HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4,6-Trifluorobenzyl bromide → Methylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4,6-Trifluorobenzyl bromide | HCID 2777059 | — |
| Reactant | Methyl 1-(4-hydroxyphenyl)-5-oxopyrrolidine-3-carboxylate | HCID 2883518 | — |
| Reactant | (RS)-5-oxo-1-[4-(3,4,5-trifluoro-benzyloxy)-phenyl]-pyrrolidine-3-carboxylic acid methyl ester | HCID 68615462 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Methylamine | HCID 6329 | — |
| Product | (RS)-5-oxo-1-[4-(3,4,5-trifluoro-benzyloxy)-phenyl]-pyrrolidine-3-carboxylic acid methylamide | HCID 10384975 | — |
Reaction Steps
The title compound is prepared by alkylation of the (RS)-1-(4-hydroxyphenyl)-5-oxo-pyrrolidine-3-carboxylic acid methyl ester with 2,4,6-trifluorobenzyl bromide giving the (RS)-5-oxo-1-[4-(3,4,5-trifluoro-benzyloxy)-phenyl]-pyrrolidine-3-carboxylic acid methyl ester as a white solid (99% of theory) which, thereupon, by treatment with methylamine in ethanol at 50° C. yields the (RS)-5-oxo-1-[4-(3,4,5-trifluoro-benzyloxy)-phenyl]-pyrrolidine-3-carboxylic acid methylamide. Yield: 99% of theory as a white solid; MS: m/e=379 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07037935B2 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-92a19fffb9ef47be891702b2dad1ea5d |
| Source note | uspto-grants-2006_05 |