Indole Building Blocks

19012-02-3, 3-Acetyl-1-methylindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 17 N-hydroxy-N-(1-(1-methylindol-3-yl)ethyl) urea The desired compound was prepared using the method of example 2, except using 1-methyl-3-acetyl indole, prepared as described in example 16, step a instead of acetyl benzo[b]thiophene. (R1 =NH2, A=CHCH3, X=NCH3 [3-isomer], Y=H). Melting Point: 149-150 C. NMR (300 MHz, DMSO-d6): 1.46 (d, 3H, J=7.5 Hz); 3.74 (s, 3H); 5.66 (q, 1H); 6.18 (br s, 2H); 6.94-7.15 (m, 2H); 7.24 (s, 1H); 7.36 (m, 1H); 7.64 (m, 1H); 8.88 (s, 1H). Mass Spectrum (CI-NH3): 234 (M+H)+, 251 (M+NH4)+, 158., 19012-02-3

The synthetic route of 19012-02-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Abbott Laboratories; US4873259; (1989); 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

3468-18-6, (1H-Indol-4-yl)methanamine is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 53 N2-((lH-indol-4-yl)methyl)-N4-(5-(iran^-2-(2-fluorophenyl)cyclopropyl)-lH-pyrazol-3-yl)pyrimidine- 2,4-diamine (1-118)To a solution of 2-chloro-N-(5-(irani’-2-(2-fluorophenyl)cyclopropyl)-lH-pyrazol-3-yl)pyrimidin-4- amine (79, 165 mg, 0.5 mmol) in n-BuOH (5 mL) was added (lH-indol-4-yl)methanamine (110 mg, 0.75 mmol). DIPEA (0.26 mL, 1.5 mmol) was added dropwise then the reaction mixture was placed in a shaker block and heated to 130 C for 20 h. The reaction mixture was cooled and evaporated in vacuo. The crude residue was diluted in DCM (5 mL) and MeOH (5 mL) and then the solvent was evaporated in vacuo. The crude residue was diluted in DMF (2 mL) and filtered. The remaining liquid was removed in vacuo. The residue was purified by reverse phase HPLC to afford 114 mg (52%) of 1-118., 3468-18-6

As the paragraph descriping shows that 3468-18-6 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; ALIAGAS-MARTIN, Ignacio; CRAWFORD, James; LEE, Wendy; MATHIEU, Simon; RUDOLPH, Joachim; WO2013/26914; (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.6960-42-5,7-Nitro-1H-indole,as a common compound, the synthetic route is as follows.

6960-42-5, Embodiment 2: Preparation of Compound 5b (N-(1H-Indol-7-yl)-4-methylbenzenesulfonamide); The compound 4 of the Embodiment 1 (2.00 g, 12.33 mmol) was dissolved in isopropanol (25 mL), and then Fe powder (2.07 g, 37.06 mmol) and an NH4Cl solution formulated with NH4Cl (0.13 g, 2.43 mmol) and water (7 mL) were added. After the resulting solution was heated at 60 C for 3.5 hr, a TLC test was used to confirm the completion of the reaction. Then, active charcoal was added into the reaction solution, and stirred for 3 min. The solution was filtered, and ethyl acetate was used to wash the residue until the volumn of the filtrate was 100 mL. A solution formulated with 4-methylbenzenesulfonyl chloride (3.29 g, 17.26 mmol) and pyridine (3.00 mL, 37.27 mmol) was added into the solution. The resulting solution was stirred at room temperature for 3 hr, and a TLC test was used to confirm the completion of the reaction. After the reaction was completed, ethyl acetate was added to dilute the reaction solution to 250 mL. Then, the reaction solution was sequentially washed with 1 N of HCl, water, saturated NaHCO3 solution, and brine. The color of the organic layer was red oxide after the washing step. Na2SO4 was added for dehydration, and the organic layer was filtered and concentrated to obtain a solid. The solid was re-crystallized in ethanol to obtain a needle-shaped white solid, compound 5b (2.27 g, 64%). mp 159-160 C (lit. 157-159 C); 1H NMR (200 MHz, acetone-d6) delta2.34 (s, 1H, CH3), 6.47 (dd, J= 3.1, 2.0 Hz, 1H, ArH), 6.73 (dd, J= 7.6, 1.2 Hz, 1H, ArH), 6.84 (dt, J= 7.6,1.6 Hz, 1H, ArH), 7.26 (dd, J= 4.0, 0.4 Hz, 2H, NH), 7.34-7.41 (m, 2H, ArH), 7.57 (t, J = 1. 8 Hz, 1H, ArH), 7. 61 (t, J = 1. 6 Hz, 1H, ArH), 8.71 (s, 1H, NH), 10.10 (s, 1H, NH); 13C NMR (50 MHz, acetone-d6) delta21.4, 102.9, 117.7, 119.4, 120.0, 122.3, 126.2, 128.1, 130.2, 131.0, 132.4, 137.7, 144.3; MS (EI) m/z 286 (M+, 56%), 131 (M-155, 100%), 104 (M-182, 38%).

