HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonic Acid → Ethyl 4-[(3-chlorophenyl)amino]-1-ethyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonic Acid | HCID 6395 | — |
| Reactant | 3-Chloroaniline | HCID 7932 | — |
| Reactant | Ethyl 4-chloro-1-ethyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylate | HCID 57840882 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Ethyl 4-[(3-chlorophenyl)amino]-1-ethyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylate | HCID 57840969 | — |
Reaction Steps
A mixture of ethyl 4-chloro-1-ethyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylate (0.095 g), 3-chloroaniline (0.079 ml) and methanesulfonic acid (0.049 ml) in 1,4-dioxan (2.5 ml) was irradiated at 180° C. for 30 minutes with microwaves. The residue was partitioned between ethyl acetate and water, the aqueous was separated, basified with an aqueous 2M sodium bicarbonate solution and extracted three times with ethyl acetate. The combined organic layers were washed with brine, dried (MgSO4), filtered and evaporated to afford the title compound as a brown oil (0.160 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07589206B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-c22f734f7a3f4c35a0875921709e97a5 |
| Source note | uspto-grants-2009_09 |