HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → (4-Benzyloxy-3,5-dimethyl-phenyl)-(6-chloro-pyrimidin-4-yl)-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4,6-Dichloropyrimidine | HCID 70943 | — |
| Reactant | 4-(Benzyloxy)-3,5-dimethylbenzaldehyde | HCID 563557 | — |
| Reactant | 1,3-Dimethyl-1H-benzimidazol-3-ium iodide | HCID 11821793 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (4-Benzyloxy-3,5-dimethyl-phenyl)-(6-chloro-pyrimidin-4-yl)-methanone | HCID 58181140 | — |
Reaction Steps
150 mg (1.00 mmol) 4,6-dichloropyrimidine, 367 mg (1.50 mmol) 4-benzyloxy-3,5-dimethylbenzaldehyde and 166 mg (0.600 mmol) 1,3-dimethyl-3H-benzimidazol-1-ium-iodide (Chem. Pharm. Bull. 1990, 1147-52) in 10.0 mL THF were stirred at RT. Then 73.0 mg (1.51 mmol) sodium hydride (50% in mineral oil) were added and the reaction mixture was refluxed for 2.5 h. The reaction mixture was added to ice water and extracted with DCM. The organic phase was dried and evaporated down.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08629137B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-2b99befe98664d19803e34af9b5504b7 |
| Source note | uspto-grants-2014_01 |