Category: 1953-54-4

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1953-54-4,5-Hydroxyindole,as a common compound, the synthetic route is as follows.

A mixture ofof5-hydroxyindole 1 (750 mg, 5.63 mmol), benzyl bromide (1.05 g, 6.19 mmol), K2C03 (2.30 g, 16.89 mmol) and DMF (10 mL), was stirred at RT for 16 h. The mixture was partitioned between water (100 mL) and EtOAc (50 mL). The organic layer was separated and the aq. layer re-extracted with additional EtOAc (50 mL). The combined organic layers were dried over Na2SO4, filtered, and the filtrate concentrated under reduced pressure. The residue was purified (silica gel; eluting with 0-100% EtOAc in hexanes), to afford compound 2 (1.12 g, 88%) as a light yellow solid. LCMS Mass: 224.0 (M+1)., 1953-54-4

As the paragraph descriping shows that 1953-54-4 is playing an increasingly important role.

Reference£º
Patent; PHARMAKEA, INC.; ROWBOTTOM, Martin, W.; HUTCHINSON, John, Howard; (185 pag.)WO2017/3862; (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

1953-54-4, 5-Hydroxyindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of [NAOH] (720 mg, 18 mmol) and acetone/water 1: 1 (72 ml), 4,6- dichloropyrimidine (2.4 g, [18 MMOL)] and 5-hydroxy-indole (2.68 g, 18 [MMOL)] are added. After stirring for 70 min at 65 [C,] the brownish solution is cooled to rt and diluted with AcOEt and water. The aqueous layer is separated off and extracted twice with AcOEt. The organic layers are washed with water, saturated Na2CO3 solution, water and brine, dried [(NA2SO4)] and concentrated. The crude product can be used without further purification: m. p.: 137-138 [C] ; MS: [[M+1] += 246.]

1953-54-4, As the paragraph descriping shows that 1953-54-4 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2003/99771; (2003); A2;,
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

1953-54-4, 5-Hydroxyindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Benzylbromide (2.0 mL, 16.8 mmol) and K2CO3 (3.1 g, 22.5 mmol) were added to a solution of 5-hydroxyindole 1 (2.0 g, 15.0 mmol) in DMF (10 mL) and the mixture was stirred and heated at reflux. After 24 h, the mixture was cooled to r.t. and the reaction was quenched with 10% aq HCl. The mixture was extracted with EtOAc (3 50 mL), MgSO4. The solvent was removed and the residue was purified by silica gel column chromatography (EtOAc/hexane, 1:6) to give 2. Yield: 3 g (91%); colorless solid; mp 97-100 C (CHCl3). IR (CHCl3): 3483, 1626, 1581, 1477, 1452, 1281, 1153 cm-1. 1H NMR (500 MHz, CDCl3): delta = 8.03 (br. s, 1H), 7.52 (d, J = 7.5 Hz, 2 H), 7.43 (t, J = 7.5 Hz, 2 H), 7.36 (t, J = 7.5 Hz, 1H), 7.27 (d, J = 8.6 Hz, 1H), 7.24 (d, J = 2.3 Hz, 1H), 7.15 (t, J = 2.8 Hz, 1H), 6.99 (dd, J = 8.6, 2.3 Hz, 1H), 6.51 (t, J = 2.3 Hz, 1H), 5.15 (s, 2 H). 13C NMR (125 MHz, CDCl3): delta = 153.5, 137.8, 131.3, 128.7, 128.4, 127.9, 127.7, 125.1, 113.2, 111.9, 104.1, 102.5, 71.1. HRMS (EI): m/z [M+] calcd for C15H13NO: 223.0997; found: 223.1028., 1953-54-4

1953-54-4 5-Hydroxyindole 16054, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Article; Abe, Takumi; Haruyama, Tomohiro; Yamada, Koji; Synthesis; vol. 49; 18; (2017); p. 4141 – 4150;,
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.1953-54-4,5-Hydroxyindole,as a common compound, the synthetic route is as follows.

EXAMPLE 10 Preparation of 4-(1H-indol-5-yloxy)-2-phenylthieno[2,3-b]pyridine-5-carbonitrile 130 A mixture of 4-chloro-2-phenylthieno[2,3-b]pyridine-5-carbonitrile 20 (120 mg, 0.44 mmol), 5-hydroxyindole (71 mg, 0.53 mmol) and potassium carbonate (91 mg, 0.66 mmol) in 4 mL of acetonitrile was heated at 80 C. for 5 hours. The reaction mixture was cooled and diluted with 10 mL of water. The precipitate was collected by filtration and washed with water followed by diethyl ether to give 127 mg (79%) of 4-(1H-indol-5-yloxy)-2-phenylthieno[2,3-b]pyridine-5-carbonitrile 130 as an off-white solid, mp 219-221 C., MS 368.1 (M+H)+., 1953-54-4

As the paragraph descriping shows that 1953-54-4 is playing an increasingly important role.

