HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → 3-{3-[6-(2-Methoxy-phenyl)-pyrimidin-4-yl]-ureido}-piperidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 1-BOC-3-Aminopiperidine | HCID 545809 | — |
| Reactant | [6-(2-Methoxy-phenyl)-pyrimidin-4-yl]-carbamic acid ethyl ester | HCID 59509103 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-{3-[6-(2-Methoxy-phenyl)-pyrimidin-4-yl]-ureido}-piperidine-1-carboxylic acid tert-butyl ester | HCID 59509118 | 85.1% |
Reaction Steps
A mixture of [6-(2-methoxy-phenyl)-pyrimidin-4-yl]-carbamic acid ethyl ester (XL) (0.32 g, 1.1 mmol), 3-amino-piperidine-1-carboxylic acid tert-butyl ester (XLI) (0.23 g, 1.1 mmol) and toluene (4 ml) was subjected to microwave conditions at 120° C. and 100 psi pressure for 10 min. The reaction was monitored by TLC. After completion of the reaction, water was added and the mixture was extracted with ethyl acetate. The organic layer was separated, dried over anhydrous sodium sulfate and concentrated to provide 0.40 g of 3-{3-[6-(2-methoxy-phenyl)-pyrimidin-4-yl]-ureido}-piperidine-1-carboxylic acid tert-butyl ester (XLII).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08716296B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-e10bc42d21c14a8c9a1412d35ba3b27f |
| Source note | uspto-grants-2014_05 |