Tag: M.W:300-400

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1145678-74-5,(1-Tosyl-1H-indol-4-yl)methanamine,as a common compound, the synthetic route is as follows.,1145678-74-5

To a stirred mixture of 1-Boc-piperidin-4-one (0.25 g, 1.256 mmol), 4 A molecular sieves (0.25 g), allyl boronic acid pinacol ester (0.255 g, 1.507 mmol) in toluene (10.0 mL), 1-tosyl- 1 H-indol-4-yl)methanamine (0.45 g, 1.507 mmol) was added and the reaction mixture was heated to reflux for 16 h. The mixture was filtered through a pad of celite. The filtrate was concentrated under reduced pressure and the residue was purified by column chromatography (eluent: 10% ethyl acetate in hexane) to yield the title compound as a white solid (0.2 g, 70 %). LCMS RtA = 0.341 , [M+H]+ = 524.0

The synthetic route of 1145678-74-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NOVARTIS AG; BADIGER, Sangamesh; BEHNKE, Dirk; BETSCHART, Claudia; CHAUDHARI, Vinod; COTESTA, Simona; HINRICHS, Juergen Hans-Hermann; OFNER, Silvio; PANDIT, Chetan; WAGNER, Juergen; WO2011/76747; (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.192189-07-4,tert-Butyl 3-iodo-1H-indole-1-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: First, Pd(OAc)2 (4.50 mg, 0.02 mmol), NaHCO3 (210 mg, 2.50 mmol), nBu4NCl (278 mg,1.00 mmol) and dry, degassed DMF (3 mL) were placed in an argon flushed screw-cap Schlenktube. Then, (hetero)aryl iodide 1 (1.00 mmol) and allyl alcohol (2) (1.5 mmol) were added (forexperimental details, see Table 2). The mixture was placed in an oil bath at 50 C and was stirreduntil the educt had disappeared as monitored by TLC. After cooling to room temperature, MgO(75.0 mg, 1.86 mmol), PPh3, (262 mg, 1.00 mmol) and ethyl bromoacetate (167 mg, 1.00 mmol)were subsequently added to the reaction mixture and was heated to 50 C for the time t2. Aftercompletion of the sequence the crude reaction mixture was allowed to cool to room temperatureand diluted with ethyl acetate and extracted three times with water. The organic phase was driedwith anhydrous magnesium sulfate and adsorbed on Celite during evaporation. Then, theproduct was purified by chromatography on silica gel (n-hexane/ethyl acetate) to afford theanalytically pure 5-(hetero)arylpent-2-enoates 4., 192189-07-4

192189-07-4 tert-Butyl 3-iodo-1H-indole-1-carboxylate 10497531, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Article; Panther, Jesco; Roehrich, Adalbert; Mueller, Thomas J. J.; ARKIVOC; vol. 2012; 3; (2012); p. 297 – 311;,
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

1265231-91-1, 3-(Dimethylamino)-2-(1-(phenylsulfonyl)-1H-indole-2-carbonyl)acrylonitrile is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1265231-91-1, Step 1: Synthesis of [5-amino-1-(2-methyl-1H-benzimidazol-5-yl)-1H-pyrazol-4-yl]-(1-benzenesulfonyl-1H-indol-2-yl)-methanone (1001) (2-Methyl-1H-benzimidazol-5-yl)-hydrazine dihydrochloride (830 mg) was added to an ethanol solution (15 ml) of crude 2-(1-benzenesulfonyl-1H-indole-2-carbonyl)-3-dimethylamino acrylonitrile (1.17 g). The reaction mixture was heated with stirring under reflux for four hours. After cooling to room temperature, the mixture was allowed to stand at room temperature. The precipitated solid was collected by filtration, and washed with ethanol to give [5-amino-1-(2-methyl-1H-benzimidazol-5-yl)-1H-pyrazol-4-yl]-(1-benzenesulfonyl-1H-indol-2-yl)-methanone was obtained as a yellow solid (1.5 g, with a two-step yield of 91%). 1H-NMR (DMSO-D6) delta: 8.15-8.13 (2H, m), 8.02 (1H, dd, J = 8.4, 0.8 Hz), 7.97 (1H, d, J = 2.0 Hz), 7.92 (1H, d, J = 8.8 Hz), 7.87 (1H, s), 7.76-7.62 (5H, m), 7.49-7.45 (1H, m), 7.36-7.26 (4H, m), 2.82 (3H, m) ESI (LC-MS positive mode) m/z 497 [(M+H)+]

As the paragraph descriping shows that 1265231-91-1 is playing an increasingly important role.

