HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 22036275, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Hydroxypyrrolidine | HCID 98210 | — |
| Reactant | HCID 22036365 | HCID 22036365 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 22036275 | HCID 22036275 | 22% |
Reaction Steps
2-Chloro-3-(2-phenoxyethoxy)pyrazine (150 mg, 0.60 mmol; from Example 1, Step 1) was added to a stirred mixture of 3-pyrrolidinol (260 mg, 2.99 mmol) and NaH (55% dispersion in mineral oil; 110 mg, 2.50 mmol) in dioxane (2 mL), and the reaction was stirred at room temperature for 2 h. EtOAc was added and the mixture was washed with water, dried (MgSO4), and concentrated. The residue was purified by chromatography on silica gel using EtOAc/MeOH/HOAc/H2O (50:40:9:1) as eluent to give 38 mg (22%) of the title compound. Anal. (C16H19N3O3) H; C: calcd, 63.77; found, 62.20; N: calcd, 13.94; found, 13.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07071180B2 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-8ff57be5427f4569bde3cf527b709aa1 |
| Source note | uspto-grants-2006_07 |