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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1853593Generated: October 31, 2026

Triphenylphosphine → HCID 86714515, compound

https://huagongshe.com/reaction/1853593

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant(S)-(-)-N-Boc-prolinolHCID 643448—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant6-Chloro-7-iodo-7-deazapurineHCID 14809281—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86714515HCID 8671451577%

Reaction Steps

To a solution of 4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (4.0 g, 14.34 mmol, 1.0 eq), (S)-tert-butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate (4.04 g, 20.08 mmol, 1.4 eq), and PPh3 (7.5 g, 28.68 mmol, 2.0 eq) in dry THF (30 mL), DIAD (5.80 g, 28.68 mmol, 2.0 eq) was added dropwise at 0° C. The mixture was stirred at RT for 5 h. The reaction mixture was concentrated and purified by silica gel chromatography (eluted with PE:EtOAc=1:1) to afford (S)-2-(4-chloro-5-iodo-pyrrolo[2,3-d]pyrimidin-7-ylmethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (5.1 g, 77% in yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962635B2
Source datasetuspto-grants-2015_02
ORD IDord-8d23f0fc6a024308871e4294b9f81349
Source noteuspto-grants-2015_02