HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-[1-(1-methoxycarbonylpiperidin-4-yl)-piperidin-4-yl]-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | 3-Amino-2-[1-(1-methoxycarbonylpiperidin-4-yl)-piperidin-4-yl]aminopyridin | HCID 22745260 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-[1-(1-methoxycarbonylpiperidin-4-yl)-piperidin-4-yl]-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one | HCID 22745299 | — |
Reaction Steps
Twenty (20) mg of 3-amino-2-[1-(1-methoxycarbonylpiperidin-4-yl)piperidin-4-yl]aminopyridin and 18 mg of triphosgene were dissolved in 2 ml of tetrahydrofuran, and to which 45 μl of triethylamine was added under cooling with ice. The system was further stirred at the same temperature for 2 hours and for an hour, at room temperature. Thereafter water was added to the reaction liquid and extracted with chloroform. The extract was dried over anhydrous sodium sulfate, concentrated and the resulting crude product was purified by silica gel chromatography (chloroform/methanol=10/1) to give 12 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06699880B1 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-51729313193b4899bcf2d02b4d802fee |
| Source note | uspto-grants-2004_03 |