HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 66673692, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methoxyacetyl chloride | HCID 96623 | — |
| Reactant | HCID 53629854 | HCID 53629854 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66673692 | HCID 66673692 | 81% |
Reaction Steps
Add methoxyacetyl chloride (208 μL, 2.27 mmol) to a 0° C. solution of (R)-1-(5-bromo-pyridin-2-yl)-pyrrolidin-3-ylamine (0.5 g, 2.07 mmol) and triethylamine (317 μL, 2.27 mmol) in dichloromethane (10 mL). Remove the ice bath and stir the reaction overnight. Wash the reaction mixture with 10% aqueous NaHSO4 (20 mL). Separate the organic portion and extract the aqueous portion with dichloromethane (2×10 mL). Dry the combined organics over Na2SO4, filter, and concentrate to dryness. Purify using chromatography (0 to 5% MeOH/CH2Cl2) to afford 525 mg (81%) of the title compound. LC-MS/ES m/z (79Br) 314.0 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08101764B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-cc72645cbedd453496ab3db020188ceb |
| Source note | uspto-grants-2012_01 |