HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropanol → 2-chloro-5-phenyl-N-(pyridin-2-ylmethyl)thieno[2,3-d]pyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Pyridinemethanamine | HCID 19509 | — |
| Reactant | 2,4-Dichloro-5-phenylthieno(2,3-d)pyrimidine | HCID 12724228 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-chloro-5-phenyl-N-(pyridin-2-ylmethyl)thieno[2,3-d]pyrimidin-4-amine | HCID 86596369 | 97.1% |
Reaction Steps
A mixture of 2,4-dichloro-5-phenyl-thieno[2,3-d]pyrimidine (0.82 g, 2.92 mmol), 2-(aminomethyl)pyridine (0.35 g, 3.21 mmol), triethylamine (0.32 g, 0.45 ml, 3.21 mmol) and propan-2-ol (20 ml) was stirred at ambient temperature for 72 hours. Water (50 ml) was added to the reaction mixture and the organic phase was extracted using dichloromethane (3×50 ml). The combined extracts were washed with water and dried (MgSO4). The solvent was removed in vacuo to give 2-chloro-N-(2-pyridyl)methyl-5-phenylthieno[2,3-d]pyrimidin-4-ylamine (1.0 g) as a white solid which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022076B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-a918ccac91634ac1a3b5a626c575839e |
| Source note | uspto-grants-2011_09 |