HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 1-(4-Cyclopropylpyridin-3-yl)imidazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-(2-Chloroethyl)-3-(4-cyclopropylpyridin-3-yl)urea | HCID 86729663 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(4-Cyclopropylpyridin-3-yl)imidazolidin-2-one | HCID 70982007 | 94% |
Reaction Steps
1-(2-Chloroethyl)-3-(4-cyclopropylpyridin-3-yl)urea (I-1c: 200 mg, 0.836 mmol) in dry THF was added drop wise to a stirred mixture of NaH (40.16 mg, 1.67 mmol) in dry THF (5 mL) at 0° C. over a period of 10 minutes. The resulting mixture was stirred at room temperature for 2 hours. The reaction was monitored by TLC (10% methanol in CHCl3). The reaction mixture was quenched with methanol and concentrated to afford the crude product. Purification by column chromatography on silica gel (2% methanol in CHCl3) afforded 140 mg of the product (94% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09339501B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-c07ad2eeaf2b45aea782000f7904015b |
| Source note | uspto-grants-2016_05 |