HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Propanol → 4-(5-Bromo-2-propoxy-phenyl)-6-chloro-pyrimidin-2-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Propanol | HCID 1031 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 2-(2-Amino-6-chloro-pyrimidin-4-yl)-4-bromo-phenol | HCID 136080012 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(5-Bromo-2-propoxy-phenyl)-6-chloro-pyrimidin-2-ylamine | HCID 86004374 | 52.5% |
Reaction Steps
To the stirred solution of 2-(2-amino-6-chloro-pyrimidin-4-yl)-4-bromo-phenol (0.060 g, 0.20 mmol), 1-propanol (0.036 g, 0.60 mmol), and triphenylphosphine (0.157 g, 0.60 mmol) in tetrahydrofuran (5.0 ml) was added diethyl azodicarboxylate (0.104 g, 0.60 mmol). After stirring for 16 hours, the mixture was concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel eluting with ethyl acetate-hexane (1:6) to provide 4-(5-bromo-2-propoxy-phenyl)-6-chloro-pyrimidin-2-ylamine (0.036 g, 52% yield) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07419984B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-83dda32384ec47fbba0a02bb6e16db17 |
| Source note | uspto-grants-2008_09 |