HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 6-(cyclohexylamino)-5-nitronicotinate → Methyl 3-cyclohexyl-2-(4-hydroxyphenyl)-3H-imidazo[4,5-b]pyridine-6-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 6-(cyclohexylamino)-5-nitronicotinate | HCID 22660792 | — |
| Reactant | Ethyl 4-hydroxybenzimidate hydrochloride | HCID 135442973 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl 3-cyclohexyl-2-(4-hydroxyphenyl)-3H-imidazo[4,5-b]pyridine-6-carboxylate | HCID 135674093 | 88% |
Reaction Steps
A solution of intermediate 58 (5.0 g, 20.0 mmol) and ethyl 4-hydroxybenzimidate hydrochloride (6.0 g, 30.0 mmol) in methanol (67 mL) was heated at reflux for 22 h. The reaction mixture was then cooled to rt and the precipitated solid was collected by vacuum filtration and washed sparingly with cold methanol to afford intermediate 59 as a white solid (6.13 g, 88%). ESI-MS m/e 352.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06803374B2 |
| Source dataset | uspto-grants-2004_10 |
| ORD ID | ord-fb0db238a1b8436e86c5242a3d404d20 |
| Source note | uspto-grants-2004_10 |