HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554099Generated: October 30, 2026
Methanol → n-[(2-Chloro-4-fluorophenyl)methyl]-1-cyclopropyl-5-oxoprolinamide
https://huagongshe.com/reaction/554099
Participants
| Role | Name | HCID | Charge |
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| 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 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 |
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| Patent number | US08048907B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-923525c43fe74607a548aa5c7651e57e |
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| Source note | uspto-grants-2011_11 |
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