HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 4190857, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Dimethylamine, hydrochloride | HCID 10473 | — |
| Reactant | 4,6-Dichloro-2-(methylthio)pyrimidine | HCID 80531 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 4190857 | HCID 4190857 | 73.5% |
Reaction Steps
A mixture of 4,6-dichloro-2-(methylsulfanyl)pyrimidine (5.0 g, 26 mmol), N,N-diisopropylethylamine (3.1 g, 26 mmol), triethylamine (7.15 mL, 51 mmol), and N,N-dimethylamine hydrochloride (2.09 g, 26 mmol) in tetrahydrofuran (50 mL) was heated at reflux for 16 hours. The solvent was removed and the crude material was redissolved in EtOAc and washed with a solution of citric acid (2×100 mL), followed by water (2×100 mL) and brine (2×100 mL). The organic layers were combined, dried over anhydrous MgSO4, concentrated and purified by flash chromatography [eluent: EtOAc/hexane (1:19)], giving the desired product (3.89 g, 73%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06936607B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-0e829a267f644ac68225c4ee649a8c1c |
| Source note | uspto-grants-2005_08 |