Reference£º
Patent; Boschelli, Diane H.; Cole, Derek C.; Asselin, Magda; Barrios Sosa, Ana C.; Wu, Biqi; Tumey, Lawrence N.; US2007/82880; (2007); 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

1953-54-4, 5-Hydroxyindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 5 g (37.55 mmol) of 5-hydroxy-indole, 6.13 g (39.4 mmol) of tert-butyldimethylsilyl chloride and 5.37 g (68.1 mmol) of imidazole in 50 ml DMF was stirred for 20 h at RT. The reaction mixture was taken up in ether, washed with 1N HCl and water and the ether solution was then concentrated under reduced pressure, to give 9.4 g (quant.) of clean 5-(tert-butyl-dimethyl-silanyloxy)-1H-indole. MS: 248.1 (M+H)+.

1953-54-4, 1953-54-4 5-Hydroxyindole 16054, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; Ackermann, Jean; Aebi, Johannes; Binggeli, Alfred; Grether, Uwe; Hirth, Georges; Kuhn, Bernd; Maerki, Hans-Peter; Meyer, Markus; Mohr, Peter; Wright, Matthew Blake; US2005/96353; (2005); 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

1953-54-4, 5-Hydroxyindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0374] To a solution of 5-hydroxyindole 23 (2.0 g, 0.015 mol) in 20 ml of acetonitrile, anhydrous potassium carbonate (4 grams, 0.028 mol) was added and stirred vigorously before isopropyl iodide (3 grams, 0. 018 mol) was added. The reaction was stirred for 2 days at room temperature and the solid was washed with acetonitrile. The filtrate was concentrated and purifed with flash-chromatography (80% n-hexane/20% ethyl acetate) to give the desired product 24 as a light-yellowish oil (1.72 g, 83% ; M + 1 = 176. 1).

1953-54-4, The synthetic route of 1953-54-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PLEXXIKON, INC.; WO2005/9958; (2005); 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.1953-54-4,5-Hydroxyindole,as a common compound, the synthetic route is as follows.

General procedure: K2CO3 (1.56 g, 11.3 mmol) was added to indoline (3.8 mmol) and benzyl bromide (5.6 mmol) in acetone (50 mL). The solution was heated under reflux overnight. After the reaction, undissolved solid was filtered off, and the filtrate was evaporated under reduced pressure. The crude product was purified by column chromatography on silica gel using hexane/ethyl acetate (10:1, v/v) as eluent. Yield=68%. 1H NMR (CDCl3, 400 MHz): delta=8.04 (1H, br), 7.53 (2H, d, J=7.4 Hz), 7.22-7.47 (5H, m), 7.16 (1H, t, J=2.7 Hz), 7.00 (1H, dd, J=2.2 and 8.8 Hz), 6.51 (1H, m), 5.15 (2H, s). 13C{1H} NMR (CDCl3, 100 MHz) delta=153.4, 137.8, 131.2, 128.6, 128.3, 127.9, 127.7, 125.0, 113.1, 111.8, 104.0, 102.4, 71.0, 1953-54-4

1953-54-4 5-Hydroxyindole 16054, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; THE REGENTS OF HE UNIVERSITY OF CALIFORNIA; Nomura, Daniel K.; Zoncu, Roberto; Rpberts, Allison M.; Cho, Kelvin F.; Chung, Yik Sham Clive; Shin, Hijai; Croze, Benjamin; (127 pag.)US2019/112268; (2019); 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.1953-54-4,5-Hydroxyindole,as a common compound, the synthetic route is as follows.

0.5 g (3.8 mmol) 5-hydroxyindole (1 ) were dissolved in 5 ml acetone and mixed with 535 muIota (4.5 mmol) benzylbromide (BnBr), 2.45 g (7.5 mmol) Cs2C03 and 1.2 g (4.5 mmol) 18-crown-6 at room temperature (rt). After stirring for 2.5 to 17 h, preferably for 6 h, the mixture was diluted with water, smoothly acidified with 1 M HCI and extracted three times with CH2CI2. The combined organic layers were dried with Na2S04, filtered and evaporated. The crude product was purified by flash chromatography (Si02, cyclohexane – ethyl acetate 4:1 ) and yielded 762 mg (3.4 mmol, 91 %) of a pale yellow solid. 1H-NMR (500 MHz, CDCl3): 8.11 (br, 1 H), 7.52 (d, J=7.5 Hz, 2 H), 7.41 (t, J=7.8 Hz, 2 H), 7.37-7.30 (m, 2 H), 7.22 (d, J=2.3 Hz, 1 H), 7.21 (t, J=2.8 Hz, 1 H), 6.98 (dd, J=8.8 Hz, J=2.4 Hz, 1 H), 6.51 (br, 1 H), 5.15 (s, 2 H).

1953-54-4, The synthetic route of 1953-54-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TECHNISCHE UNIVERSITAeT MUeNCHEN; SKERRA, Arne; MUeLLER, Michael; SCHEMANN, Michael; BERGER, Thomas; WO2014/125084; (2014); 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