Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | (4-Aminophenoxy)benzene | HCID 8764 | — |
| Reactant | HCID 22309469 | HCID 22309469 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 66769367 | HCID 66769367 | 42.8% |
Reaction Steps
To a stirring solution of tert-butyl 3-(6-chloropyrimidin-4-ylamino)pyrrolidin-1-carboxylate (0.5 g, 1.6 mmol) and 4-phenoxy aniline (0.309 g, 1.6 mmol) in ethanol (4 mL) was added acetic acid (0.1 mL) and the reaction mixture was heated at 100° C. for 36 h. The reaction mixture was cooled, ethanol was removed under reduced pressure and the residue was taken in ethyl acetate (10 mL). It was washed with NaHCO3 solution (2 mL), brine (2 mL), dried over Na2SO4 and concentrated under reduced pressure. The residue was further purified by column chromatography (SiO2, 60-120, chloroform/methanol, 9/1) to yield tert-butyl 3-(6-(4-phenoxyphenylamino)pyrimidin-4-ylamino)pyrrolidine-1-carboxylate (0.3 g, 42.8%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08329901B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-d034b0b7030a4d28b0a0e2d578fb00b0 |
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| Source note | uspto-grants-2012_12 |
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