Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Sodium Bisulfite | HCID 23665763 | — |
| Reactant | HCID 90408427 | HCID 90408427 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 90408691 | HCID 90408691 | 23% |
Reaction Steps
Methyl 6-amino-2-(2,3-difluoro-4-(trimethylsilyl)phenyl)-5-methoxypyrimidine-4-carboxylate (350 mg, 0.95 mmol) was stirred in 4 mL 1,2-dichloroethane, treated with bromine (1.0 g, 6.3 mmol) and heated to 60° C. for 6 h. After cooling, the mixture was stirred with 15% sodium bisulfite solution until negative to starch-iodine paper. The mixture was diluted with ethyl acetate, washed with saturated NaCl, dried (Na2SO4), and evaporated. Purification by flash chromatography (SiO2, eluting with 0-30% ethyl acetate in hexanes) provided the title compound as white solid (75 mg, 23%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09113629B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-407ecba1b4c8443e8f425f7f5bd79a7e |
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| Source note | uspto-grants-2015_08 |
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