Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 713402Generated: October 30, 2026

Bromoacetic Acid → 2-(5-Fluoro-1-oxo-1,3-dihydrospiro[indene-2,4'-piperidine]-1'-yl)acetic acid

https://huagongshe.com/reaction/713402

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromoacetic AcidHCID 6227—
ReactantTriethylamineHCID 8471—
Reactant5-Fluorospiro[indene-2,4'-piperidin]-1(3H)-oneHCID 71212169—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product2-(5-Fluoro-1-oxo-1,3-dihydrospiro[indene-2,4'-piperidine]-1'-yl)acetic acidHCID 71236065100%

Reaction Conditions

Temperature25 °C

Reaction Steps

A stirred solution of 5-fluorospiro[indene-2,4′-piperidin]-1(3H)-one (160 mg, 0.626 mmol), bromoacetic acid (113 mg, 0.813 mmol) and triethylamine (0.436 mL, 3.13 mmol) in acetonitrile (2 mL) was heated at 80° C. for 3 h, then cooled to 25° C. The reaction mixture was diluted with 20 mL of ethyl acetate and washed with 5 mL of water, dried over Na2SO4 and concentrated to dryness without any further purification to give the title compound (174 mg, 0.626 mmol, 100% yield). MS calculated for C15H17FNO3 278.3. found (ESI) m/z 278.4 (M+H)+, retention time 0.81 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181266B2
Source datasetuspto-grants-2015_11
ORD IDord-f9800230e8614f25844c8290756ae6af
Source noteuspto-grants-2015_11