Tag: M.W:100-200

32588-36-6, Indole-2-acetic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of 1,3,4,6-tetra-O-acetyl-b-D-glucosamine (1equiv) in dry CH2Cl2 at 00C under an N2 atmosphere was addedEDC.HCl (1.2 equiv), HOBT (1.2 equiv), Et3N (0.5 equiv) and carboxylicacid (1.2 equiv). The reaction mixture was stirred at room temperature for 24 h and upon consumption of the starting material;the reaction mixture was poured into ice-water (300 mL) andstirred vigorously for 20 min. The precipitate was collected via filtration and washed with ice cold water to afford the amide products as white solids. 4.2.5.1. (2S,3R,4S,5S,6R)-6-(acetoxymethyl)-3-(4-phenylbutanamido)tetrahydro-2H-pyran-2,4,5-triyl triacetate (8a). The title compoundwas synthesized from acetoxy glucosamine 7 (1.00 g, 2.88 mmol)and 4-phenylbutyric acid (0.57 g, 3.45 mmol) following GSP-1 toyield a white solid (1.17 g, 82%). M.p. 159-160 C; Optical rotation:[a]25589 + 25.0 (MeOH); 1H NMR (300 MHz, DMSO-d6): d 1.68-1.79 (m,2H, CH2), 1.90 (s, 3H, CH3), 1.98 (s, 3H, CH3), 2.01 (s, 3H, CH3), 2.02 (s,3H, CH3), 1.93-2.06 (m, 2H, CH2), 2.48-2.50 (m, 2H, CH2), 3.93-3.97(m, 2H, CH2), 3.98-4.02 (m, 1H, CH), 4.2 (dd, J = 4.9, 4.9 Hz, 1H, CH),4.90 (t, J = 9.6 Hz, 1H, CH), 5.21 (t, J = 10.0 Hz, 1H, CH), 5.75 (d,J = 8.8 Hz, 1H, CH), 7.15-7.20 (m, 3H, 3 ArCH), 7.26-7.31 (m, 2H,2 ArCH), 8.00 (d, J = 9.4 Hz, 1H, NH); 13C NMR (75 MHz,DMSO-d6): d 20.8 (CH3), 20.9 (CH3), 21.0 (2 CH3), 27.5 (CH2),34.8 (CH2) 35.4 (CH2), 52.3 (CH), 61.9 (CH2), 68.6 (CH), 72.0 (CH),72.6 (CH), 92.2 (CH), 126.3 (ArCH), 128.7 (2 ArCH), 128.8(2 ArCH), 142.0 (ArC), 169.3 (CO), 169.7 (CO), 170.0 (CO), 170.5(CO), 172.6 (CO); IR (neat): mmax 912, 1031, 1220, 1369, 1529,1656, 1739, 3333 cm1; HRMS (+ESI): Found m/z 516.1841[M+Na]+, C24H31NO10Na requires 516.1840.

32588-36-6, The synthetic route of 32588-36-6 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Biswas, Nripendra N.; Yu, Tsz Tin; Kimyon, Oender; Nizalapur, Shashidhar; Gardner, Christopher R.; Manefield, Mike; Griffith, Renate; Black, David StC.; Kumar, Naresh; Bioorganic and Medicinal Chemistry; vol. 25; 3; (2017); p. 1183 – 1194;,
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

5192-03-0, 1H-Indol-5-amine is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of 6-bromo-/V2-(lH-indol-5- l)pyrazine-2,3-diamine (Intermediate BB)[0323] To a stirred suspension of 3,5-dibromopyrazin-2-amine (3.48 g, 13.7 mmol) and H- indol-5-amine (2.00 g, 15.0 mmol) in EtOH (3.5 mL) was added diisopropylethylamine [DIEA] (2.60 mL, 15.0 mmol). The resulting mixture was stirred for 48 hr at 80C, after which it was partitioned between EtOAc and H20. The organic layer was separated, after which it was washed with brine, dried over Na2S04, filtered, and evaporated in vacuo to yield a residue that was purified via silica gel chromatography eluting with 1 :1 EtOAc :hexanes to yield the title compound (1.75 g, 42%) as a red/brown solid. 1H NMR (DMSO-dtf, 300 MHz): delta 10.98 (s, 1H), 8.22 (s, 1H), 7.83 (s, 1H), 7.31-7.28 (m, 3H), 7.19 (d, J= 8.7 Hz, 1H), 6.43 (s, 2H), 6.36 (s, 1H); HPLC retention time: 2.07 minutes; MS ESI (m/z): 304.2/306.2 (M+l)+, calc. 303.

5192-03-0, 5192-03-0 1H-Indol-5-amine 78867, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; UNIVERSITY OF ROCHESTER; GELBARD, Harris, A.; DEWHURST, Stephen; GOODFELLOW, Val, S.; WIEMANN, Torsten; RAVULA, Satheesh, Babu; LOWETH, Colin, J.; WO2011/149950; (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

31241-19-7, 5-Methoxy-2,3,3-trimethyl-3H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of 2,3,3-trimethyl-3H-indole and 3-(bromopropyl)benzene were refluxed for 72h. The reaction was cooled to room temperature, poured into cold ether, and the precipitate was filtered; mp 156-158C, 86% yield;

31241-19-7, As the paragraph descriping shows that 31241-19-7 is playing an increasingly important role.

