HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Prop-1-en-2-yl (4-((6-(3-pivaloylureido)pyridin-3-yl)oxy)pyridin-2-yl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Isopropenyl chloroformate | HCID 93846 | — |
| Reactant | N-((5-((2-aminopyridin-4-yl)oxy)pyridin-2-yl)carbamoyl)pivalamide | HCID 90409811 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | Prop-1-en-2-yl (4-((6-(3-pivaloylureido)pyridin-3-yl)oxy)pyridin-2-yl)carbamate | HCID 90445670 | 54.5% |
Reaction Steps
A 0° C. suspension of Example C1 (1.2 g, 3.64 mmol) in pyridine (20 mL) was treated with isopropenyl chloroformate (0.398 mL, 3.64 mmol), stirred for 30 min, then treated with water. The resulting solid was collected via filtration and purified via silica gel chromatography (EtOAc/Hex, MeOH/DCM) to afford prop-1-en-2-yl (4-((6-(3-pivaloylureido)pyridin-3-yl)oxy)pyridin-2-yl)carbamate (820 mg, 54%). MS (ESI) m/z: 414.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309224B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-e9b42f27212847df83233daa08bd2b54 |
| Source note | uspto-grants-2016_04 |