HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propargyl alcohol → 4-Methyl-6-propargyloxy-2-(6-n-propyl-2-pyridinyl)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propargyl alcohol | HCID 7859 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | propiolic acid, sodium salt | HCID 4314123 | — |
| Reactant | 4-Chloro-6-methyl-2-(6-n-propyl-2-pyridinyl)pyrimidine | HCID 14253254 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Methyl-6-propargyloxy-2-(6-n-propyl-2-pyridinyl)pyrimidine | HCID 14253144 | 83% |
Reaction Steps
To a solution of propargyl alcohol (0.82 g) in anhydrous tetrahydrofuran (80 ml) was added 60 % oily sodium hydride (0.58 g) to prepare sodium propargylate. To this solution was added at room temperature 4-chloro-6-methyl-2-(6-n-propyl-2-pyridinyl)pyrimidine (3 g). The mixture was stirred for one hour and then concentrated under reduced pressure. To the redidue obtained was added chloroform (100 ml). The mixture was washed twice with water (30 ml each) and dried over anhydrous magnesium sulfate, followed by concentration under reduced pressure. The crystalline residue obtained was washed with hexane to obtain 4-methyl-6-propargyloxy-2-(6-n-propyl-2-pyridinyl)pyrimidine (2.7 g, yield: 83 %).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04752608 |
| Source dataset | uspto-grants-1988_06 |
| ORD ID | ord-87d822a5db91496b9970effadab1d49f |
| Source note | uspto-grants-1988_06 |