Day: September 21, 2020

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

348-36-7, Ethyl 5-fluoro-1H-indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1.1. ethyl 5-fluoro-1-[(pyridin-4-yl)methyl]-1H-indole-2-carboxylate A solution of 5.5 g (21.72 mmol) of 1,1′-azodicarbonyl-dipiperidine, in solution in 15 ml of dry toluene, is added, under argon at 20¡ã C., dropwise, to a solution of 3 g (14.48 mmol) of ethyl 5-fluoro-1H-indole-2-carboxylate, 2.37 g (21.72 mmol) of 4-pyridylcarbinol and 5.45 ml (21.72 mmol) of n-tributylphosphine in 200 ml of toluene. The mixture is stirred at 20¡ã C. for 48 h. The reaction mixture is subsequently concentrated under reduced pressure. The residue is purified by silica column chromatography (eluent: heptane/ethyl acetate). 3.2 g of the expected product are thus isolated, which product is used as it is in the subsequent synthesis.

348-36-7, The synthetic route of 348-36-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SANOFI-AVENTIS; US2009/42873; (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

6625-96-3,6625-96-3, 5-Nitro-1H-indole-3-carbaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of Ph3PCHCOOEt (2.07 g, 5.97 mmol, 1.15 eq) in dry toluene (15 ml) was added, via cannula, to a suspension of 3-carboxaldehyde-5-nitroindole XV (987 mg, 5.19 mmol, 1 eq) in dry toluene (49 ml). The resulting suspension was heated at reflux under argon atmosphere until disappearance of starting material (about 2h) (TLC, hexane/acetone=6:4). The solvent was removed at reduced pressure and the crude was purified by flash chromatography (hexane/AcOEt=5:5) to afford the title compound XVI (1.34 g, mixture of isomers E/Z 9/1, quantitative yield). 1H-NMR (400 MHz, CDCl3) delta ppm 1.38 (t, J=7 Hz, 3 H) 4.30 (q, J=7 Hz, 3 H) 6.53 (d, J=16.1 Hz, 1 H) 7.48 (d, J=9 Hz, 1 H) 7.64 (d, J=2.7 Hz, 1 H) 7.88 (d, J=16.1 Hz, 1 H) 8.20 (dd, J= 9, 1.9 Hz, 1 H) 8.86 (d, J=1.9 Hz, 1 H) 8.93 (broad, 1 H).

As the paragraph descriping shows that 6625-96-3 is playing an increasingly important role.

Reference£º
Patent; Nerviano Medical Sciences S.r.l.; EP2003129; (2008); 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.4792-67-0,Ethyl 5-chloro-1H-indole-2-carboxylate,as a common compound, the synthetic route is as follows.

METHOD AD[00234| To a flask was added under argon indole 10 (leq) was added Iodine (1.98 eq.), solid potassium hydroxyde (1 eq.) and anhydrous DMF (4.5mL/mmol). The reaction mixture was stirred 3 hours then water was added and the slurry filtered through paper filter, the solid was dried under reduced pressure and triturated/filtered in water several times to yield after dryed under reduced pressure the 3-iodoindole 61., 4792-67-0

The synthetic route of 4792-67-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IDENIX PHARMACEUTICALS, INC.; WO2008/42240; (2008); 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

103858-53-3, Ethyl 6-bromoindole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

b (RS)-7-Bromo-4-ethyl-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one The title compound (ISP-MS: m/e=293.2, 295.2 ([M+H]+)) was produced in accordance with the general method of example 14d) from 6-bromo-1H-indole-2-carboxylic acid ethyl ester and (RS)-5-ethyl-2,2-dioxo-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester. White solid., 103858-53-3

103858-53-3 Ethyl 6-bromoindole-2-carboxylate 7009496, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; Bentley, Jonathan M.; Hebeisen, Paul; Muller, Marc; Richter, Hans; Roever, Stephan; US2002/35110; (2002); 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

