HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylmorpholine → N-(3-Chlorophenyl)-1-ethyl-7-(4-morpholinylcarbonyl)-1H-pyrrolo[3,2-c]pyridin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylmorpholine | HCID 7525 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Reactant | 4-[(3-Chlorophenyl)amino]-1-ethyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylic acid | HCID 57841032 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(3-Chlorophenyl)-1-ethyl-7-(4-morpholinylcarbonyl)-1H-pyrrolo[3,2-c]pyridin-4-amine | HCID 11581787 | — |
Reaction Steps
A solution of 4-[(3-chlorophenyl)amino]-1-ethyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylic acid (20 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (15 mg), 1-hydroxybenzotriazole hydrate (11 mg), morpholine (11 ul) and N-ethylmorpholine (32 ul) in dimethylformamide (2 ml) was stirred under argon over night. The reaction mixture was diluted with diethyl ether and washed with water. The aqueous layer was acidified with an aqueous 2M hydrochloric acid solution and then extracted three times with diethyl ether. The combined organic layers were washed with brine, dried (MgSO4) and evaporated to afford the title compound as a yellow oil (14 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07589206B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-a73aa566d1dd40de9803d3f5bdc6e0f0 |
| Source note | uspto-grants-2009_09 |