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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1775312Generated: November 2, 2026

3,3-Diethoxypropyne → Tert-butyl (1-(2-chloro-5-(3,3-diethoxyprop-1-ynyl)pyrimidin-4-ylamino)cyclopentyl)methylcarbamate

https://huagongshe.com/reaction/1775312

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,3-DiethoxypropyneHCID 66285—
Reactanttert-butyl N-[2-[[2-chloro-5-(3,3-diethoxyprop-1-ynyl)pyrimidin-4-yl]amino]ethyl]carbamateHCID 86695595—
Reactanttert-butyl N-[2-[(5-bromo-2-chloro-pyrimidin-4-yl)amino]-2-methyl-propyl]carbamateHCID 86695601—
ProductTert-butyl (1-(2-chloro-5-(3,3-diethoxyprop-1-ynyl)pyrimidin-4-ylamino)cyclopentyl)methylcarbamateHCID 87428398—

Reaction Steps

tert-butyl N-[[1-[[2-chloro-5-(3,3-diethoxyprop-1-ynyl)pyrimidin-4-yl]amino]cyclopentyl]methyl]carbamate is synthesized by treating tert-butyl N-[2-[(5-bromo-2-chloro-pyrimidin-4-yl)amino]-2-methyl-propyl]carbamate with 3,3-diethoxyprop-1-yne in the presence of a catalyst such as Pddba using similar experimental conditions as described for the synthesis of tert-butyl N-[2-[[2-chloro-5-(3,3-diethoxyprop-1-ynyl)pyrimidin-4yl]amino]ethyl]carbamate. LCMS (ESI) 453 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260442B2
Source datasetuspto-grants-2016_02
ORD IDord-4296109e7e124eef86e73a061cfbb7cb
Source noteuspto-grants-2016_02