HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-[2-Chloro-4-(tetrahydro-pyran-2-yloxy)-benzyl]-3,3-dimethyl-N-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-butyramide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3,3-Dimethylbutanoyl chloride | HCID 81514 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (2-Chloro-4-(tetrahydro-pyran-2-yloxy)-benzyl]-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amine | HCID 22137435 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[2-Chloro-4-(tetrahydro-pyran-2-yloxy)-benzyl]-3,3-dimethyl-N-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-butyramide | HCID 22137420 | — |
Reaction Steps
To a solution of [2-chloro-4-(tetrahydro-pyran-2-yloxy)-benzyl]-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl)-amine (0.100 g, 0.232 mmol) and triethylamine (0.100 mL, 0.696 mmol) in 2 mL methylene chloride was added tert-butylacetyl chloride (0.081 mL, 0.58 mmol) dropwise. The reaction mixture was stirred for 1 hr. at room temperature. Saturated aqueous sodium bicarbonate was added and the layers were separated. The aqueous layer was extracted with an additional 2 mL of methylene chloride. The combined organic layers were concentrated to give the title compound of Step A. MS 529.2 (M+1)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07053212B2 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-4ed963e720144eb3a6aecf13a6369021 |
| Source note | uspto-grants-2006_05 |