Day: March 16, 2022

165250-69-1, 4-Methyl-5-nitro-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Methyl-5-aminoindole A solution of 4-methyl-5-nitroindole (0.72 g, 4.1 mmol) in 50 mL of methanol was stirred with 50 mg of 10% Pd/C under H2 for 12 h. Reaction mixture was filtered and concentrated in vacuo to provide an oil (0.61 g, >95%) which was characterized as the desired product by NMR analysis and subjected to a following reaction without further purification., 165250-69-1

165250-69-1 4-Methyl-5-nitro-1H-indole 15453462, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Synaptic Pharmaceutical Corporation; US5677321; (1997); 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

4792-71-6, 5,7-Dichloro-1H-indole-2-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 102 R-Methyl 2-[(5-7-dichloro-1H-indole-2-carbonyl)-amino]-3-phenyl-propionate From 5,7-dichloro-1H-indole-2-carboxylic acid and D-phenylalanine methyl ester. 1H NMR (300 MHz, CDCl3) delta 3.25 (m, 2H), 3.80/3.95 (s, 3H), 5.10 (m, 1H), 6.62 (d, 6 Hz, 1H), 6.69 (d, 2 Hz, 1H), 7.10 – 7.15 (m, 2H), 7.25 – 7.35 (m, 3H), 7.50 – 7.56 (s, 1H), 9.35 (br, 1H)., 4792-71-6

The synthetic route of 4792-71-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PFIZER INC.; EP1134213; (2001); 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

61019-05-4,61019-05-4, 5-Methoxy-7-methyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 5-methoxy-7-methyl-1H-indole (CAS: 61019-05-4, 9.69 g, 60.1 mmol) inCH2CI2 (200 mL) at room temperature was added Boc2O (19.54 ml, 84 mmol), DMAP (0.734 g, 6.01 mmol), and Et3N (10.05 ml, 72.1 mmol). The mixture was then stirred for 16h. The reaction wasdiluted with CH2CI2 and saturated NH4CI. The aqueous phase was extracted three times withCH2CI2. The organic phase was washed with brine, dried over Na2504, filtered, and concentrated.The resulting residue was purified by silica gel flash column chromatography (EtOAc/heptanes) toprovide the title compound. MS (ESl+) m/z 262.2 (M+H).

The synthetic route of 61019-05-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NOVARTIS AG; ADAMS, Christopher; CAPPARELLI, Michael Paul; EHARA, Takeru; KARKI, Rajeshri Ganesh; MAINOLFI, Nello; ZHANG, Chun; WO2015/9616; (2015); 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

1000340-33-9, 3,4-Dibromo-7-azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Method B:A mixture of 3,4-dibromo-lH-pyrrolo[2,3-b]pyridine (D2) (1.014 g, 3.67 mmol), SEMC1 (0.650 mL, 3.67 mmol) and DIPEA (1.280 mL, 7.35 mmol) in DCM (12.54 mL) was stirred at RT under nitrogen for overnight (17 hours). TLC showed presence of starting material. Stirring continued for 3 hours. TLC showed that the reaction has completed. The reaction mixture was taken up in DCM and purified using silica gel, eluting with ethyl acetate in cyclohexane (0 to 20%). Fractions with desired product were collected and solvent reduced in vacuo to afford the title compound (0.527 g). LCMS (A): m/z (M+H)+ 407, C13H18Br2N20Si requires 406 (basic)., 1000340-33-9

1000340-33-9 3,4-Dibromo-7-azaindole 24729560, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; GLAXO WELLCOME MANUFACTURING PTE LTD; CHEN, Deborah, W.; DUNCAN, Sarah; KING, Nigel, Paul; LEE, Kiew, Ching; MAK, Sing, Yeung; RIVERS, Dean, Andrews; WO2012/170752; (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

53924-05-3,53924-05-3, 7-Chloroindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

