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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1827536Generated: November 4, 2026

Triethylamine → N-[2-Chloro-4-(tetrahydro-pyran-2-yloxy)-benzyl]-3,3-dimethyl-N-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-butyramide

https://huagongshe.com/reaction/1827536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3,3-Dimethylbutanoyl chlorideHCID 81514—
ReactantSodium BicarbonateHCID 516892—
Reactant(2-Chloro-4-(tetrahydro-pyran-2-yloxy)-benzyl]-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amineHCID 22137435—
SolventDichloromethaneHCID 6344—
ProductN-[2-Chloro-4-(tetrahydro-pyran-2-yloxy)-benzyl]-3,3-dimethyl-N-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-butyramideHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07053212B2
Source datasetuspto-grants-2006_05
ORD IDord-4ed963e720144eb3a6aecf13a6369021
Source noteuspto-grants-2006_05