HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1696224Generated: November 2, 2026
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 4-(Cyclohexylamino)-1H-pyrrolo[2,3-b]pyridine-5-carboxamide
https://huagongshe.com/reaction/1696224
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 4-(Cyclohexylamino)-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid | HCID 67277241 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(Cyclohexylamino)-1H-pyrrolo[2,3-b]pyridine-5-carboxamide | HCID 67278196 | 60.2% |
Reaction Steps
To a solution of 4-(cyclohexylamino)-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid (5.0 mg) in N,N-dimethylformamide (0.1 mL) were added 1-hydroxybenzotriazole (3.9 mg) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (4.5 mg). The mixture was stirred at 60° C. for 30 minutes. To the solution was added ammonium chloride and the mixture was stirred at ambient temperature for 18 hours. To the solution were added water and chloroform and the mixture was extracted with chloroform. The extract was dried over MgSO4, filtrated and evaporated in vacuo. The residue was purified by column chromatography on silica gel with chloroform and methanol (100:0 to 90:10) to give 4-(cyclohexylamino)-1H-pyrrolo[2,3-b]pyridine-5-carboxamide (3 mg) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08163767B2 |
|---|
| Source dataset | uspto-grants-2012_04 |
|---|
| ORD ID | ord-ef513ab71fd34a67ae1855dee4a2c52c |
|---|
| Source note | uspto-grants-2012_04 |
|---|