HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methane → 2-(3-chlorophenyl)-3H-imidazo[4,5-b]pyridine-3-acetic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methane | HCID 297 | — |
| Reactant | N-[3-[(3-chlorobenzoyl)amino]-2-pyridinyl]glycine ethyl ester | HCID 14390494 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(3-chlorophenyl)-3H-imidazo[4,5-b]pyridine-3-acetic acid ethyl ester | HCID 15617187 | 44% |
Reaction Steps
Solid N-[3-[(3-chlorobenzoyl)amino]-2-pyridinyl]glycine ethyl ester, 12.84 g (0.038 mole) was heated in glass at 210°-20° C. in a Wood's metal bath for 7 minutes. The residue was dissolved in methylene chloride, treated with charcoal, and filtered through a Celite pad. The orange filtrate was treated with Florisil® to give a pink filtrate. The filtrate was evaporated to give a solid, which was recrystallized from tetrahydrofuran-petroleum ether. The solid was collected, washed with petroleum ether, and dried under high vacuum at 50° C. for 5 hours to give 5.3 g (44%) of title compound, mp 98°-99.8° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04948800 |
| Source dataset | uspto-grants-1990_08 |
| ORD ID | ord-162d0b04c93f4e46b880fcfe0ad8c56d |
| Source note | uspto-grants-1990_08 |