Reference：
Patent; Chugai Seiyaku Kabushiki Kaisha; F.Hoffmann-La Roche AG; EP2471786; (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

170147-29-2, tert-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-Benzyloxy-1-tert-butoxycarbonyl-1H-indole (3.14 g) was dissolved in 10% THF/methanol (80 mL), and 10% palladium hydroxide/carbon (50 mg) was added to the solution at room temperature. The mixture was stirred for 30 minutes under a stream of hydrogen at ambient pressure. The reaction mixture was filtered through a Celite pad, and the catalyst was washed with methanol. The filtrate was concentrated under reduced pressure, and ethyl acetate (50 mL) was added to the residue. The precipitated solid was collected by filtration, whereby the title compound (1.85 g) was yielded. NMR (DMSO-d6) delta: 1.47(9H,s),2.95(2H,t,J=8.4Hz),3.83(2H,t,J=8.5Hz)6.51(1H,d,J=8 5Hz),6.60(1H,s),7.53-7.22(1H,m),9.00(1H,s)., 170147-29-2

170147-29-2 tert-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate 10663688, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Daiichi Sankyo Company, Limited; EP2017263; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.170147-29-2,tert-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of 1,1 -dimethylethyl 5-[(phenylmethyl)oxy]-lH-indole-l -carboxylate(1.76 g, 4.8 mmol) in tetrahydrofuran (10 mL) was added triisopropyl borate (2.2 mL, 9.5 mmol). The solution was stirred in an ice-water bath under a nitrogen atmosphere and lithium diisopropylamide (2 M in heptane/tetrahydrofuran/ethylbenzene) (4 mL, 8 mmol) was added, portionwise, over 20 min. The reaction mixture was swirled to facilitate mixing, then stirred with cooling for 45 m. Lithium diisopropylamide (2 M in heptane/tetrahydrofuran/ethylbenzene) (0.8 mL, 1.6 mmol) was added to the reaction mixture over a 5-min period. The cold reaction mixture was swirled to facilitate mixing, then stirred for 75 min. Hydrochloric acid (1 N) (50 mL) was added to the reaction mixture and the aqueous mixture was extracted with ethyl acetate. The organic extract was washed with water followed by saturated sodium chloride, dried over magnesium sulfate, filtered, and the filtrate was concentrated to give 2.03 (100%) of {l-{[(l,l-dimethylethyl)oxy]carbonyl}-5-[(phenylmethyl)oxy]-l/f-indol- 2-yl}boronic acid as a tan solid. 1U NMR (400 MHz, DMSO-J6): delta 8.15 (s, 2H), 7.93 (d, J = 9 Hz, IH), 7.44 (d, 2H), 7.37 (m, 2H), 7.30 (m, IH), 7.15 (d, J = 2 Hz, IH), 6.94 (dd, J = 9, 2 Hz, IH), 6.51 (s, IH), 5.09 (s, 2H), 1.56 (s, 9H).

170147-29-2, As the paragraph descriping shows that 170147-29-2 is playing an increasingly important role.

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/5998; (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

192189-07-4, tert-Butyl 3-iodo-1H-indole-1-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 10 (500mg, 1.Smmoi) in 5mL of dry dioxane was added 11(300mg, 2.9mmoi), CuT (30mg. 0.iSmmoi), Pd( Ph3)2C12 (70mg, 0.iSrnmoi) and TEA (400mg, 3.9mmoi). The mixture was degassed under vacuo and purged with N2 for several times. Then the mixture was stirred at 100C for 4h. TLC showed the obtaining of the product. The mixture was concentrated. The crude was washed with water (2OrnL) and extracted with EtOAc (8OmL).The organic layer was washed with water and brine, dried over anhydrous Na2SO4 and concentrated. The residue was purified by prepTLC to give product 12 (450 mg, yield: 94.3%).LCMS: m/z, 3 19.1 (M+H)., 192189-07-4

192189-07-4 tert-Butyl 3-iodo-1H-indole-1-carboxylate 10497531, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; HUA MEDICINE (SHANGHAI) LTD.; CHEN, Li; LI, Yongguo; (44 pag.)WO2017/173604; (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

1059630-08-8, (4aS,9bR)-Ethyl 6-bromo-3,4,4a,5-tetrahydro-1H-pyrido[4,3-b]indole-2(9bH)-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1059630-08-8, (4aS,9bR)-ethyl 5-(2-amino-2-oxoethyl)-6-bromo-3,4,4a,5-tetrahydro-lH- pyrido[4,3-b]indole-2(9bH)-carboxylate may be prepared by heating to a reflux a suspension of (4aS,9bR)-ethyl 6-bromo-3,4,4a,5-tetrahydro-lH-pyrido[4,3-b]indole- 2(9bH)-carboxylate (5.648g, l7.4mmol), 2-chloroacetamide (7.32g, 78.2mmol), potassium iodide (19.2g, 77.7mol) and diisopropylethylamine (l9mL, H5mmol) in acetonitrile (80mL) for 27 hours. The solvent is removed in a vacuo and water (200mL) is added to the residue and stirred for 1 hour. The resulting white solid is filtered off, washed with ethanol and dried.

