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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 361802Generated: October 29, 2026

Isopropyltriphenylphosphonium iodide → 1-tert-Butoxycarbonyl-4-[N-methyl-N-(3-(2-methyl-1-propenyl)-2-pyridinyl)amino]piperidine

https://huagongshe.com/reaction/361802

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropyltriphenylphosphonium iodideHCID 2723783—
Reactant1-tert-Butoxycarbonyl-4-[N-methyl-N-(3-(formyl)-2-pyridinyl)amino]piperidineHCID 10495874—
ReactantButyllithiumHCID 178418339—
Product1-tert-Butoxycarbonyl-4-[N-methyl-N-(3-(2-methyl-1-propenyl)-2-pyridinyl)amino]piperidineHCID 10736316—

Reaction Steps

Following the general procedure of EXAMPLE 16 and making non-critical variations but starting with n-butyl lithium (1.6M, 3.9 ml, 6.26 mmol), isopropyltriphenylphosphonium iodide (2.71 g, 6.26 mmol), and 1-tert-butoxycarbonyl-4-[N-methyl-N-(3-(formyl)-2-pyridinyl)amino]piperidine (XXIV, EXAMPLE 26) (1.0 g, 3.13 mmol), the title compound is obtained, NMR (300 MHz, CDCl3) 1.30, 1.50-1.59, 1.64, 1.75, 2.42-2.50, 2.61, 3.40-3.50, 3.95-4.06, 5.88, 6.62, 7.18 and 7.95δ.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05866589
Source datasetuspto-grants-1999_02
ORD IDord-9c07b3faec4c4f6a9ef82117e36a8bb9
Source noteuspto-grants-1999_02