288385-88-6, 4-Fluoro-5-hydroxy-2-methylindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 141.2: 4-[4-(4-Fluoro-2-methyl-1H-indol-5-yloxy)-1-(4-methoxy-benzyl)-1H-pyrrolo[2,3-d]pyrimidin-6-yl]-benzoic acid ethyl ester A mixture of 3.96 g (9.4 mMol) of 4-[4-chloro-1-(4-methoxy-benzyl)-1H-pyrrolo[2,3-d]pyrimidin-6-yl]-benzoic acid ethyl ester, 2.14 g (13 mMol) of 4-fluoro-5-hydroxy-2-methyl-1H-indole (preparation see WO 00/47212; Ex. 237) and 2.44 (17.7 mMol) of K2CO3 in 90 ml of DMF is heated for 9 h at 95 C. The reaction mixture is concentrated in vacuuo, the residue dissolved in EtOAc and water, the aqueous layer separated off and extracted twice with EtOAc. The organic layers are washed with water and brine, dried (Na2SO4) and concentrated. Column chromatography (SiO2, EtOAc/hexane 1:1) gives the title compound; TLC (EtOAc/hexane 1:1) Rf=0.24; MS-ES+: (M+H)+=551., 288385-88-6

288385-88-6 4-Fluoro-5-hydroxy-2-methylindole 10352036, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; Bold, Guido; Capraro, Hans-Georg; Caravatti, Giorgio; Traxler, Peter; US2004/248911; (2004); 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.28899-75-4,7-Chloro-1H-indole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

2-Chlorophenylhydrazine hydrochloride (0.5 g) in ethanol (25 mL) was treated with [ETHYLPYRUVATE] (0.324 g) and concentrated sulfuric acid (3 drops). The mixture was stirred at ambient temperature for five min and treated with polyphosphoric acid (0.5 g). The mixture was heated at reflux temperature for 24 h whereupon additional polyphosphoric acid (0.5 g) was added and heating continued for a further 48 h. The reaction mixture was cooled to ambient temperature and concentrated under reduced pressure. The residue was partitioned between ethyl acetate and water and the pH of the aqueous layer adjusted to neutrality by addition of saturated sodium hydrogen carbonate solution. The organic fraction was separated, washed with brine, dried over magnesium sulfate, filtered, and concentrated. The residue was purified via silica gel chromatography (5-10% ethyl acetate/hexane) to give [7-CHLORO-1 H-] indole-2-carboxylic acid ethyl ester (0.227 g). This material (0.102 g) was used without further purification. The ester was treated with 1 M lithium hydroxide in ethanol (5 mL) followed by water {3 mL) and stirred at ambient temperature for 18 h. The solution was acidified with 10% hydrochloric acid, diluted with water and extracted with ethyl acetate. The organic extracts were washed with brine, dried over magnesium sulfate, filtered, and concentrated to afford give 7- [CHLORO-1 H-INDOLE-2-CARBOXYLIC ACID] (0.089 g). This material (0.089 g), was treated with HATU (0.259 g), HOAT (0.093 g), N, [N-DIISOPROPYLETHYLAMINE] (0.158 mL) and N-methylpiperazine (0.05 mL) in DMF (0. [6] mL) and stirred at ambient temperature for 18 h. The reaction mixture was concentrated under reduced pressure. The residue was dissolved in ethyl acetate, washed with 1 M hydrochloric acid, saturated sodium hydrogencarbonate solution and then brine, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified via silica gel chromatography (2-10% 2 M ammonia in [METHANOL/DICHLOROMETHANE)] to give the title compound (0.56 g).’H NMR (400 MHz, [CDCI3)] : [8] 9.17 [(BR S, 1 H),] 7.47 (d, J = 8.1 Hz, [1H),] 7.21 (dd, J = 7.6, 0.8 Hz, 1 H), 7.01 (t, J = 7.8 Hz, 1 H), 6.73 (d, J = 2.3 Hz, 1 H), 3.88 {br m, 4H), 2.45 (t, J = 5.1 Hz, 4H), 2.29 (s, 3H).

28899-75-4, As the paragraph descriping shows that 28899-75-4 is playing an increasingly important role.

Reference£º
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2004/22061; (2004); 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.17274-68-9,5-Bromo-3-(2-(pyrrolidin-1-yl)ethyl)-1H-indole,as a common compound, the synthetic route is as follows.

(c) 5-(1-Aza-1-tert-butoxycarbonyl-4-hydroxycyclohex-4-yl)-3-(2-pyrrolidinylethyl)-1H-indole (147.9 mg, 21%) from 5-bromo-3-(2-pyrrolidinylethyl)-1H-indole (Example 3b, 503.4 mg, 1.72 mmol), KH (69.3 mg, 1.73 mmol) in ether (15 mL) and THF (5 mL) with tert-butyllithium in pentane (1.7 M, 2.22 mL, 3.8 mmol) and N-tert-butoxycarbonylpiperidinone (753 mg, 3.8 mmol); HRMS-FAB+ for C24H35N3O3: calculated MH+:414.27567; found MH+:414.27300., 17274-68-9

As the paragraph descriping shows that 17274-68-9 is playing an increasingly important role.

