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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 504377Generated: October 29, 2026

Dimethyl Sulfoxide → HCID 178519038, compound

https://huagongshe.com/reaction/504377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantPhenolHCID 996—
ReactantAnilineHCID 6115—
ReactantAmmonium AcetateHCID 517165—
ReactantHCID 66661906HCID 66661906—
SolventWaterHCID 962—
ProductHCID 178519038HCID 178519038—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of (1R)-1′-({1-[4-(6-fluoropyridin-3-yl)phenyl]cyclopropyl}carbonyl)-3H-spiro[2-benzofuran-1,3′-pyrrolidin]-3-one (20.0 mg, 0.0000467 mol, see example 250 for the preparation), and ammonium acetate (0.0216 g, 0.000280 mol) in dimethyl sulfoxide (0.5 mL, 0.007 mol) and water (0.1 mL) was heated at 100° C. in a sealed tube overnight. The major product was the phenol rather than the aniline derivative. The product was isolated and purified by prep-HPLC. LC-MS: 427.2 (M+H+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07776874B2
Source datasetuspto-grants-2010_08
ORD IDord-49e75fbd3d5b4d2c8dbc23ee18197ecd
Source noteuspto-grants-2010_08