HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (s)-n-{(s)-1-Cyclohexyl-2-[(s)-2-(indan-2-yloxymethyl)-pyrrolidin-1-yl]-2-oxo-ethyl}-2-methylamino-propionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 67004135 | HCID 67004135 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (s)-n-{(s)-1-Cyclohexyl-2-[(s)-2-(indan-2-yloxymethyl)-pyrrolidin-1-yl]-2-oxo-ethyl}-2-methylamino-propionamide | HCID 11704883 | 21.7% |
Reaction Steps
((S)-1-{(S)-1-Cyclohexyl-2-[(S)-2-(indan-2-yloxymethyl)-pyrrolidin-1-yl]-2-oxo-ethylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester (Q) (0.54 g, 1 mmol) is dissolved in DCM (8 mL) and treated with trifluoroacetic acid (4 mL) for 45 minutes. The reaction mixture is concentrated in vacuo, purified by preparative reverse-phase hplc to give 0.096 g of the methylamine (34) as a clear gum: LCMS (ES) 442.26 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07419975B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-3abb329487204045b62077784fae65ca |
| Source note | uspto-grants-2008_09 |