HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → n-[(2-Chloro-4-fluorophenyl)methyl]-1-cyclopropyl-5-oxoprolinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 4-Oxobutanoic acid | HCID 1112 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | HCID 55265420 | HCID 55265420 | — |
| Product | n-[(2-Chloro-4-fluorophenyl)methyl]-1-cyclopropyl-5-oxoprolinamide | HCID 67461861 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a solution of [2-chloro-4-fluoro-phenyl]methyl isocyanide (0.068 g, 0.4 mmol) and succinic semialdehyde (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 a colourless gum which was triturated with diethyl ether to give N-[(2-chloro-4-fluorophenyl)methyl]-1-cyclopropyl-5-oxoprolinamide as a pale cream solid (0.058 g). LC/MS [M+H]+=310, retention time=2.16 minutes.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07718693B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-da83e0b8547b46b2b16ed1abab7aa354 |
| Source note | uspto-grants-2010_05 |