HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromophenol → 4-((4-Bromophenoxy)methyl)-6-chloropyrimidin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromophenol | HCID 7808 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Chloro-6-(chloromethyl)pyrimidin-2-amine | HCID 20153488 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-((4-Bromophenoxy)methyl)-6-chloropyrimidin-2-amine | HCID 117942029 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 4-bromophenol (173 mg, 1.00 mmol), 4-chloro-6-(chloromethyl)pyrimidin-2-amine (CAS#: 92311-35-8) (178 mg, 1.16 mmol) and K2CO3 (175 mg, 1.00 mmol) in DMF (5 mL) was heated to 100° C. for 12 h. The reaction was cooled to RT, concentrated in vacuo, and the residue taken up in and EtOAc. The organic layer was washed with brine, dried over Na2SO4 and concentrated in vacuo. Purification on normal phase silica gel (EtOAc/petroleum ether) provided 4-((4-bromophenoxy)methyl)-6-chloropyrimidin-2-amine as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09199994B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-dfe144513ee844dfa2842af23583eab7 |
| Source note | uspto-grants-2015_12 |