As the paragraph descriping shows that 6960-42-5 is playing an increasingly important role.

Reference£º
Patent; Purzer Pharmaceutical Co., Ltd.; EP2366687; (2011); 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

15861-36-6, 6-Cyanoindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

15861-36-6, Example 71 Preparation of 1H-indole-6-methanamine A mixture of 1H-indole-6-carbonitrile (prepared by the literature procedure: Batcho, A. D.; Leimgruber, W. Organic Syntheses 1985, 63, 214-225; 1.50 g, 10.6 mmol), Raney nickel and concentrated aqueous ammonia (4 mL) in ethanol (50 mL) was hydrogenated at atmospheric pressure overnight. The mixture was filtered through Celite and the filter cake was washed thoroughly with ethanol, while taking care not to allow the catalyst to become dry. The combined filtrates were concentrated to give 1H-indole-6-methanamine (1.50 g, 97% yield).

15861-36-6 6-Cyanoindole 85146, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; Fotouhi, Nader; Gillespie, Paul; Guthrie, Robert William; Pietranico-Cole, Sherrie Lynn; Yun, Weiya; US2002/161237; (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.51417-51-7,7-Bromoindole,as a common compound, the synthetic route is as follows.

51417-51-7, To a solution of 7-bromoindole (1.9 g, 9.692 mmol) in dry DMF (20 mE) was added 60% NaH (581 mg, 14.5 mmol) at 00 C. The mixture was stirred at 00 C. for 30 mm. SEM-Cl (1.78 g, 10.7 mmol) was added at 00 C. The mixture was stirred at rt (15 C.) for 20 hrs. TEC (petroleum ether EtOAc=8: 1) showed most of SM was consumed and a good spot was formed. The mixture was poured into water (40 mE) and extracted with EtOAc (30 mEx3). The extract was washed with brine (30 mE), dried over Na2504 and concentrated in vacuo to afford crude (3 g). The crude was purified by silica gel chromatography eluted with EtOAc in petroleum ether from 0-10% to afford JJ-1 (2.3 g, 72.7%) as a colorless oil. HNMR showed about 10% of SM was remaining. ?H NMR (400 MHz, CDC13) oe ppm 7.56 (d, J=8.0 Hz, 1H), 7.40 (d, J=7.5 Hz, 1H), 7.19 (d, J=3.3 Hz, 1H), 7.01-6.95 (m, 1H), 6.53 (d, J=3.3 Hz, 1H), 5.88-5.83 (m, 2H), 3.55-3.46 (m, 2H),0.94-0.87 (m, 2H), -0.04–0.10 (m, 9H).

51417-51-7 7-Bromoindole 2757020, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; Pfizer Inc.; Tatlock, John Howard; McAlpine, Indrawan James; Tran-Dube, Michelle Bich; Rui, Eugene Yuanjin; Wythes, Martin James; Kumpf, Robert Arnold; McTigue, Michele Ann; (181 pag.)US2016/244475; (2016); 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

1074-86-8, 1H-Indole-4-carbaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Sjp3. Synthesis of (E)-N?-(( 1 H-indol-4-yl)methylene)-2-(2-(trifluoromethyl)phenoxy)acetohydrazide: 2-(2-(trifluoromethyl)phenoxy)acetohydrazide (0.2 g, 0.85 mmol) and 1H-indol-4-carbaldehyde (0.13 g, 0.85 mmol) were dissolved in ethanol, followed by stirring at 100 ¡ãC for 16 hours. After the completion of the reaction, the reactionmixture was concentrated under reduced pressure. The concentrate was purified by column chromatography to obtain Compound 192 (0.27 g, 88 percent).?H NMR (400 MHz, DMSO-d6): 11.57-11.33 (m, 2H), 8.43-8.25 (m, 1H), 7.64-7.44 (m, 4H), 7.25-6.96 (m, 6H), 5.37-4.84 (m, 2H)., 1074-86-8

1074-86-8 1H-Indole-4-carbaldehyde 333703, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; INJE UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION; CHOI, HoJin; LEE, JaeWon; LEE, ChangGon; HA, NiNa; SEO, Su Kil; LEE, SunMi; LEE, Song-Min; WO2014/35149; (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

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

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

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