HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Tert-butyl 3-[methoxy(methyl)carbamoyl]pyrrolidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Reactant | 1-((Tert-butoxy)carbonyl)pyrrolidine-3-carboxylic acid | HCID 2760529 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Tert-butyl 3-[methoxy(methyl)carbamoyl]pyrrolidine-1-carboxylate | HCID 57419605 | — |
Reaction Steps
HATU (4.56 g, 12.0 mmol) was added to 1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid (2.15 g, 10.0 mmol), N-methoxy-N-methylamine hydrochloride (1.16 g, 12.0 mmol), and triethylamine (4.18 mL, 30.0 mmol) in DCM (50.0 mL), and the resulting mixture was allowed to stir at rt. After 12 h, the reaction mixture was diluted with DCM, and the combined organics were washed with water and brine, dried (sodium sulfate) and concentrated in vacuo to afford the title compound i-18a. m/z (ES) 259 (MH)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08470819B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-d6845f5a4e8c46deb65e27cf82d35e69 |
| Source note | uspto-grants-2013_06 |