879-37-8, Indole-3-acetamide is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,879-37-8
Indole amide (1d) (2.09 g, 12 mmol) and 5-bromopyrimidine (2.48 g, 15.6 [MMOL)] were dissolved in DMF (12 mL), and potassium carbonate (1.82 g, 13.2 [MMOL)] and [CUO] (477 mg, 6.0 [MMOL)] were added and the reaction was stirred at 165 [C] for 18 h. The volatiles were removed under vacuo and the residue was partitioned between [CHC13] (300 mL) and water (150 mL). Two layers were separated and the aqueous layer was extracted with [CHC13] (100 mL). The combined organic layers were washed with water, brine and then filtered through Celite to remove insolubles. The filtrate was evaporated under vacuo to ca. 30 mL of volume, to which were added EtOAc (50 mL) and hexane (20 mL). The mixture was cooled to 0 [C,] and the resulting solid was collected by filtration to give 1.30 g of Compound 4a as a light yellow [SOLID.’H] NMR (CD30D) 8 9.13 (s, 1 H), 9.10 (s, 2 H), 7.69 (d, J = 8.0 Hz, 1 H), 7.60 (d, J = 8.2 Hz, 1 H), 7.53 (s, 1 H), 7.30-7. 22 (m, 2 H), 3.74 (s, 2 H). ES-MS m/z 253 [(MH+).] The a-keto ester 1c (78 mg, 0.28 [MMOL)] and amide Compound 4a (50 g, 0.2 [MMOL)] were combined in dry THF (3 mL) under argon and cooled in an ice bath as 1 M potassium t-butoxid in THF (0.8 mL, 0.8 [MMOL)] was added dropwise. The reaction mixture was stirred at 0 [C] for 40 min, then rt for 80 min. The mixture was cooled back to 0 [C] while 12 N [HCI] (1 mL) was slowly added. After stirred at rt for 5 min, the mixture was diluted with H20 (5 mL), basified with 3N [NAOH,] and extracted with EtOAc. The organic layers were combined and washed with brine, dried [(NA2SO4)] and evaporated in vacuo to give a crude solid. The crude product was purified by reverse-phase HPLC using a gradient of 10% to 90% [ACETONITRILE/WATER] (containing 0.2% TFA) to afford Compound 11 (32 mg) as a red-orange solid (TFA [SALT).’H] NMR (DMSO-d6) [8] 9.26 (s, 1 H), 9.07 (s, 2 H), 8.74 (s, 1 H), 8.66 (d, J = 3.6 Hz, [1] H), 8.14 (s, 1 H), 8.08 (m, 1 H), 8.05 (s, 1 H), 7.66 (dd, [J = 4.] 7,8. 2 Hz, 1 H), 7.61 (d, [J =] 8.3 Hz, 1 H), 7.53 (d, J = 8.3 Hz, [1] H), 7.20 (m, 2 H), 7.12 (s, 1 H), 7.09 (s, [1H),] 6.96 (m, 2H). ES-MS m/z 483 (MH+).
879-37-8 Indole-3-acetamide 397, aindole-building-block compound, is more and more widely used in various fields.
Reference：
Patent; Janssen Pharmaceutica N.V.; WO2003/104222; (2003); 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