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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 878014Generated: October 30, 2026

Diethyl Ether → 2,2-dimethyl-N-(pyridin-3-yl)propanamide

https://huagongshe.com/reaction/878014

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTriethylamineHCID 8471—
Reactant3-AminopyridineHCID 10009—
ReactantPivaloyl chlorideHCID 62493—
SolventTetrahydrofuranHCID 8028—
Product2,2-dimethyl-N-(pyridin-3-yl)propanamideHCID 4655044—

Reaction Steps

To a solution of pyridin-3-ylamine (20 g, 212.49 mmol, CAS RN 462-08-8) in a mixture of THF:Et2O (175 mL; 2.5:1 v/v) was added slowly a solution of pivaloyl chloride (26 mL, 212.5 mmol, CAS RN 3282-30-2) in THF (50 mL) and Et3N (44 mL, 318.7 mmol) at 0° C. and left stirring at that temperature for 1 h. After the completion of reaction, the reaction mixture was filtered, and the filtrate was evaporated in vacuo. The crude filter cake was washed with n-hexane to yield the title compound. Colorless crystalline solid (32 g, 85%). MS (ESI): m/z=179.4 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987307B2
Source datasetuspto-grants-2015_03
ORD IDord-fa02986f556c465589f7a0a62ccbc8be
Source noteuspto-grants-2015_03