Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 908141-98-0 | HCID 57592517 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57592528 | HCID 57592528 | 37% |
Reaction Steps
To a solution of 4-(5-Bromo-furan-2-yl)-2,6-dichloro-pyrimidine (1.93 g, 6.51 mmol) in DMA (35 ml) was added morpholine (2.83 g, 32.54 mmol) and N,N-diisopropylethylamine (4.21 g, 32.54 mmol). The reaction mixture was heated to 70° C. for 7 hours whereupon it was cooled and diluted with EtOAc (100 ml) and then washed with water (2×50 ml), dried (MgSO4), filtered and concentrated in vacuo to give a dark oil. The crude residue was purified by flash chromatography (SiO2) (1:3—EtOAc:Hexanes) to give the title compound as a white crystalline solid (0.95 g, 37%). m/z (LC-MSW, ESP):396 [M+H]+, R/T=4.38 mins.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07504397B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-dc280072dcda42c8ba814fb64f18c298 |
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| Source note | uspto-grants-2009_03 |
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