Month: March 2022

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

To a stirred solution of lH-indol-5 -amine (0.6 g, 4.54 mmol) in dichloromethane (15 mL), was added triethylamine (1.3 mL, 9.08 mmol) and a solution of tert butyl carbonyl chloride (0.46 mL, 5.44 mmol) in dichloromethane (2 mL) at 0C and stirred for 1.5 h. The reaction mixture was diluted with dichloromethane and washed with water, and the organic phase was dried over anhydrous Na2S04 and concentrated in vacuo. The resultant residue was purified and yielded N-(lH-indol-5-yl)pivalamide (0.88 g, 89%). MS: 217 (M+1); 1H NMR (400 MHz, DMSO-d6) delta; 1.22 (s, 9H), 6.34-6.35 (m, 1H), 7.20 (dd, J = 8.8, 2.0 Hz, 1H), 7.26-7.29 (m, 2H), 7.77 (d, J= 2.0 Hz, 1H), 9.00 (s, 1H), 10.96 (s, 1H).

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; LUPIN LIMITED; THOTAPALLY, Rajesh; PATHAK, Ashok, Bhau; KARDILE, Bhavana, Shrirang; SINDKHEDKAR, Milind, Dattatraya; PALLE, Venkata, P.; KAMBOJ, Rajender, Kumar; WO2012/25811; (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.288385-93-3,4-Fluoro-5-methoxy-2-methyl-1H-indole,as a common compound, the synthetic route is as follows.

Cleavage of 4-fluoro-5-methoxy-2-methylindole with boron tribromide to give 4-fluoro-5-hydroxy-2-methylindole is described above., 288385-93-3

288385-93-3 4-Fluoro-5-methoxy-2-methyl-1H-indole 22030728, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Hennequin, Laurent Francois Andre; US2003/212055; (2003); 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

1008-07-7, 7-Chloro-1H-indole-3-carbaldehyde 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 3-benzyl-5-(2-hydroxyethyl)-4-methylthiazol-3-ium chloride in ethanol was added triethylamine and the mixture was stirred at 70 C for 5 min. To the resulting yellow solution were added an aldehyde and a solution of an imine in ethanol. The reaction mixture was stirred in a sealed tube at 50 – 70 C for 18 – 170 h, after which the reaction mixture was irradiated in a microwave oven at 160 C for 4 min. The reaction mixture was concentrated under reduced pressure and the crude material was purified by flash chromatography on silica gel or precipitation.

1008-07-7, As the paragraph descriping shows that 1008-07-7 is playing an increasingly important role.

Reference：
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN; BARDIOT, Dorothee; CARLENS, Gunter; DALLMEIER, Kai; KAPTEIN, Suzanne; McNAUGHTON, Michael; MARCHAND, Arnaud; NEYTS, Johan; SMETS, Wim; WO2013/45516; (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.923197-75-5,(6-Bromo-1H-indol-2-yl)methanol,as a common compound, the synthetic route is as follows.

To a suspension of (6-bromo-1H-indol-2-yl)methanol (696 mg, 3.00 mmol) in THF (25.0 mL) was added MnO2 (3.20 g, 37.0 mmol) at 0 C. The reaction mixture was stirred for 24 h at room temperature. The reaction mixture was filtered through Celite, and the filtrate was concentrated under reduced pressure to give the title compound (371 mg, 55%) as an orange solid: 1H NMR (500 MHz, CDCl3) delta 9.86 (s, 1H), 9.07 (br s, 1H), 7.64 (s, 1H), 7.61 (d, J=8.5 Hz, 1H), 7.29 (dd, J=8.5, 1.5 Hz, 1H), 7.24 (d, J=1.0 Hz, 1H)., 923197-75-5

The synthetic route of 923197-75-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ALBANY MOLECULAR RESEARCH, INC.; US2012/157469; (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

