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[ CAS No. 122902-82-3 ] {[proInfo.proName]}

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Chemical Structure| 122902-82-3
Chemical Structure| 122902-82-3
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Product Details of [ 122902-82-3 ]

CAS No. :122902-82-3 MDL No. :MFCD08282638
Formula : C12H15N3O Boiling Point : -
Linear Structure Formula :- InChI Key :APXFWBYFEVCORP-UHFFFAOYSA-N
M.W : 217.27 Pubchem ID :8022431
Synonyms :

Safety of [ 122902-82-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362 UN#:N/A
Hazard Statements:H315-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 122902-82-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 122902-82-3 ]

[ 122902-82-3 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 27542-85-4 ]
  • [ 122902-82-3 ]
  • [ 940290-23-3 ]
  • 2
  • [ 339314-05-5 ]
  • [ 122902-82-3 ]
  • 3
  • [ 122902-82-3 ]
  • C21H21N3O3 [ No CAS ]
  • 4
  • 3-(pyridin-4-yl)-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid [ No CAS ]
  • [ 122902-82-3 ]
  • N-(2-((2-(1H-indol-3-yl)ethyl)amino)-2-oxo-ethyl)-3-(pyridine-4-yl)-1H-pyrrole[2,3-b]pyridin-5-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
27% With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 20℃;Inert atmosphere; The starting material (1 eq) and NHS (1 eq.) Were dissolved in dichloromethane according to the following Schemes A-1 through A-3, DCC (1.1 eq.) Was added and stirred at room temperature for 30 min.The precipitate formed in the reaction solution was filteredThe filtrate was reduced in pressure to remove the solvent and the carboxylic acidAn activated intermediate was obtained.This was dissolved again in acetone, and then glycine (1 eq) dissolved in water and sodium bicarbonate (2 eq) were added. The reaction solution was stirred overnight at room temperature, and then the solvent was removed by decompression and dissolved again in water.The insoluble solids were filtered and the filtrate was adjusted to pH 3 with 10% aqueous hydrochloric acid solution to make the product fall to solid. The obtained solid was filtered and washed with water, and then the water was removed by vacuum to obtain an intermediate B. According to Scheme 8 below,3- (Pyridin-4-yl) -lH-Pyrrolo [2,3-b] pyridine-5-carboxylic acid and N- (2- (lH-indol-3- yl) ethyl) -2- aminoacetamide(22 mg, 0.1 mmol) was subjected to the general preparation procedure 2 under DMF solvent conditions. After completion of the reaction, a solution of N- (2 - ((2- (lH-indol-3-yl) ethyl) amino) -2-oxoethyl) -3- (pyridin- 4-yl) -lH-pyrrolo [2,3-b] pyridine-5-carboxamide. (12 mg, 27% yield)
  • 5
  • [ 61-54-1 ]
  • [ 949-90-6 ]
  • [ 122902-82-3 ]
  • 6
  • 3-phenyl-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid [ No CAS ]
  • [ 122902-82-3 ]
  • N-(2-((2-(1H-indol-3-yl)ethyl)amino)-2-oxoethyl)-3-phenyl-1H-pyrrolo[2,3-b]pyridine-5-carboxamide [ No CAS ]
  • 7
  • [ 754214-42-1 ]
  • [ 122902-82-3 ]
  • N-(2-((2-(1H-indol-3-yl)ethyl)amino)-2-oxoethyl)-1H-pyrrole[2,3-b]pyridine-5-carboxamide [ No CAS ]
  • 8
  • [ 1027785-06-3 ]
  • [ 122902-82-3 ]
  • N-(2-((2-(1H-indol-3-yl)ethyl)amino)-2-oxoethyl)-2-phenyl-1H-pyrrole[2,3-b]pyridin-5-carboxamide [ No CAS ]
  • 9
  • 3-benzoyl-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid [ No CAS ]
  • [ 122902-82-3 ]
  • N-((2-(2-(1H-indol-3-yl)ethyl)amino)oxoethyl)-3-benzoyl-1H-pyrrolo[2,3-b]pyridine-5-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
60% With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 20℃;Inert atmosphere; According to Scheme A, the material (1 eq), amine (1 eq) and HOBt (1 eq) from the general preparation procedure 1 were placed in a round bottom flask and dissolved in dichloromethane under nitrogen. DCC (1.1 equivalents) dissolved in dichloromethane was slowly added to the reaction solution, and the mixture was stirred at room temperature overnight. The precipitate of the reaction solution was filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography to obtain benzisoxazole of the formula: -CO-NH- (CH2) n-CO-7-azaindole compound and indole intermediate were obtained. According to Scheme 18 below, 3-benzoyl-lH-pyrrolo [2,3-b] pyridine-5-carboxylic acid(6 mg, 0.023 mmol) and N- (2- (lH-indol-3-yl) ethyl) -2- aminoacetamide(5 mg, 0.023 mmol) was subjected to the general preparation procedure 2 under DMF solvent conditions.After completion of the reaction, the residue was purified by column chromatography using methanol and dichloromethane to give N- (2 - ((2- (1H-indol-3-yl) ethyl) amino) -2- -pyrrolo [2,3-b] pyridine-5-carboxamide. (6.6 mg, 60% yield)
  • 10
  • tert-butyl (2-((2-(1H-indol-3-yl)ethyl)amino)-2-oxoethyl)carbamate [ No CAS ]
  • [ 122902-82-3 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; In methanol; diethyl ether; water; at 20℃; for 12.0h;Inert atmosphere; General procedure: Into a stirring solution of compound 11a-11c (0.3 g, 1.0 mmol) inmethanol (20 mL), ether HCl (3 mL) was added slowly at room temperature,and the reaction mixture was stirred for 12 h. The progress ofthe reaction was monitored by TLC. After completion of the reaction, theEt2O (10 mL) was added to provide HCl salt. The HCl salt was furtherconverted to free amine by treatment with Na2CO3 solution andextracted with EtOAc (2 × 30 mL). The combined organic layers weredried over Na2SO4, and concentrated in vacuo to provide the pure freeamine product 12a-12c, which were subjected to next reaction withoutfurther purification.
  • 11
  • [ 1135-24-6 ]
  • [ 122902-82-3 ]
  • (E)-N-(2-((2-(1H-indol-3-yl)ethyl)amino)-2-oxoethyl)-3-(4-hydroxy-3-methoxyphenyl)acrylamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
71% General procedure: Into a stirring solution of FA (0.3 g, 1.54 mmol) in dry THF (10 mL),HOBt (0.52 g, 3.86 mmol), EDCI.HCl (0.35 g, 2.31 mmol) and DIPEA(0.49 g, 3.86 mmol) were added. The reaction was stirred at roomtemperature for 15 min. Finally, substituted amine (1.0 equiv.) wasadded, and the reaction mixture was allowed to stir overnight at roomtemperature. The progress of the reaction was monitored by TLC. Aftercompletion of the reaction, the saturated NaHCO3 solution was addedslowly into it. The mixture was extracted with ethyl acetate (3 × 50 mL),and the combined organic layer was washed with brine, dried overNa2SO4 and concentrated under vacuum. The residue was subjected tosilica gel chromatography or crystallization to afford the aforementionedtarget compounds.
  • 12
  • [ 61-54-1 ]
  • [ 122902-82-3 ]
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