We added phosphorus oxy chloride (0.66 mL, 7 mmol) dropwise to anhydrous DMF (5 mL) at 00C under argon. Next, we added a solution of (1-1) (1 g, 6.6 mmol) in anhydrous DMF. (15 mL) dropwise at room temperature and stirred the resulting mixture for two hours. We poured the reaction mixture into ice and saturated NaHCO3 and extracted it with ethyl acetate. We washed the combined organic solutions with saturated NaCl (1OmL x 3), dried it over anhydrous MgSO4, filtered and concentrated it to give 990 mg of product, (1-6), as a yellow-orange solid (83 %). 1H NMR (500 MHz, DMSO-d6) delta 12.22 (IH, br s), 9.93 (IH, s), 8.34 (IH, s), 8.07 (IH, d, J = 9.0 Hz)5 7.57 (IH, d, J = 1.5), 7.25 (IH, dd, J = 1.8, 7.8 Hz).

The synthetic route of 53924-05-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; THE BRIGHAM AND WOMEN’S HOSPITAL, INC.; WO2007/75772; (2007); 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

171879-99-5, 4-Chloro-6-methyl-7-azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

D124-chloro-3-iodo-6-methyl-lH-pyrrolo[2,To a stirred solution of 4-chloro-6-methyl-lH-pyrrolo[2,3-b]pyridine (4.06 g, 24.37 mmol) in DCM (80 mL) at 0 C, was added NIS (6.22 g, 27.6 mmol). The reaction mixture was then warmed to RT and stirred for 18 hours. The reaction mixture was then filtered (washed with excess DCM) to give the title compound (4.01 g). LCMS (A): m/z (M+H)+ 293, C8H6C1IN2 requires 292 (acidic)., 171879-99-5

The synthetic route of 171879-99-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXO WELLCOME MANUFACTURING PTE LTD; CHEN, Deborah, W.; DUNCAN, Sarah; KING, Nigel, Paul; LEE, Kiew, Ching; MAK, Sing, Yeung; RIVERS, Dean, Andrews; WO2012/170752; (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.2795-41-7,6-Fluoroindole-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

To a stirring solution of 6-fluoro- ?H-indole-3 -carbaldehyde SM 1 (1 .0 g, 6 mmol) in 50% EtOH/H20 (20 mL) was added (NH4)2C03 (3.0 g, 30 mmol) followed by potassium cyanide (0.6 g, 9 mmol) at room temperature. The reaction mixture was heated to 75 C for 18 h. After consumption of the starting material (by TLC), the reactionmixture was diluted with water and extracted with EtOAc. Combined organic extracts weredried over anhydrous Na2504 and concentrated under reduced pressure to obtain crudeproduct, which was purified by silica gel column chromatography eluting with 10%MeOH/DCM to afford compound 1(0.67 g, 47 %) as a white solid. LC-MS: m/z = 234.1[(M+1)].

2795-41-7, As the paragraph descriping shows that 2795-41-7 is playing an increasingly important role.

Reference：
Patent; ABBVIE INC.; KESICKI, Edward A.; WANG, Ce; PATANE, Michael A.; KLUGE, Arthur F.; VAN DRIE, JR., John H.; (121 pag.)WO2016/44777; (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

6127-19-1,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6127-19-1,6-Bromo-2-methyl-1H-indole,as a common compound, the synthetic route is as follows.

COMPARATIVE EXAMPLE 4 Synthesis of 6-bromo-2-methylindole In a reaction flask the atmosphere inside of which was substituted by nitrogen, 1.31 g (5.1 mmol) of 4-bromo-2-nitrophenylacetone, 10 g of 1-butanol and 0.065 g of 5% palladium supported on active carbon [manufactured by N.E. CHEMCAT CORPORATION (50% water-containing product)] were placed, hydrogen gas was supplied therein at ordinary pressure and 90 C., and the resulting mixture was reacted for 5 hours. After confirming the disappearance of 4-bromo-2-nitrophenylacetone with liquid chromatography, the atmosphere was substituted by nitrogen, and the catalyst was filtered off through celite. The reaction solution was subjected to quantitative analysis with liquid chromatography, and as a result of it, 6-bromo-2-methylindole was not obtained at all, and a mixture composed of many products including 2-methylindole that bromine atom was eliminated, and the like was obtained.