Reference：
Article; Levitz, Andrew; Ladani, Safieh Tork; Hamelberg, Donald; Henary, Maged; Dyes and Pigments; vol. 105; (2014); p. 238 – 249;,
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

399-51-9, 6-Fluoro-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Procedure Using Formaldehyde in Place of Diethoxymethane:To a 250 L reactor, under N2 atmosphere, was charged with about 40% aqueous dimethylamine (35.68 kg, 1.0 eqv.) at about 17 C. The mixture was cooled to about 4.5 C. and glacial acetic acid (43.4 kg, 2.5 eq.) was added dropwise over 140 min while maintaining the temperature using below about 15 C. After stirring for 20 min at about 3 C., 37% aqueous formaldehyde (25.9 kg, 1.1 eq.) was slowly added over about 20 min while keeping the temperature between about 0 C. to about 10 C. 6-Fluoroindole (39.2 kg) was added. The reaction was exothermic and reached a final temperature of about 40 C., which was then cooled down to about 20 C. The reaction solution was slowly added in a 650 L reactor charged with aqueous 3M NaOH over a period of about 40 min. The suspension was stirred for about 40 min while keeping the temperature between about 5 and 20 C. The product was filtered, rinsed with DI water (120 kg) and dried at about 50 C. to afford the compound of Formula II (45.4 kg). Yield: 85%., 399-51-9

399-51-9 6-Fluoro-1H-indole 351278, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; H. LUNDBECK A/S; US2011/152539; (2011); 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.162100-95-0,6-Fluoro-5-methyl-1H-indole,as a common compound, the synthetic route is as follows.

Synthesis of intermediate 14a:A solution of 6-fluoro-5-methyl-1 H-indole [CAS 162100-95-0] (880 mg, 5.9 mmol) in CH2CI2 (50 mL) was cooled to 0C under N2-atmosphere. A solution ofdiethylalunninunn chloride 1 M in hexane (8.85 mL, 8.85 mmol) was added dropwise and the resulting mixture was kept at 0C for 15 min. A solution of 2-(4-fluoro-2- methoxyphenyl)acetyl chloride 1a (1 .67 g, 8.26 mmol) in CH2CI2 (25 mL) was added dropwise. Stirring was continued at 0C for 1 h and the reaction mixture was subsequently stirred at room temperature for 2 h. The reaction mixture was poured out in a stirring ice/Rochelle salt solution. The mixture was filtered over dicalite and the filter cake was washed several times with THF. The filtrates were combined. The layers were separated and the organic layer was washed with brine and water, dried over MgSO4, filtered and evaporated under reduced pressure. The solid residue was suspended in CH2CI2 (30 ml_). The precipitate was filtered off, washed with a small amount of CH2CI2 and dried under vacuum at 50C to provide 2-(4-fluoro-2-methoxyphenyl)-1 -(6-fluoro-5-methyl-1 H-indol-3- yl)ethanone 14a (1 .22 g)., 162100-95-0

The synthetic route of 162100-95-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JANSSEN PHARMACEUTICALS, INC.; KATHOLIEKE UNIVERSITEIT LEUVEN; KESTELEYN, Bart, Rudolf, Romanie; BONFANTI, Jean-Francois; JONCKERS, Tim, Hugo, Maria; RABOISSON, Pierre, Jean-Marie, Bernard; BARDIOT, Dorothee, Alice, Marie-Eve; MARCHAND, Arnaud, Didier, M; (86 pag.)WO2016/113371; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.165250-69-1,4-Methyl-5-nitro-1H-indole,as a common compound, the synthetic route is as follows.

5-(4-Methyl-5-nitroindol-3-ylmethyl)-2,2-dimethyl-1,3-dioxane-4,6-dione An adaption of the procedure of Flaugh was used. Thus, a solution of 4-methyl-5-nitroindole (0.880 g, 5.00 mmol), Meldrum’s acid (0.864 g, 6.00 mmol), 37% aqueous formaldehyde (0.5 mL, 6.0 mmol) and D,L-proline (0.029 g, 0.25 mmol) in 25 mL of acetonitrile was stirred at room temperature for 72 h. The resulting yellow slurry was stored at -20 C. and then the cold mixture was filtered. The filtercake was washed with cold acetonitrile and ether, and then it was dried in vacuo to give the title compound (1.055 g, 64%) as a canary-yellow solid, mp 196-198 C. (dec): IR (KBr) 3338, 1782, 1742 cm-1; 1 H NMR (DMSO-d6, 200 MHz) delta 11.46 (br s, 1H), 7.61 (d, J=8.9 Hz, 1H), 7.32 (d, J=8.9 Hz, 1H), 7.25 (d, J= 2.4 Hz, 1H), 4.74 (t, J=5.0 Hz, 1H), 3.64 (d, J=4.9 Hz, 1H), 2.80 (s, 3H), 1.84 (s, 3H), 1.69 (s, 3H). Anal. Calcd for C16 H16 N2 O6: C, 57.83; H, 4.85; N, 8.43. Found: C, 57.42; H, 4.68; N, 8.52., 165250-69-1

The synthetic route of 165250-69-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Bristol-Myers Squibb Company; US5521188; (1996); 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31241-19-7,5-Methoxy-2,3,3-trimethyl-3H-indole,as a common compound, the synthetic route is as follows.

