboxylate by alkylation with 5-bromomethyl-benzo[b]thiophene there was obtained tert-butyl (3RS,4RS)-3-(benzo[b]thiophen-5-ylmethoxy)-4-{4-[3-(2-phenyl-[1,3]dioxolan-2-yl)-propoxy]-phenyl}-piperidine-1-carboxylate, MS: 630 (M+H)+, as a light yellow resin., 10133-22-9

As the paragraph descriping shows that 10133-22-9 is playing an increasingly important role.

Reference£º
Patent; Hoffmann-La Roche Inc.; US6051712; (2000); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

10133-22-9, 5-(Bromomethyl)benzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture containing 5-bromomethylbenzo[b]thiophene (40 g), tetra-n-butylammonium hydrogen sulfate (135 g), sodium hydroxide (14 g), sodium sulfite (45 g), dichloromethane (300 ml), and water (300 ml) was stirred vigorously overnight. The organic layer was dried (MgSO4), evaporated, dissolved in THP (130 ml), re-evaporated, and dissolved again in THF (130 ml). Addition of ether (200 ml) gave the crystalline subtitle compound containing an equimolar amount of tetra-n-butylammonium bromide (132 g)., 10133-22-9

The synthetic route of 10133-22-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bruton, Gordon; Faller, Andrew; Orlek, Barry Sidney; Rana, Kishore Kalidas; Walker, Graham; US2003/199571; (2003); 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.10133-22-9,5-(Bromomethyl)benzo[b]thiophene,as a common compound, the synthetic route is as follows.

Add potassium carbonate (0.619 g, 4.4 mmol, 1.6 eq) followed by 5-bromomethyl- benzo [b] thiophene (17.7 g, 78 mmol, 1 eq) in one portion to a stirred solution of 1,1- dimethylethyl 4- [ (2-methylpropyl) amino] piperidine-1-carboxylate (20 g, 78 mmol, 1 eq) in acetonitrile (400 ml). Cool, add water (250 ml) then filter. Wash the solid with ice cold acetonitrile and leave to dry on sinter for 1 hr. Purify on a 330 g Redisep column (20 g per column) using a gradient of 0-40% Ethyl acetate/iso-hexane to give 1,1- dimethylethyl 4- { [ (l-benzothienyl-5-yl] methyl]- (2-methylpropyl) amino}-piperidine-1- carboxylate (7.64 g, 46 %) as yellow solid. LCMS Rt= 3.38 (6 min gradient) M++1 : 403.5. 1H NMR (300 MHz, CDC13) 6 ppm 7.80-7. 60 (2 H, m), 7.37-7. 33 (1 H, m), 7.32- 7.26 (1 H, m), 7.25-7. 20 (1 H, m), 4.17-3. 94 (2 H, m), 3.65 (2 H, s), 2.65-2. 36 (3 H, m), 2.24-2. 10 (2 H, d), 1.71-1. 28 (5 H, m), 1.38 (9 H, s), 0.88-0. 69 (6 H, d).

10133-22-9, As the paragraph descriping shows that 10133-22-9 is playing an increasingly important role.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2005/92885; (2005); 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.10133-22-9,5-(Bromomethyl)benzo[b]thiophene,as a common compound, the synthetic route is as follows.

10133-22-9, 5-(Bromomethyl)benzo[b]thiophene (312 mg, 1.37 mmol) and 7 thiourea (35 mg, 0.46 mmol) were dissolved in 8 ethanol (10 mL). The reaction mixture was refluxed for 2 hours. The reaction mixture was cooled, and ethanol was removed under reduced pressure. The resulting residue was suspended in dichloromethane. The suspension was filtered to give a product as a white solid (117 mg, 84%); 1H NMR (300 MHz) (DMSO-d6) delta 9.16 (bs, 2H), 8.94 (bs, 2H), 8.01 (d, J=8 Hz, 1H), 7.90 (s, 1H), 7.81 (d, J=5 Hz, 1H), 7.45 (d, J=6 Hz, 1H), 7.39 (d, J=8 Hz, 1H), 4.58 (s, 2H); LC/MS RT=2.50 (M+H+: 223).

10133-22-9 5-(Bromomethyl)benzo[b]thiophene 11160498, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; TAXIS PHARMACEUTICALS, INC.; LaVoie, Edmond J.; Parhi, Ajit K.; Sun, Yangsheng; (77 pag.)US2019/31624; (2019); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem