The synthetic route of 25625-57-4 has been constantly updated, and we look forward to future research findings.
25625-57-4, name is 2-Bromo-N-(3-(trifluoromethyl)phenyl)acetamide, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of 2-Bromo-N-(3-(trifluoromethyl)phenyl)acetamide
Sodium hydride in mineral oil (21.40 mg, 0.535 mmol) was added to a, stirring, ice-bath cooled solution of 3-[4-(4,5-dimethyl-1 H-imidazol-1 -yl)phenyl]-1 , 4-diazaspiro[4.4]non-3- en-2-one (D28) (150 mg, 0.486 mmol) in DMF (5 ml) under argon. After stirring for 30 min. a solution of 2-bromo-N-[3-(trifluoromethyl)phenyl]acetamide (D8) (137 mg) in DMF (3 ml) was added over 1 h using a syringe pump maintaining an ice-bath temperature. The resulting reaction mixture was allowed to come to room temperature then stirred for a further 4 h. The reation mixture was diluted with methanol (20 ml) and applied to an SCX column (1Og). After washing with MeOH (50 ml) the product was eluted with 2M NH3-MeOH. Evaporation of the solvent afforded a brown gum. On dissolving in 1 :1MeOH:DMSO for MDAP purification a small amount of white solid precipitated. This was collected, washed with diethyl ether and dried The material was reapplied to an SCX column (1g) in MeOH (10 ml), washing (30 ml MeOH) and eluting as described above to remove residual DMSO. Drying afforded the free-base of the title compound as a white solid (20 mg).1H NMR (CDCI3) delta: 1.80 – 2.15 (8H, bm), 2.17 (3H, s, overlapping with adjacent bm), 2.25 (3H, s), 4.30 (2H, s), 7.40 (4H, m), 7.58 (1 H, s), 7.68 (1 H, d), 7.84 (1 H, s), 8.57 (2H, d),9.32 (1 H, s).Mass Spectrum (Electrospray LC/MS): Found 510 (MH+). C27H26F3N5O3 requires 509. Ret. time 1.81 min.A solution of the free-base (20 mg) in DCM (2 ml) was treated with an excess of 1 M HCI in diethyl ether (0.12 ml, 0.120 mmol). The volatiles were removed in vacuo and the residue dried under high vacuum at 550C to afford the title hydrochloride as a pale yellow solid (20 mg).Mass Spectrum (Electrospray LC/MS): Found 510 (MH+). C27H26F3N5O3 requires 509. Ret. time 1.77 min.
The synthetic route of 25625-57-4 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; GLAXO GROUP LIMITED; WO2009/34061; (2009); A1;,
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