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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774761Generated: November 3, 2026

Triphenylphosphine → (S)-2-((5-Bromopyridin-3-yloxy)methyl)pyrrolidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1774761

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant3-Bromo-5-hydroxypyridineHCID 599529—
Reactant(S)-(-)-N-Boc-prolinolHCID 643448—
Reactant(4-chlorophenyl)methyl (NZ)-N-[(4-chlorophenyl)methoxycarbonylimino]carbamateHCID 16218364—
Product(S)-2-((5-Bromopyridin-3-yloxy)methyl)pyrrolidine-1-carboxylic acid tert-butyl esterHCID 15480235—

Reaction Steps

In analogy to the procedure described for the preparation of intermediate A-7, 5-bromopyridin-3-ol was reacted with (S)-2-(hydroxymethyl)pyrrolidine-1-carboxylic acid tert-butyl ester in presence of di-(4-chlorobenzyl)azodicarboxylate and triphenylphosphine to give the title compound as a colorless oil. MS: 357.0 and 359.0 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260408B2
Source datasetuspto-grants-2016_02
ORD IDord-d630896bd49b4db6b16abaf546d5e7f0
Source noteuspto-grants-2016_02