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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1247588Generated: October 31, 2026

Water → HCID 21906677, compound

https://huagongshe.com/reaction/1247588

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAllyl AlcoholHCID 7858—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 21906711HCID 21906711—
CatalystTetrabutylammonium ChlorideHCID 70681—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
ProductHCID 21906677HCID 2190667736.1%

Reaction Steps

A mixture of N-(1-adamantylmethyl)-5-iodo-2-chloronicotinamide (Example 3(i)) (2.15 g), allyl alcohol (0.58 g), palladium (II) acetate (0.015 g), sodium bicarbonate (1.05 g) and tetra-butyl ammonium chloride (1.39 g) were stirred together in anhydrous N,N-dimethylformamide (20 ml) for 20 hours. The reaction mixture was poured into water (100 ml) and extracted into ethyl acetate (3×25 ml). The combined extracts were dried over anhydrous magnesium sulfate, filtered and concentrated. The residue was purified by chromatography on silica gel eluting with ethyl acetate:iso-hexane (1:1) to afford the sub-titled compound (0.65 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07129246B2
Source datasetuspto-grants-2006_10
ORD IDord-cbbb5374e8ec4ff385e1032a33f9a7a9
Source noteuspto-grants-2006_10