HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 22599740, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-Bromo-2-butyne | HCID 2756862 | — |
| Reactant | HCID 22599864 | HCID 22599864 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22599740 | HCID 22599740 | 75.6% |
Reaction Steps
In 5 ml of tetrahydrofuran were dissolved 164 mg of 4-(2-butynyloxy)-6-(isopropylamino)pyrimidine and 106 mg of 1-bromo-2-butyne, to which 40 mg of sodium hydride (60% in oil) was added, followed by stirring at room temperature for 6 hours. Then, ice water was added to the reaction mixture, which was extracted with ethyl acetate. The organic layer was washed with an aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated. The residue was subjected to preparative silica gel thin layer chromatography to give 155 mg of 4-(2-butynyloxy)-6-(N-(2-butynyl)-N-isopropylamino)pyrimidine (the present compound (107)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06838463B2 |
| Source dataset | uspto-grants-2005_01 |
| ORD ID | ord-aa62ebe898d1485599a5465c0949f248 |
| Source note | uspto-grants-2005_01 |