General procedure: In parallel, substituted hydrazines 1 (4.0 g, 22.25 mmol) were reacted with 3-methylbutanone(3 mL, 28.04 mmol) in acetic acid and heated to a 100 C for 24 h. The solution was then neutralizedusing sodium bicarbonate and extracted using dichloromethane; affording substituted indolenineheterocycles 2 which was dried under reduced pressure. The heterocycles 2 were then reacted withan alkyl halide in acetonitrile at 100 C for 12-18 h. The quaternary ammonium salts 3 were precipitatedwith diethyl ether, and collected.

31241-19-7, The synthetic route of 31241-19-7 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Levitz, Andrew; Marmarchi, Fahad; Henary, Maged; Molecules; vol. 23; 2; (2018);,
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

5192-03-0, 1H-Indol-5-amine is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Using procedure A: 2-Amino-3,5-dibromo-pyrazine (100 mg) and 5-aminoindole (200 mg) yielded 150 mg of a 1 :1 mixture of 5-aminoindole and the desired product MS m/z 303 [M + H]+ which was used without further purification or characterization.; Procedure A:General procedure for SNAgamma on 2-amino-3,5-dibromo-pyrazine2-Amino-3,5-dibromo-pyrazine, triethylamine (3 equiv) and the appropiate amine or alcohol (3 equiv) were dissolved in 4 mL water and the resulting mixture was heated to 195 0C for 1 hour. Water and ethyl acetate were added and the phases separated. The water phase was extracted once more with ethyl acetate. The combined organic phases were washed (water and brine) and concentrated to yield a crude mixture of product and unre- acted amine or alcohol. This crude mixture was used without further purification or characterization in the subsequent Suzuki reaction.

5192-03-0, The synthetic route of 5192-03-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BIOVITRUM AB (publ); WO2009/95399; (2009); 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.171879-99-5,4-Chloro-6-methyl-7-azaindole,as a common compound, the synthetic route is as follows.

To a 0 C suspension of 4-chloro-6-methyl-1H-pyrrolo[2,3-b]pyridine (1.7 g, 10mmol) in N,N-dimethylformamide (20 mL) was added potassium hydroxide (1.14 g, 20.3 mmol), followed by iodine (2.54 g, 10.0 mmol). The reaction mixture was allowed to warm to room temperature and stir for 4 hours, whereupon it was diluted with water and filtered, to afford the product as a white solid. Yield: 1.6 g, 5.5 mmol, 55%. H NMR (400 MHz, CD3OD) oe 7.47 (s, 1 H), 7.04 (s, 1 H), 2.54 (s, 3H)., 171879-99-5

As the paragraph descriping shows that 171879-99-5 is playing an increasingly important role.

Reference：
Patent; PFIZER INC.; GALATSIS, Paul; HAYWARD, Matthew Merrill; KORMOS, Bethany Lyn; WAGER, Travis T.; ZHANG, Lei; HENDERSON, Jaclyn Louise; KURUMBAIL, Ravi G.; VERHOEST, Patrick Robert; STEPAN, Antonia Friederike; WO2015/92592; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.399-67-7,7-Fluoro-1H-indole-2-carboxylic acid,as a common compound, the synthetic route is as follows.,399-67-7

To a solution of 7-fluoro-1H-indole-2-carboxylic acid (78 mg, 0.435 mmol), (S)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5 -(piperidin-3-yl)benzofuran-3 -carboxamide (100 mg, 0.218 mmol) in DCM (1 ml) was added N,N-diisopropylethylamine (169 mg, 1.306 mmol), and the reaction mixture stirred for 5 mm at RT. Then 2,4,6-tripropyl-1,3,5,2,4,6- trioxatriphosphinane 2,4,6-trioxide (415 mg, 0.653 mmol) was added to the reaction mixture and stirred at RT overnight under N2 protection. The reaction mixture was concentrated under vacuum,then applied onto a silica gel column and eluted with 0-30% MeOH/EtOAc. This resulted in 78 mg (58%) of (S)-5-(1 -(7-fluoro- 1 H-indole-2-carbonyl)piperidin-3-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofiiran-3-carboxamide as white solid. LC-MS (ES, mlz) C32H30F2N4055: 620; Found: 621 [M+H]b.

399-67-7 7-Fluoro-1H-indole-2-carboxylic acid 3159626, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; MERCK SHARP & DOHME CORP.; HE, Shuwen; LAI, Zhong; DAI, Xing; XIAO, Dong; LONDON, Clare; ZORN, Nicolas; NARGUND, Ravi; PALANI, Anandan; MCCOMAS, Casey C.; LI, Peng; PENG, Xuanjia; SOLL, Richard; WO2014/205592; (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