As the paragraph descriping shows that 1059630-08-8 is playing an increasingly important role.

Reference：
Patent; INTRA-CELLULAR THERAPIES, INC.; LI, Peng; ZHANG, Qiang; (113 pag.)WO2019/241278; (2019); 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

170147-29-2, tert-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 250 mL flask was placed tert-butyl 5-(BENZYLOXY)-1H-INDOLE-1-CARBOXYLATE (3.3 g, 14 MMOL) in 100 mL of acetone. 1,3-Dibromopropane (5.74 mL, 56.6 MMOL) was added, followed by cesium carbonate (5.5 g, 17 MMOL). The reaction was heated to reflux for 5 h. The reaction was cooled to room temperature and diluted with water (200 mL). The mixture was transferred to a separatory funnel and extracted with ethyl acetate (2 x 150 mL). The combined organics were dried (MGS04), filtered, and evaporated. The residue was then purified via flash chromatography to provide 4.7 g of TERT-BUTYL 5- (3- BROMOPROPOXY)-1H-INDOLE-1-CARBOXYLATE (94%). 1H-NMR (DMSO-D6) No. 7.99-7. 89 (d, 1H), 7.61 (s, 1H), 7.17 (s, 1H), 6.98-6. 91 (d, 1H), 6.62 (s, 1H), 4.16-4. 05 (t, 2H), 3.64 (t, 2H), 2.37-2. 20 (m, 2H). LCMS RT= 3.55 min; [M] += 254. 1., 170147-29-2

The synthetic route of 170147-29-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2004/43950; (2004); 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.1059630-08-8,(4aS,9bR)-Ethyl 6-bromo-3,4,4a,5-tetrahydro-1H-pyrido[4,3-b]indole-2(9bH)-carboxylate,as a common compound, the synthetic route is as follows.

To a degassed mixture of (4aS,9bR)-ethyl 6-bromo-3,4,4a,5- tetrahydro-lH-pyrido[4,3-b]indole-2(9bH)-carboxylate (1.60 g, 8.0 mmol), 2-chloro-2,2- dideuterio-N-methylacetamide (1.74 g, 16 mmol), and KI (2.68 g, l6mmol) in dioxane (28 mL), diisopropylethylamine (2.8 mL, 16 mmol) is added at room temperature. The reaction mixture is then heated to 104 C under vigorous stirring for 20 h. Solvents are removed under vacuum and the residue is suspended in dichloromethane (50 mL) and extracted with water (20 mL). The organic phase is separated, dried over K2CO3 and concentrated to a residue. (0256) The product is purified by silica gel column chromatography using a gradient of 0 – 100% mixed solvents [ethyl acetate/methanol (10 : 1 v/v) ] in ethyl acetate to yield (4aS,9bR)-ethyl 6-bromo-5-(l,l-dideuterio-2-(methylamino)-2-oxoethyl)-3,4,4a,5-tetrahydro-lH-pyrido[4,3- b]indole-2(9bH)-carboxylate a brown solid (1.15 g, yield 36%). MS (ESI) m/z 398.1 [M+l] +.

1059630-08-8, As the paragraph descriping shows that 1059630-08-8 is playing an increasingly important role.

Reference：
Patent; INTRA-CELLULAR THERAPIES, INC.; LI, Peng; DAVIS, Robert; (46 pag.)WO2019/183546; (2019); 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

1145678-74-5, (1-Tosyl-1H-indol-4-yl)methanamine is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,1145678-74-5

step 4: A tube was charged with 53 (415 mg, 1.38 mmol), 46 (486 mg, 2.07 mmol), DIPEA (1.0 ml) and IPA (3 mL), degassed, sealed and heated at 120 C overnight. The mixture was concentrated in vacuo. The residue was purified by Si02 chromatography eluting with a DCM/MeOH gradient (3.3 to 5%> MeOH) to afford 330 mg (48%) of N4-(5-cyclopropyl-lH-pyrazol-3-yl)- N2-((l-tosyl-lH-indol-4-yl) methyl) pyrimidine-2,4-diamine (50) as yellow solid: MS (ESI) m/z = 500.3 [M+l] +.

The synthetic route of 1145678-74-5 has been constantly updated, and we look forward to future research findings.

Reference：
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