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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774755Generated: November 1, 2026

Triphenylphosphine → (S)-Tert-butyl 2-(((5-bromopyridin-3-YL)oxy)methyl)azetidine-1-carboxylate

https://huagongshe.com/reaction/1774755

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant3-Bromo-5-hydroxypyridineHCID 599529—
Reactanttert-butyl (2S)-2-(hydroxymethyl)azetidine-1-carboxylateHCID 10511797—
Reactant(4-chlorophenyl)methyl (NZ)-N-[(4-chlorophenyl)methoxycarbonylimino]carbamateHCID 16218364—
Product(S)-Tert-butyl 2-(((5-bromopyridin-3-YL)oxy)methyl)azetidine-1-carboxylateHCID 10688713—

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-azetidine-1-carboxylic acid tert-butyl ester in presence of di-(4-chlorobenzyl)azodicarboxylate and triphenylphosphine to give the title compound as an amorphous colorless solid. MS: 343.1 and 345.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260408B2
Source datasetuspto-grants-2016_02
ORD IDord-c0633f4c8aec45f68c970fae7a30f678
Source noteuspto-grants-2016_02