Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | 1-(2-Chlorophenyl)ethanol | HCID 26082 | — |
| Reactant | 4-Amino-3-bromopyridine | HCID 26095 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Water ethylacetate | HCID 22728543 | — |
| Product | HCID 67957737 | HCID 67957737 | — |
Reaction Steps
3-Bromo-pyridin-4-ylamine (0.55 g, 3.2 mmol) was dissolved in toluene (2 mL) then Hünig's base (1.1 mL, 6.4 mmol) and phosgene (1.9M in toluene, 1.8 mL, 3.5 mmol) were added. 1-(2-Chloro-phenyl)-ethanol (0.5 g, 3.2 mmol) in toluene (3 mL) was added and the reaction was heated to 100° C. for 2.5 hours, when no starting material remained by analytical LCMS. The reaction was submitted to EtOAc/H2O workup then purified via silica gel chromatography to provide the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09272990B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-8741caa618b94d8997598365c1fdfd3d |
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| Source note | uspto-grants-2016_03 |
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