101861-63-6, 4,6-Dichloroindole-2-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example IPreparation of 4, 6-dichloro-N-(4, 4-dimeth ylcyclohexyl)- IH-indole-2-carboxamide (IA): (1A)A mixture of 4,6-dichloro-1 H-indole-2-carboxylic acid -1d: 205 g, 891 .1 mmol in 9 batches) and 4,4-dimethylcyclohexylamine.HCI -6b: 160.4 g, 980.2 mmol) in dry DMF (2290 mL) was cooled to 000 and added HATU (406.3 g, 1070 mmol) followed by5 DIPEA (775.5 mL, 4450 mmol) drop-wise and the mixture was stirred under inert atmosphere at room temperature for 17 h. Ice-cold water (7000 mL) was added to the reaction mixture and stirred vigorously and the precipitated solid was collected by filtration and dried thoroughly. The combined crude solids from all batches were purified by column chromatography over silica gel (100-200 mesh) using a solvent gradient of10 30%-40% ethyl acetate in hexanes as eluentto afford 213 g of light brown solid. It was triturated with ether/hexanes (3:7) in five cycles to give off-white solid. The solid was treated with charcoal in ethyl acetate/methanol (4:1) at 70C for 3h and filtered to afford 207 g (68.5%) of 4,6-dichloro-N-(4,4-dimethylcyclohexyl)-1 H-indole-2-carboxamide (IA) as a white solid.15 NMR (400 MHz, DMSO-d6): 6 12.06 (5, 1 H), 8.44 (d, J = 8.0 Hz, 1 H), 7.41 (5,1 H), 7.30 (5, 1 H), 7.22 (5, 1 H), 3.80-3.65 (m, 1 H), 1 .70-1 .60 (m, 2H), 1.60-1 .45 (m, 2H),1.45-1.35 (m, 2H), 1.35-1.20 (m, 2H), 0.95 (5, 3H), 0.93 (5, 3H). 130 NMR (100 MHz,DMSO-d6): 6159.3, 136.7, 133.7, 127.5, 126.2, 124.8, 119.3, 111.1, 100.6, 48.1, 37.6(20), 32.1, 29.3 (20), 28.1 (20). ESI MS: m/z 339.01 [(Mi-H] & 341 .03 [(M+2)+H]. HPLC 20 purity: 99.7%.

101861-63-6, The synthetic route of 101861-63-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NOVARTIS AG; JIRICEK, Jan; KONDREDDI, Ravinder Reddy; SMITH, Paul William; WO2014/37900; (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

1469-48-3, cis-3a,4,7,7a-Tetrahydro-1H-isoindole-1,3(2H)-dione is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a Cis-Octahydroisoindole Cis-4-cyclohexene-1,2-dicarboximide (10.9 g) was hydrogenated over 10% palladium on carbon (1 g) in absolute ethanol (420 ml) at 50 psi for 10 minutes. The mixture was filtered then evaporated to give cis-cyclohexane-1,2-dicarboximide (10.6 g). To anhydrous diethyl ether (200 ml) was cannulated under nitrogen a 1M diethyl ether solution (200 ml) of lithium aluminium hydride.

1469-48-3, As the paragraph descriping shows that 1469-48-3 is playing an increasingly important role.

Reference：
Patent; Merck Sharp & Dohme, Ltd.; US5618812; (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

393553-57-6, 6-Bromo-4-methoxy-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,393553-57-6

A solution of 6-bromo-4-methoxyindole (1, 100mg, 0.44mmol) and N-(2,2-dimethoxyethyl)-trifluoroacetamide16 (178mg, 0.88mmol, 2.0 equiv) in dichloromethane (3.0mL) was added to a solution of triethylsilane (0.43mL, 2.64mmol, 6 equiv) and TFA (0.17mL, 2.21mmol, 5 equiv) in dichloromethane (2.0mL). The reaction mixture was stirred at room temperature for 3h, cooled down to 0C and then neutralized with a saturated solution of sodium bicarbonate (?75mL). The aqueous phase was extracted with dichloromethane (3×50mL) and the combined organic phases washed with brine, dried (Na2SO4), filtered and concentrated in vacuo. Purification by column chromatography on silica gel eluting with ethyl acetate-petroleum ether (1:3) gave the title compound (83mg, 0.23mmol, 51%) as light yellow solid, M.p. 111.3-113.1C; HRMS [ESI, (M+Na)+] found 386.9925; [C13H1279BrF3N2O2+Na]+ requires 386.9926; numax (neat)/cm-1 3434, 3343, 2938, 2885, 1690, 1615, 1175, 978, 795; deltaH (500MHz, CDCl3) 8.07 (1H, br s, NH), 7.17 (1H, d, J 1.4, CH), 6.96 (1H, br s, NH), 6.89 (1H, d, J 2.3, CH), 6.65 (1H, d, J 1.4, CH), 3.94 (3H, s, Me), 3.62 (2H, dd, J 12.0, 5.7, CH2), 3.12 (2H, dd, J 9.3, 3.4, CH2); deltaC (100MHz, CDCl3) 154.2 (C=O), 138.5 (C), 122.0 (CH), 116.12 (C), 116.10 (C), 113.1 (C), 108.3 (CH), 104.3 (CH), 55.7 (Me), 42.2 (CH2), 25.4 (CH2), 2 x C not observed

