Category: 39689-58-2

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.39689-58-2,2-(1H-Indol-6-yl)acetic acid,as a common compound, the synthetic route is as follows.

(Naruto, S. and Yonemitsu, O. Chem. Pharm. Bull. 1972, 20, 2163.) (118.5 mg, 0.676 mmol), (lR)-l-{5-[(2,2,2-trifluoroethyl)oxo]pyridin-2-yl}ethylamine dihydrochloride (198.0 mg, 0.676 mmol), l-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (143 mg, 0.744 mmol), l-hydroxy-7-azabenzotriazole (101 mg, 0.744 mmol) and diisopropylethylamine (0.295 ml, 1.691 mmol) into 1.4 ml of DMF. The resulting solution was stirred at room temperature for 1 hour. The reaction mixture was purified by reverse-phase etaPLC to give 2-(l//-indol-6-yl)-7V- {(lR)-l-[5-(2,2,2-trifluoroethoxy)pyridin-2-yl]ethyl}acetamide 229 mg as a TFA salt (69%). 1H NMR (CDCl3, 400 MHz) delta 8.29 (d, J= 2.8 Hz, IH), 8.28 (m, IH), 7.57 (d, J= 8.0 Hz, IH), 7.46 (dd, J= 2.4, 8.8 Hz, IH), 7.42 (d, J= 8.8 Hz, IH), 7.37 (d, J= 7.2, IH), 7.30 (s, IH), 7.19 (dd, J = 2.8, 3.2 Hz, IH), 6.98 (dd, J= 1.6, 8.4Hz, IH), 6.53-6.51 (m, IH), 5.12 (quintet, J= 7.2 Hz, IH), 4.38 (q, J= 8.0 Hz, 2H), 3.66 (s, 2H), 1.47 (d, J= 7.2 Hz, 3H); HRMS (ES) [M+l]+ calcd for C9Hi9F3N3O2: 378.1424, Found: 378.1439., 39689-58-2

The synthetic route of 39689-58-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK & CO., INC.; WO2009/54983; (2009); 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

39689-58-2, 2-(1H-Indol-6-yl)acetic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,39689-58-2

To a solution of the compound [4-5] obtained in the process (5) (497 mg) in N,N-dimethylformamide (10 mL) were added potassium carbonate (511 mg) and methyl iodide (0.12mL) at 0C, and then the reaction mixture was stirred at room temperature for 13 hours. The reaction mixture was quenched with water, and extracted with ethyl acetate. The obtained organic layer was dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the titled compound (512 mg) as a white solid. 1H-NMR (400MHz, CD3 OD) delta: 8.25-8.00 (1H,br), 7.59 (1H,d, J = 8.1 Hz), 7.33 (1H,d, J = 0.7 Hz), 7.19 (1H,t, J = 2.8 Hz), 7.04 (1H, dd, J = 8.1, 1.2 Hz), 6.53 (1H, s), 3.73 (2H, s), 3.69 (3H, s).

39689-58-2 2-(1H-Indol-6-yl)acetic acid 14882503, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Sato Pharmaceutical Co., Ltd.; NAGAI Keita; NAGASAWA Koh; TAKAHASHI Hirobumi; BABA Motoaki; FUJIOKA Shinichi; KONDOH Eri; TANAKA Kenichi; ITOH Yoshiki; EP2669270; (2013); 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.39689-58-2,2-(1H-Indol-6-yl)acetic acid,as a common compound, the synthetic route is as follows.

Hydroxybenzotriazole (614 mg, 4.5 mmol), 4-ethylmorpholine (320 mul, 2.5 mmol), propargylamine (160 mul, 2.5 mmol) and 1-[3-(dimethylamino)-propyl]-3-ethylcarbodiimide hydrochloride (523 mg, 2.7 mmol) were added to an ice cold solution of (1H-indol-6-yl)-acetic acid (640 mg, 2.2 mmol; U.S. Pat. No. 4,894,386 A) in tetrahydrofuran (6.4 ml). The solution was naturally warmed to ambient temperature and stirred for 14 h. Ice water/brine 1/1 was added and the mixture was extracted two times with dichloromethane. The combined extracts were successively washed with 1 N HCl, brine, 1 N NaOH and brine, and dried over sodium sulfate. The solvent was removed under reduced pressure to give brown crystals which were recrystallized from heptane/dichloromethane to give 380 mg (1.8 mmol, 80%) of the title compound as colorless crystals. MS: 213.4 (M+H)+., 39689-58-2

39689-58-2 2-(1H-Indol-6-yl)acetic acid 14882503, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Ackermann, Jean; Aebi, Johannes; Binggeli, Alfred; Grether, Uwe; Kuhn, Bernd; Maerki, Hans-Peter; Meyer, Markus; US2006/35956; (2006); 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.39689-58-2,2-(1H-Indol-6-yl)acetic acid,as a common compound, the synthetic route is as follows.

39689-58-2, General procedure: to a solution of the substituted acid in DMF (0.25 mmol/mL) were added DMAP (2 to 4 equiv), EDCI.HCI (1 to 1.5 equiv) and the substituted amine (1 equiv). The reaction mixture was stirred at rt. After completion of the reaction (monitored by TLC), sat. NH4CI or HCI 0.5N was added and the solution was extracted with EtOAc. The organic layer was washed with sat. NH4CI, dried over Mg504, filtered and evaporated to dryness underreduced pressure (Figure 3AA).

As the paragraph descriping shows that 39689-58-2 is playing an increasingly important role.

Reference：
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; (284 pag.)WO2018/138362; (2018); 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

39689-58-2, 2-(1H-Indol-6-yl)acetic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

h. N-Cyclopentylmethylindole-6-acetamide A solution of indole-6-acetic acid (0.70 g) and 1,1′-carbonyldiimidazole (0.83 g) in methylene chloride (20 ml) and N,N-dimethylformamide (5 ml) was heated at reflux for 20 min, treated with cyclopentylmethylamine (0.59 g), and heated at reflux for an additional 3 hr. The solution was diluted with methylene chloride; washed successively with 10% v/v hydrochloric acid, water and brine; dried (MgSO4); and evaporated. The residue was purified by flash chromatography, eluding with 1:19 ethyl acetate: hexane, to give N-cyclopentylmethylindole-6-acetamide (0.83, 81%) as a white powder; partial NMR (80 MHz, CDCl3): 3.13(t, 2H, NHCH2), 3.69(s, 2H, ArCH2), 6.55(m, 1H, H3 -indole), 6.98(dd, 1H, H5 -indole), 7.62(d, 1H, H4 -indole)., 39689-58-2

As the paragraph descriping shows that 39689-58-2 is playing an increasingly important role.

Reference：
Patent; ICI Americas Inc.; US4894386; (1990); A;,
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