HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonic Acid → Ethyl 4-[(3-chlorophenyl)amino]-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-1H-pyrrolo[3,2-c]pyridine-7-carboxylate | HCID 57840913 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Ethyl 4-[(3-chlorophenyl)amino]-1H-pyrrolo[3,2-c]pyridine-7-carboxylate | HCID 57840854 | — |
Reaction Steps
A mixture of ethyl 4-chloro-1H-pyrrolo[3,2-c]pyridine-7-carboxylate (0.49 g), 3-chloroaniline (0.46 ml) and methanesulfonic acid (0.28 ml) in 1,4-dioxan (10 ml) was irradiated at 180° C. for 30 minutes with microwaves. The residue was partitioned between ethyl acetate and water, the aqueous layer 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 solid (0.91 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07589206B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-814bc65728e84ef7adf2e4face7f28b1 |
| Source note | uspto-grants-2009_09 |