HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 86637534, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (-)-3-Hydroxytetrahydrofuran | HCID 641512 | — |
| Reactant | N-(4,6-Dichloropyrido[3,2-d]pyrimidin-2-yl)acetamide | HCID 57698319 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86637534 | HCID 86637534 | 51% |
Reaction Steps
(R)-(−)-3-hydroxy-tetrahydrofuran (0.62 mL) was added to a suspension of NaH (0.31 g, 7.7 mmol) in THF (15 mL). After stirring for 1 hour, the resulting mixture was added to a suspension of N-(4,6-dichloro-pyrido[3,2-d]pyrimidin-2-yl)-acetamide (0.9 g, 3.5 mmol) in THF (15 mL). The mixture was stirred at room temperature for 20 minutes, then diluted with EtOAC (100 mL) and washed with brine. The organic layer was dried over Na2SO4 and concentrated to afford 6-chloro-4-(tetrahydro-furan-3-yloxy)-pyrido[3,2-d]pyrimidin-2-ylamine as a yellow solid (0.55 g, yield: 51%) which was characterized by its mass spectrum as follows: MS (m/z) 309.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143394B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-9c8f69c9c93c4ea29e2512d97429a096 |
| Source note | uspto-grants-2012_03 |