HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Piperidinoethanol → HCID 89579413, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Piperidinoethanol | HCID 18232 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Chloro-5-phenylthieno[2,3-d]pyrimidine | HCID 708730 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89579413 | HCID 89579413 | 72% |
Reaction Steps
Sodium hydride (8 mg, 0.16 mmol) was suspended in dry THF (0.5 mL). To this was added 2-(1-piperidyl)ethanol (16 μL, 0.12 mmol) and the reaction stirred for 10 min until effervescence had ceased. Then 4-chloro-5-phenyl-thieno[2,3-d]pyrimidine (20 mg, 0.08 mmol) in dry THF (0.5 mL) was added and the reaction left to stir at room temperature for 72 hrs. The reaction mixture was diluted with water and extracted with DCM. The organic layers were concentrated and the residue purified by preparative TLC (eluent 10% MeOH in DCM) to give 5-phenyl-4-[2-(1-piperidyl)ethoxy]thieno[2,3-d]pyrimidine as a yellow oil (19.4 mg, 72%). LCMS RT=3.03 min. M+1=340.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09290511B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-0649d3a11c2b49ebb79939da9e3a81d6 |
| Source note | uspto-grants-2016_03 |