Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(2-Aminoethyl)-5,5-dimethylimidazolidine-2,4-dione | HCID 57428804 | — |
| Reactant | HCID 57428834 | HCID 57428834 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 60204471 | HCID 60204471 | — |
Reaction Steps
A 10% (w/v) solution of 1-(2-aminoethyl)-5,5-dimethylimidazolidine-2,4-dione in MeOH (4.3 mL, 2.5 mmol) was added to a 10 mL microwave vessel. The MeOH was evaporated with a stream of N2, to leave an oily solid which was dissolved in 0.58 mL (3.3 mmol) of N,N-diisopropylethylamine and 5 mL of iPrOH, to which was added 0.65 g (1.7 mmol) of 5-bromo-4-(3-bromo-5-chlorothiophen-2-yl)-2-chloropyrimidine. The reaction mixture was heated in a microwave to 170° C. for 20 min then concentrated in vacuo and purified by flash chromatography eluting with a linear gradient of 60% EtOAc in hexane to neat EtOAc to deliver the title compound. MS (M+H)+ 524.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07858785B2 |
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| Source dataset | uspto-grants-2010_12 |
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| ORD ID | ord-b024744ab1214432af7b2e542be7e883 |
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| Source note | uspto-grants-2010_12 |
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