HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554096Generated: October 31, 2026
Methanol → n-{[2-Chloro-3-(trifluoromethyl)phenyl]methyl}-1-cyclopropyl-5-oxoprolinamide
https://huagongshe.com/reaction/554096
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methanol | HCID 887 | — |
| Reactant | 4-Oxobutanoic acid | HCID 1112 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | [2-Chloro-3-(trifluoromethyl)phenyl]methyl isocyanide | HCID 86617532 | — |
| Product | n-{[2-Chloro-3-(trifluoromethyl)phenyl]methyl}-1-cyclopropyl-5-oxoprolinamide | HCID 67458833 | — |
Reaction Steps
To a solution of [2-chloro-3-(trifluoromethyl)phenyl]methyl isocyanide (0.088 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 N-{[2-Chloro-3-(trifluoromethyl)phenyl]methyl}-1-cyclopropyl-5-oxoprolinamide (0.076 g) as a white solid. LC/MS [M+H]+=361/363, retention time=2.39 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-e72dca0cbb154d2c813bcb2a1d5370a6 |
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| Source note | uspto-grants-2011_11 |
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