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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 31249Generated: October 29, 2026

Pyridine → N-[6-(5-Nitropyridin-2-yloxy)-2-phenylchroman-4-yl]-acetamide

https://huagongshe.com/reaction/31249

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantAcetic AnhydrideHCID 7918—
ReactantHCID 17978520HCID 17978520—
SolventDimethylformamideHCID 6228—
ProductN-[6-(5-Nitropyridin-2-yloxy)-2-phenylchroman-4-yl]-acetamideHCID 69254288—

Reaction Conditions

Temperature0 °C

Reaction Steps

Acetic anhydride (60 μl) was added into a cooled solution of 6-(5-nitropyridin-2-yloxy)-2-phenylchroman-4-ylamine hydrochloride (100 mg) and pyridine (41 μl) in dry DMF. Resulting mixture was stirred for a further 20 hours at 0° C. Reaction was quenched with ice water and neutralised. Resulting mixture was extracted with dichloromethane, dried with Na2SO4 and evaporated. Mixture of diastereomers of N-[6-(5-nitropyridin-2-yloxy)-2-phenylchroman-4-yl]-acetamide was recrystallised from dichloromethane. (M)+=405 (24%), 301 (14%), 259 (100%), 242 (55%), 224 (96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07425568B2
Source datasetuspto-grants-2008_09
ORD IDord-6a1c756233d841aeb35cbe75e9f6a61b
Source noteuspto-grants-2008_09