23077-44-3 | - Indole Building Blocks

23077-44-3, 6-Fluoro-1H-indole-3-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of 1H-indole-3-carboxylic acid (3) (161 mg,1.0 mmol, 1 equiv) in DMF (10 mL) or 3-(2-(1H-indol-3-yl)-1Himidazol-5-yl)benzoic acid (4) (303 mg, 1 equiv) at 0 C was addedDIPEA (0.21 mL, 1.2 mmol, 1.2 equiv). The resulting mixture wasstirred at 0 C for 30 min followed by dropwise addition of theappropriate a-bromoketone (1.1 mmol, 1.1 equiv) in DMF. Theresulting mixture was stirred at 0 C for 4 h, and then quenchedwith ice-water. The precipitated solid was filtered, washed withwater and dissolved in EtOAc. The organic phasewaswashed with a1 N HCl aqueous solution, and then a saturated NaHCO3 aqueoussolution, then H2O, dried over MgSO4, and concentrated in vacuo,which was used in the next stage without further purification. Tothis product, AcOH (25 mL) and AcONH4 (924 mg, 12 mmol, 12equiv)was added and the resulting suspensionwas refluxed for 5 h,cooled to room temperature, concentrated in vacuo and dilutedwith crushed ice. The brown solid was filtered, washed thoroughlywith water. The crude cake was dissolved in EtOAc washed with asaturated NaHCO3 aqueous solution and with H2O, dried overMgSO4, and concentrated in vacuo. The crude product was purifiedby flash chromatography on silica gel (DCM/EtOAc, 8/2 to 7/3) togive imidazole derivatives 4a-4b or 10a-10b.

23077-44-3, As the paragraph descriping shows that 23077-44-3 is playing an increasingly important role.

Reference£º
Article; Tarazi, Hamadeh; Odeh, Raed Abu; Al-Qawasmeh, Raed; Yousef, Imad Abu; Voelter, Wolfgang; Al-Tel, Taleb H.; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 1213 – 1224;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

23077-44-3, 6-Fluoro-1H-indole-3-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

DMF (0.1 mL) was added to a stirring mixture of 6-fluoroiindole-3- carboxylic acid (3.500 g, 19.5 mmol, l .Oequiv.) and oxalyl chloride (3.306 ml, 39.1 mmol, 2.0 equiv.) in dichloromethane (40 mL) under nitrogen at 0oC(ice bath tmeperature). After 2 hours the reaction was concentrated to dryness. The residue was taken up in DCM (20 mL) and cooled to 0C and tropine (8.276 g, 58.6 mmol, 3.0 equiv.) was added as a solution in DCM (25mL) with stirring. The reaction mixture was allowed to come to room temperature and stirred overnight. The reaction mixture was washed with saturated sodium bicarbonate and the solvents removed under reduced pressure. The residue was titurated with ethyl acetate and hexanes to get the product as a tan colored solid (2.34g, 39.6%). 1H MR (DMSO-d6, 300 MHz): 11.94 (s, 1H), 8.01-7.96 (m, 2H), 7.27 (dd,J=9.9 & 2.4 Hz, 1H), 7.08-7.01 (m, 1H),5.06 (t, J=5.4 Hz, 1H), 3.09 (s, 2H), 2.21 -1.99 (m, 9H), 1.75-1.70 (m, 2H). LC/MS: 303.6 (M+l).

23077-44-3, 23077-44-3 6-Fluoro-1H-indole-3-carboxylic acid 28806318, aindole-building-block compound, is more and more widely used in various.

Reference£º
Patent; BUCK INSTITUTE FOR RESEARCH ON AGING; JOHN, Varghese; BREDESEN, Dale, E.; SPILMAN, Patricia, R.; JAGODZINSKA, Barbara; (85 pag.)WO2017/197177; (2017); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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