Tag: M.W:200-300

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.

17274-68-9, (i) 5-(4-Hydroxythiapyran-4-yl)-3-(2-pyrrolidinylethyl)-1H-indole (56 %) from 5-bromo-3-(2-pyrrolidinylethyl)-1H-indole (Example 3b); mp 66 – 78 C; HRMS-FAB+ for C19H27N2OS: calculated MH+:331.18442; found MH+:331.18568.

The synthetic route of 17274-68-9 has been constantly updated, and we look forward to future research findings.

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6960-46-9,Ethyl 7-nitro-1H-indole-2-carboxylate,as a common compound, the synthetic route is as follows.,6960-46-9

Preparation 29: Synthesis of 7-(tetrahydro-pyran-4-ylamino)-1H-indole-2-carboxylic acidEthyl 7-nitroindole-2-carboxylate (2.5 g, 10.7 mmol) was dissolved in methanol (50 ml). 10% Pd/C (200 mg) was added, and the mixture was stirred for 1 h under hydrogen gas. The mixture was filtered through celite, and the filtrate was distilled under reduced pressure. The distillate was dissolved 1,2-dichloroethane (50 ml), and tetrahydro-4H-pyran-4-one (1.3 ml, 12.8 mmol) and sodium triacetoxyborohydride (3.4 g, 16.1 mmol) were added. The mixture was stirred for 8 h at room temperature. After completion of the reaction, water was added. The mixture was extracted with ethyl acetate, dried over anhydrous magnesium sulfate and filtered. The filtrate was distilled under reduced pressure and concentrated. The residue was purified by column chromatography. Thus obtained compound was dissolved in methanol (50 ml) and tetrahydrofuran (50 ml), 1N-sodium hydroxide (43 ml, 42.8 mmol) was added, and the mixture was stirred for 8 h at room temperature. 1N-hydrochloric acid solution was added, and the mixture was extracted with ethyl acetate, dried over anhydrous magnesium sulfate and filtered. The filtrate was distilled under reduced pressure to give the title compound (2.1 g, Yield 76%).1H-NMR (400 MHz, DMSO-d6); delta 12.87 (br s, 1H), 11.46 (s, 1H), 6.97 (d. J=2.0 Hz, 1H), 6.86 (d, J=1.6 Hz, 1H), 6.85 (s, 1H), 6.37 (m, 1H), 5.73 (br s, 1H), 3.90 (m, 2H), 3.61 (m, 1H), 3.50 (m, 2H), 2.00 (m, 2H), 1.48 (m, 2H)Mass spectrum (ESI, m/z): Calculated: 260.12, Found: 260.30

The synthetic route of 6960-46-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Kim, Soon Ha; Kim, Hyoung Jin; Chung, Chul Woong; Park, Heui Sul; Kwak, Hyo Shin; Kim, Sung Ho; Park, Jin Gu; US2010/291533; (2010); 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

913836-24-5, tert-Butyl 4-nitro-1H-indole-1-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,913836-24-5

To a stirred solution of 1-Boc-4-nitroindole (6.14 g, 23.4 mmol) in EtOH (100 mL) was added 10% Pd/C (614 mg) under N2. The resulting mixture was shaken under hydrogen (H2, 50 psi) at room temperature for 8 h. The mixture was filtered through a pad of Celite, and washed with EtOH. The filtrate was concentrated under reduced pressure to give the product 1-Boc-4-aminoindole as off-white solid (5.23 g, 96% yield). MS (ESI) m/z 233.2

913836-24-5 tert-Butyl 4-nitro-1H-indole-1-carboxylate 25307166, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; Wyeth; US2009/227575; (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

882679-96-1,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.882679-96-1,Methyl 4-bromo-1H-indole-6-carboxylate,as a common compound, the synthetic route is as follows.

Step a. To a solution of methyl 4-bromo-lH-indole-6-carboxylate (CAS Number 882679-96-1) (1.0 g, 3.95 mmol) in TFA (5 ml) was added triethylsilane (1.9 ml, 11.86 mmol) at rt. The reaction mixture was stirred at 60C for 45 min. The resulting reaction mixture was cooled to rt, poured into saturated NaHC03 solution (50 ml) extracted with EtOAc (3 x 30 ml). The combined organic layer was dried over Na2S04, filtered and concentrated under reduced pressure. The resulting residue was purified by flash chromatography (10% EtOAc in hexane) yielding methyl 4-bromoindoline-6-carboxylate (0.75 g, 29.4 mmol). LCMS: Method C, 2.31 min, MS: ES+ 256.3, 258.3; NMR (400 MHz, DMSO-d6) delta ppm 7.20 (d, J= 1.2 Hz, 1H), 6.94 (d, J=1.6 Hz, 1H), 6.19 (s, 1H), 3.80 (s, 3H), 3.54 (t, J=8.8 Hz, 2H), 2.97 (t, J=8.8 Hz, 2H).

The synthetic route of 882679-96-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MISSION THERAPEUTICS LIMITED; KEMP, Mark; STOCKLEY, Martin; JONES, Alison; (138 pag.)WO2017/9650; (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

1075-34-9, 5-Bromo-2-methylindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-bromo-2-methylindole (6.00 g, 28.6 mmol) was dissolved in quinoline (50 mL). Copper cyanide (7.46 g, 83.3 mmol) was added. The mixture was refluxed for 1 hour. The mixture was cooled to room temperature, diluted with EtOAc (500 mL) and washed with ice-cold hydrochloric acid (1M). The organic layer was washed with brine, dried over MgSO4, filtered and evaporated to dryness. Flash chromatography (silica, heptanes:EtOAc 1:1) gave 2-methyl-1H-indole-5-carbonitrile as a brown solid (4.11 g, 83%).

1075-34-9, The synthetic route of 1075-34-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; H. Lundbeck A/S; US2012/252853; (2012); 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

98081-83-5, Methyl 6-methoxy-1H-indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,98081-83-5

EXAMPLE 7 Preparation of (S)-N-(1-formyl-2-phenylethyl)-6-methoxy-2-indolecarboxamide Following the procedures of Examples 5(b)-(d) respectively, except substituting methyl 6methoxy-2-indolecarboxylate for ethyl 2-indolecarboxylate, the title compound was prepared as a beige solid. MS (ES) m/e 323.3 [M+H]+.

The synthetic route of 98081-83-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SmithKline Beecham Corporation; US6214856; (2001); 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

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

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

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