HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 5-chloro-6-ethyl-N-[1-[4-(trimethylsilyl)phenyl]ethyl]-4-pyrimidinamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4,5-Dichloro-6-ethylpyrimidine | HCID 11137668 | — |
| Reactant | alpha-Methyl-4-trimethylsilylbenzenemethanamine | HCID 18948843 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 5-chloro-6-ethyl-N-[1-[4-(trimethylsilyl)phenyl]ethyl]-4-pyrimidinamine | HCID 18948844 | 60% |
Reaction Steps
The product of Step D (17 g, 86 mole), 4,5-dichloro-6-ethylpyrimidine (15 g, 86 mole) and triethylamine (24 mL, 170 mole) were dissolved in toluene (65 mL). The reaction mixture was heated to reflux overnight and then cooled. Ether and water were added and the mixture was partitioned. The aqueous phase was extracted two times with ether and the combined organic phases were dried (MgSO4) and concentrated. The resultant solid was recrystallized from acetonitrile to give the title compound as a white solid (17 g, 60% yield), mp 79°-80° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05378708 |
| Source dataset | uspto-grants-1995_01 |
| ORD ID | ord-1c893120e79e483385480402d9fa85f3 |
| Source note | uspto-grants-1995_01 |