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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846235Generated: November 2, 2026

Triphenylphosphine → HCID 89964282, compound

https://huagongshe.com/reaction/1846235

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantPotassium AcetateHCID 517044—
ReactantHCID 68559071HCID 68559071—
ReactantHCID 89964062HCID 89964062—
Catalystpalladium(II) acetateHCID 167845—
CatalystTetraethylammonium chloride monohydrateHCID 16211205—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
SolventSodium BicarbonateHCID 516892—
ProductHCID 89964282HCID 89964282—

Reaction Conditions

Temperature110 °C

Reaction Steps

tert-butyl 3-methylene-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine-1-carboxylate. To a solution of tert-butyl allyl(2-bromopyridin-3-yl)carbamate (1 eq.) in DMF (0.2 M), PPh3 (0.25 eq.), Pd(OAc)2 (0.1 eq), and KOAc (5 eq.), is added, under an argon atmosphere, tetraethyl ammonium chloride hydrate (2 eq.). The flask is purged with argon for 15 min, and the resulting reaction mixture is stirred at 110° C. for 16 h. The reaction progress is monitored by TLC. The reaction mixture is diluted with EtOAc and saturated NaHCO3 solution. The organic layer is separated and dried over Na2SO4, and concentrated. The product that may be thus obtained is purified by column chromatography to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952009B2
Source datasetuspto-grants-2015_02
ORD IDord-9c565f3a3a3646329a5e7a66f2aef4c7
Source noteuspto-grants-2015_02