Reference£º
Patent; NPS Allelix Corp.; EP944595; (2003); B1;,
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

15903-94-3, 6-(Benzyloxy)-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-Benzyloxyindole (2) (2.00 g, 8.96 mmol), tetrahydrofuran (2.64 mL) and toluene (15.2 mL) were placed in a 50 mL three-necked flask equipped with a magnetic stirrer, a Dimroth condenser and a thermometer under nitrogen atmosphere. The mixture was warmed up to 38¡ãC, and 0.90 M dibutyl magnesium chloride/heptane (4.96 mL, 4.47 mmol) wherein the heptane contained a mixture of di(n-butyl)magnesium, di(sec-butyl)magnesium and (n-butyl)(sec-butyl)magnesium was added over 10 minutes, and the mixture was stirred at 55 ¡ãC to 60¡ãC for one hour. N-Methyl-1,2-dichloromaleimide (730 mg, 4.06 mmol) was dissolved in toluene (4.4 mL), and the solution was added to the above mixture over 10 minutes, and the container of the N-methyl-1,2-dichloromaleimide was washed with toluene (1 mL). After addition of the washing, the mixture was heated up to 55 ¡ãC to 60 ¡ãC, stirred at 55 ¡ãC to 60¡ãC to give a solid, which was dissolved homogenously by addition of tetrahydrofuran (1.5 mL). The solution was stirred at 55¡ãC to 60¡ãC for 30 minutes, further heated up to 98 ¡ãC to 100 ¡ãC, stirred at 98¡ãC to 100¡ãC for 12 hours, allowed to stand for cooling to room temperature and stirred overnight. After the reaction mixture being heated up to 90¡ãC, 13 percent aqueous ammonium chloride (17 mL) was added to the reaction mixture, and the mixture was cooled down to room temperature to give a suspension, which was filtered to give a red solid, which was washed successively with toluene (20 mL), toluene-water (mixing ratio of 1:1, 20 mL) and methanol (20 mL x 2). The solid was dried in vacuo overnight at room temperature to give the objective bis-indole (3) in 82 percent yield (crop 1.85 g).1H-NMR (500MHz, DMSO-d6, deltappm): 11.50 (s, 2H), 7.63 (d, J= 2.3 Hz, 2H), 7.42 (d, J=7.3 Hz, 2H), 7.37 (dd, J= 7.3, 7.3 Hz, 2H), 7.30 (dd, J= 7.3, 7.3 Hz, 2H), 6.97 (d, J = 2.1 Hz, 2H), 6.72 (d, J= 8.8 Hz, 2H), 6.41 (dd, J= 2.1, 8.8 Hz, 2H), 5.04 (s, 4H), 3.03 (s, 3H)13C-NMR (126MHz, DMSO-d6, deltappm): 172.2, 155.0, 137.7, 137.1, 128.7, 128.5, 128.1, 128.0, 127.1, 122.0, 120.1, 110.4, 106.1, 96.3, 69.7, 24.3 M.p. ca. 240¡ãC (decomp.)

15903-94-3, The synthetic route of 15903-94-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1541582; (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

5318-27-4, 6-Aminoindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A flask was charged with 6-amino Indole (1eq.) in the presenceof dichloromethane (DCM, 0.5 M) and E3N (1.2 eq.) under nitrogenat 0 C. This was followed by addition of substituted benzoylchlorides (1 eq.) to stir at room temperature overnight. The reactionmixture was quenched by water to be extracted with ethyl acetateand dried over anhydrous Na2SO4. The ethyl acetate layer wasevaporated in vacuo. The crude product was purified using silica gelcolumn chromatography using ethyl acetate/hexane solventmixture (50:50) to obtain substituted N-(1H-indole-6-yl) benzamidederivatives

5318-27-4, As the paragraph descriping shows that 5318-27-4 is playing an increasingly important role.

Reference£º
Article; Hendy, Moataz S.; Ali, Aya A.; Ahmed, Lubna; Hossam, Reham; Mostafa, Alaa; Elmazar, Mohamed M.; Naguib, Bassem H.; Attia, Yasmeen M.; Ahmed, Mahmoud Salama; European Journal of Medicinal Chemistry; vol. 166; (2019); p. 281 – 290;,
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