The synthetic route of 393553-57-6 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Nabi, Ardalan A.; Liyu, Jessica; Lindsay, Ashley C.; Sperry, Jonathan; Tetrahedron; vol. 74; 12; (2018); p. 1199 – 1202;,
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.90924-06-4,1-Methyl-4-indolecarboxylic Acid,as a common compound, the synthetic route is as follows.,90924-06-4

Example 11 O-(7-azabenzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (113 mg), diisopropylethylamine (0.127 mL), and 4-dimethylaminopyridine in a catalytic amount were added to a mixture of N-cyclopropyl-5,6,7,8-tetrahydrocinnolin-6-amine monohydrochloride (56 mg), 1-methyl-1H-indole-4-carboxylic acid (52 mg), and DMF (2 mL) under an argon gas atmosphere, followed by stirring under heating for 60 hours at an oil temperature of 60 C., and then the resultant was cooled to room temperature. The reaction liquid was diluted with ethyl acetate and then washed with water (3 times) and saturated brine in this order, followed by drying, and concentrating under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol), thereby obtaining N-cyclopropyl-1-methyl-N-(5,6,7,8-tetrahydrocinnolin-6-yl)-1H-indole-4-carboxamide (9.3 mg).

As the paragraph descriping shows that 90924-06-4 is playing an increasingly important role.

Reference：
Patent; ASTELLAS PHARMA INC.; Kawakami, Shimpei; Sakurai, Minoru; Kawano, Noriyuki; Suzuki, Takayuki; Shiraishi, Nobuyuki; Hamaguchi, Wataru; Sekioka, Ryuichi; Moritomo, Hiroyuki; Motitomo, Ayako; US2014/249151; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10075-48-6,5-Bromo-3-methyl-1H-indole,as a common compound, the synthetic route is as follows.

Step B: 5-Bromo-1,3-dimethylindole To a stirred solution of 5-bromo-3-methylindole (2.85 g., 13.6 mmol., 1eq.) in DMF (35 mL.) was added NaH (651 mg. of a 60% dispersion in oil, 16.28 mmol., 1.2 eq.). The mixture was stirred 15 minutes. To this mixture was added iodomethane (0.930 mL., 14.93 mmol., 1.1 eq.). The mixture was stirred for 2 hours. The DMF was removed in vacuo. The residue was diluted with water and extracted 4* with Et2 O. The organic extracts were combined, dried over anhydrous MgSO4, filtered and concentrated in vacuo giving 3.04 g. 5-bromo-1,3-dimethylindole as a reddish liquid.

10075-48-6, As the paragraph descriping shows that 10075-48-6 is playing an increasingly important role.

Reference：
Patent; Merck & Co., Inc.; US5349061; (1994); 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.1204-32-6,Methyl 1-Methylindole-6-carboxylate,as a common compound, the synthetic route is as follows.

Step 2: 1-Methyl-lH-indole-6-carboxylic acid (167) [0334] Methyl 1-METHYL-LH-INDOLE-6-CARBOXYLATE 166 (1.24 MMOL) was stirred with sodium hydroxide (0.59g, 14.88 MMOL) in a 2: 2: 1 mixture of methanol/THF/water (7.5 mL) for 36 hrs at rt to form a precipitate which was collected by filtration and LYOPHILIZED overnight to give the title compound 167 (0.54g, 99percent yield). MS: 175.06 (CALC), 176.1 (OBS).

1204-32-6, The synthetic route of 1204-32-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; METHYLGENE, INC.; WO2005/30704; (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