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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914299Generated: November 1, 2026

Tributylphosphine → HCID 86615985, compound

https://huagongshe.com/reaction/1914299

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant2-Chloro-5-hydroxypyridineHCID 819821—
ReactantHCID 59518064HCID 59518064—
SolventTolueneHCID 1140—
ProductHCID 86615985HCID 8661598598.2%

Reaction Steps

3-[4-(1-Hydroxy-4,4-dimethyl-pentyl)-benzoylamino]-propionic acid methyl ester (546 mg, 1.7 mmol) and 6-chloro-pyridin-3-ol (270 mg, 2.09 mmol) are combined in anhydrous toluene (10 mL), degassed, filled with nitrogen for 3 times, and cooled in an ice bath. Tributylphosphine (TBP) (630 uL, 2.55 mmol) is added to the reaction mixture under nitrogen at 0° C., followed by addition of 1,1′-(azodicarbonyl)-dipiperidine (ADDP) (643 mg, 2.55 mmol). The reaction mixture is allowed to warm to room temperature and stirred over night, the mixture is loaded on silica gel column. Chromatography gave the title compound (722 mg, 1.67 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609892B2
Source datasetuspto-grants-2013_12
ORD IDord-ad8e7b5ea2334f429478567ae67a1309
Source noteuspto-grants-2013_12