Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl 4-isocyanatobenzoate | HCID 589805 | — |
| Reactant | HCID 68647705 | HCID 68647705 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68648399 | HCID 68648399 | 13.7% |
Reaction Steps
To a solution of [4-(4-isopropyl-phenyl)-pyrimidin-2-yl]-thiophen-2-ylmethyl-amine (50 mg, 0.16 mmol) in DCM (2 mL) was added triethylamine (33 μL, 0.24 mmol) and 4-(ethoxycarbonyl)phenyl isocyanate (34 mg, 0.18 mmol). The resulting reaction mixture was heated in a CEM Exployer PLS™ microwave at 100° C. for 30 min. After cooling to room temperature the solvent was evaporated. Purification was carried out by silica gel chromatography eluting with hexanes/ethyl acetate 9:1 to give 11 mg of 4-{3-[4-(4-Isopropyl-phenyl)-pyrimidin-2-yl}-3-thiophen-2-ylmethyl-ureido}-benzoic acid ethyl ester. LCMS m/z: 502 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07820704B2 |
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| Source dataset | uspto-grants-2010_10 |
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| ORD ID | ord-71e0b10a60f14e5692332377addae786 |
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| Source note | uspto-grants-2010_10 |
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