HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 24957317, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 24962820 | HCID 24962820 | — |
| Reactant | HCID 178465666 | HCID 178465666 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 24957317 | HCID 24957317 | 67.3% |
Reaction Steps
N-hydroxy-acetamidine (62 mg, 0.84 mmol) is added to a suspension of 3 Å molecular sieves in anhydrous THF (2 mL). After 20 min, NaH (60% in oil, 37 mg, 0.92 mmol) is added. The resulting suspension is stirred for 40 min and a solution of 3-(3,3-Dimethyl-2-oxo-1,2,3,4-tetrahydro-quinolin-4-yl)-3H-imidazole-4-carboxylic acid methyl ester (100 mg, 0.34 mmol) in THF (dry, 1 mL) is added. The resulting mixture is refluxed for 1 h. The solvent is removed under vacuum and the residue is purified by silca gel chromatography (mobile phase 0 to 40% ethyl acetate-heptane v/v), and gives the title compound (74 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143278B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-56d8b2f406d94b408201ec567409ed99 |
| Source note | uspto-grants-2012_03 |