Category: 40161-54-4

40161-54-4, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 40161-54-4, name is 1-Bromo-2-fluoro-4-(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows.

Example 14; ralphac-(35r,4i?)-7V-cyclopropyl-4- [2-fluoro-4-(trifluoromethyl)phenyl] -4-hydroxy-iV- [3 -(2- methoxyethoxy)-5 -(3 -methoxypropyl)benzyl]piperidine-3 -carboxamide; Step 1: rac-tert-butv (3?4i?V3-alphacvclopropyir3-q-methoxyethoxy)-5-(3- methoxypropyDbenzyll amino } carbonyl)-4- [2-fluoro-4-(trifluoromethyl)phenyl] -4- hydroxypiperidine- 1 -carboxylate; ?-BuLi (2.50 M in THF, 3.11 eq.) was added to a stirred solution of l-bromo-2- fluoro-4-(trifluoromethyl)benzene (3.24 eq.) in THF (1.6 M) at -78 C. The mixture was stirred at -78 0C for 15 min then MgBr2-Et2O (0.4 M in THF, 3.32 eq.) was added dropwise. The mixture was stirred -78 C for 30 min. The resulting solution was cannulated into a solution of keto amide 3.1 (1 eq.) in THF (0.15 M) at -78 C. The reaction mixture was stirred at -78 C for 1 hr then allow to warm slowly to rt with stirring over 12 h. The mixture was quenched with saturated NH4Cl, diluted with Et2O. The organic extract was washed with brine, dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by column chromatography on silica gel (10-75% EtOAc in hexanes) to give the title compound as an oil.

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Reference:
Patent; MERCK FROSST CANADA LTD.; WO2009/70869; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

40161-54-4, A common compound: 40161-54-4, name is 1-Bromo-2-fluoro-4-(trifluoromethyl)benzene, belongs to bromides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

To a solution of l-bromo-2-fluoro-4-(trifluoromethyl)benzene (200 mg; 0.82 mmol)[CAS 40161-54-4] in tetrahydrofuran (15 mL) cooled to -70 C was added dropwise a solution of 1.6M n-butyllithium in n- hexane (0.7 mL; 1.1 mmol). After agitation at -70 C for 1 hour, the reaction mixture was treated dropwise with a solution of teri-butyl 4-[methoxy(methyl)carbamoyl]piperidine-l-carboxylate (247 mg; 0.91 mmol) [CAS 139290-70-3] in tetrahydrofuran (5 niL). The reaction mixture was stirred for 0.5 hours at -70 C and then for 2 hours at room temperature. The reaction mixture was deactivated with a saturated aqueous ammonium chloride solution (20 mL), then ethyl acetate (30 mL) was added. The organic layer was separated, dried over Na2S04, filtered and concentrated to dryness. The residue was purified by column chromatography (silica gel; petroleum ethenethyl acetate; 30:1 ; v/v) to afford teri-butyl 4-[2- fluoro-4-(trifluoromethyl)benzoyl]piperidine-l-carboxylate (180mg) as a white solid. MS m/z (+ESI): 320.1 [M-iBu+H]+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Bromo-2-fluoro-4-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BASILEA PHARMACEUTICA INTERNATIONAL AG; LANE, Heidi; RICHALET, Florian; EL SHEMERLY, Mahmoud; (169 pag.)WO2018/2220; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 40161-54-4, name is 1-Bromo-2-fluoro-4-(trifluoromethyl)benzene, molecular formula is C7H3BrF4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. 40161-54-4

A mixture of 5 g (20 mmol) 1-BROMO-2-FLUORO-4-TRIFLUOROMETHYL-BENZENE, 4.6 g (24.7 mmol) n-Boc-piperazine, 106 mg (0.1 mmol) Tris (dibenzylideneacetone) DIPALLADIUM chloroform complex 2.77 g (28.8 mmol) sodium-t-butoxide and 144 mg (0.4 mmol) 2- (DICYCLOHEXYLPHOSPHINO) biphenyl in 50 ml toluene was heated for 16 h at 80 C. After cooling to room temperature the mixture was treated with 15 g Isolute HM-N and all volatiles were removed under vacuum. The residue was purified on silica eluting with a gradient of heptane/EtOAc to yield after evaporation 4.54 g (63%) of the title compound as white amorphous solid. 1-H-NMR (300 MHz, CDC13) 8= 7.50 (D, J = 12 Hz, 1H, H-3), 7.48 (d, J = 8 Hz, 1H, H- 5), 7.2 (dd, JI = 8 Hz, J2 = 8 Hz, 1H, H-6), 3.49 (m, 4H, piperazine), 3. 08 (m, 4H, piperazine). MS (m/e): 349.2 (MH+, 100%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 40161-54-4, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2005/23260; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary