HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → N-Methyl-1-(methylsulfonyl)-3-pyrrolidinamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Di-tert-butyl dicarbonate | HCID 90495 | — |
| Reactant | 1-benzyl-N-methylpyrrolidin-3-amine | HCID 13787478 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-Methyl-1-(methylsulfonyl)-3-pyrrolidinamine | HCID 59686798 | — |
Reaction Steps
3-(Methylamino)-1-(methanesulfonyl)pyrrolidine was prepared from 3-(methylamino)-1-benzylpyrrolidine after four steps: i) (Boc)2O, MeOH, rt; ii) H2 (1 atm), 10% Pd/C, EtOH; iii) CH3S(O)2Cl, i-Pr2NEt, CH2Cl2; iv) CF3CO2H, CH2Cl2. (m/z): [M+H]+ calcd for C6H14N2O2S: 179.08; found, 179.2. 3R-Methylamino-1-(methanesulfonyl)pyrrolidine was prepared in a similar manner from (3R)-(methylamino)-1-benzylpyrrolidine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07786136B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-39676430a78b4800b46ecf5535828819 |
| Source note | uspto-grants-2010_08 |