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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201303Generated: October 29, 2026

1-Bromo-3-fluorobenzene → 5-(3-Fluorophenyl)-1,3,8-trimethyl-8,9-dihydropyrimido[4,5-a]indolizine-2,4,10(1H,3H,7H)-trione

https://huagongshe.com/reaction/2201303

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-3-fluorobenzeneHCID 14082—
ReactantMethyl 4-bromobutyrateHCID 107604—
ReactantMethyl 4-bromo-3-methylbutanoateHCID 14104192—
Reactant3-(1,3-Dimethyl-2,4,10-trioxo-1,2,3,4,7,8,9,10-octahydropyrimido[4,5-a]indolizin-5-yl)benzonitrileHCID 86723427—
Product5-(3-Fluorophenyl)-1,3,8-trimethyl-8,9-dihydropyrimido[4,5-a]indolizine-2,4,10(1H,3H,7H)-trioneHCID 86723534—

Reaction Steps

The title compound was prepared analogously to 3-(1,3-dimethyl-2,4,10-trioxo-1,2,3,4,7,8,9,10-octahydropyrimido[4,5-a]indolizin-5-yl)benzonitrile (Example 9 steps 1-7) by replacing 3-bromobenzonitrile (step 3) with 1-bromo-3-fluorobenzene (commercially available) and methyl 4-bromobutanoate (Step 5) with methyl 4-bromo-3-methylbutanoate (Intermediate T).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359381B2
Source datasetuspto-grants-2016_06
ORD IDord-fd433ea5f5024f5baa9250108018edbd
Source noteuspto-grants-2016_06