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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 348527Generated: October 31, 2026

Dabco → HCID 21087570, compound

https://huagongshe.com/reaction/348527

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDabcoHCID 9237—
ReactantSulfuric acid magnesium salt (1:1)HCID 24083—
ReactantTetrahydro-4H-pyran-4-oneHCID 121599—
ReactantMethyl 4-amino-3-iodobenzoateHCID 4104649—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
ProductHCID 21087570HCID 2108757021.5%

Reaction Conditions

Temperature105 °C

Reaction Steps

Tetrahydro-4H-pyran-4-one (1.3 g, 13 mmol), 4-amino-3-iodobenzoic acid methyl ester (3.46 g, 12.5 mmol), DABCO (4.37 g, 39 mmol), MgSO4 (2.35 g, 19.5 mmol) and Pd(OAc)2 (0.15 g, 0.00065 mol) were dissolved in DMF (18 mL) and heated under nitrogen at 105° C. for 2 days. The reaction mixture was then partitioned between ethyl acetate and water, and extracted. The crude was purified by column chromatography (98/2 DCM/MeOH) to give 0.62 g of title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07176322B2
Source datasetuspto-grants-2007_02
ORD IDord-56e7c2500d1a42abbf674447f1cb4d83
Source noteuspto-grants-2007_02