The synthetic route of 6127-19-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Nissan Chemical Industries, LTD.; US2007/83053; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1065181-58-9,Ethyl 5-bromo-1H-indole-7-carboxylate,as a common compound, the synthetic route is as follows.

Intermediate 87:Ethyl 5-bromo-3-(2-phenyltetrahydro-2H-thiopyran-4-yl)-1H-indole-7-carboxylate.To a solution of 2-phenylthian-4-one (SJTU) (0.900 g, 4.68 mmol) in dichloromethane (DCM) (15 ml_), cooled on an ice bath to 0 0C, under argon, was added dropwise trimethylsilyl trifluoromethanesulfonate (1.807 ml_, 10 mmol) over 10 minutes, an additional portion of dry DCM (5 ml.) was used to wash the addition funnel walls. To this mixture ethyl 5-bromo-1 H-indole-7- carboxylate (1.340 g, 5.00 mmol) was added dropwise, in solution with of dry DCM, over 2 hours. Finally, triethylsilane (3.19 ml_, 20 mmol) was added in one portion and the mixture was stirred 2 h at ca 0 0C, and left stirring at 23 0C 16 h. The reaction was quenched with a saturated aqueous solution of sodium bicarbonate, and the resulting biphasic mixture partitioned with DCM to afford 2.21 g of brow gummy oil. LCMS of product may indicate an overlapping mixture of ca 5:2 major to minor isomers (cis/trans). LC/MS: m/z 448.1 (M+H), Rt 3.23 min., 1065181-58-9

1065181-58-9 Ethyl 5-bromo-1H-indole-7-carboxylate 59332585, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/118724; (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.399-51-9,6-Fluoro-1H-indole,as a common compound, the synthetic route is as follows.

To reactor A were charged diethoxymethane (DEM)(65 mE, 0.52 mol), water (50 mE) and formic acid (39 mE, 1.02 mol)). The mixture was heated at approx. 80 C. (reflux) for approx. 2 h and then cooled to approx. 20 C. To reactor B were charged 6-fluoroindole (50 g, 0.37 mol) and 80% acetic acid (66 mE, 1.17 mol). The suspension was cooled to 2-5 C. 40% Aq. dimethylamine (103 mE, 2.04 mol) was added drop- wise to reactor B keeping the temperature below approx. 15 C. The reaction mixture was stirred for approx. 20 mm and at the same time the temperature was adjusted to 2-4 C. The mixture from reactor A (DEM, water, formic acid, formaldehyde and ethanol at about 20 C.) was added drop-wise to reactor B while keeping the temperature at 2-8 C. The reaction mixture was stirred for additional 10 mm at 2-8 C. The reaction mixture was slowly warmed to approx.40 C. over a 1 h period. The reaction mixture was stirred at approx. 40C. for an additional 1 h. The reaction mixture was cooled to about 20 C. To reactor C was charged aq. NaOH (800 mE, 2.40 mol, 3 M) and the solution was cooled to about 10 C. The reaction mixture from reactor B was added dropwise to the NaOH solution in reactor C while keeping the temperature at 10-15C. (pH>14). The suspension was stirred for 40 mm at 5-20C. (pH>1 4). The product was collected by filtration and the filter-cake was washed twice with water (2×250 mE). The product was dried at approx. 60 C. under vacuum for 16 h to yield Compound (II) (67.6 g, 95%) with 98% UV purity in HPLC analysis., 399-51-9

As the paragraph descriping shows that 399-51-9 is playing an increasingly important role.

Reference：
Patent; H. Lundbeck A/S; JACOBSEN, Mikkel Fog; NIELSEN, Ole; (16 pag.)US2016/168089; (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