HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 1-Cyclopropyl-N-[(2,4-dichlorophenyl)methyl]-5-oxoprolinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 4-Oxobutanoic acid | HCID 1112 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | 2,4-Dichloro-1-(isocyanomethyl)benzene | HCID 2758071 | — |
| Product | 1-Cyclopropyl-N-[(2,4-dichlorophenyl)methyl]-5-oxoprolinamide | HCID 67461786 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a solution of (2,4-dichlorophenyl)methyl isocyanide (0.047 g, 0.25 mmol) and 4-oxobutanoic acid (15% in water, 0.26 ml, 0.4 mmol) in methanol (1.75 ml) was added cyclopropylamine (0.042 ml, 0.6 mmol). The mixture was heated to 100° C. for 30 minutes in a microwave reactor. The solvent was removed in vacuo and the residue was purified by mass-directed automated HPLC to give 1-Cyclopropyl-N-[(2,4-dichlorophenyl)methyl]-5-oxoprolinamide (0.072 g) as a white solid. LC/MS [M+H]+=326/328, retention time=2.29 minutes.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07718693B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-92696328365242f6aa8d9081b735d176 |
| Source note | uspto-grants-2010_05 |