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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1963053Generated: October 30, 2026

Sodium Carbonate → Methyl-2-(3-fluoro-2-methyl-benzyl)-1-phenyl-indolizine-7-carboxylate

https://huagongshe.com/reaction/1963053

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantMethyl 2-benzylisonicotinateHCID 66731507—
Reactant1-Bromo-3-(3-fluoro-2-methyl-phenyl)-propan-2-oneHCID 86670667—
SolventAcetoneHCID 180—
ProductMethyl-2-(3-fluoro-2-methyl-benzyl)-1-phenyl-indolizine-7-carboxylateHCID 6777187319.5%

Reaction Conditions

Temperature105 °C

Reaction Steps

The compound of step 1 (1.555 g, 6.84 mmol) and the compound of example 1, step 2 (1.677 g, 6.84 mmol) were dissolved in 28.5 ml of acetone and the solution was heated to reflux overnight. The mixture was then evaporated to dryness under reduced pressure and the residue dissolved in 28.5 ml of isopropanol. Sodium carbonate (2.176 g, 20.53 mmol) was added and the mixture was heated at 105° C. with stirring for 2 h. The solids were filtered off and the filtrate was evaporated to dryness under reduced pressure. The residue was purified by chromatography on silica gel (cyclohexane/EA, 100:0, then 95:5) to give 0.497 g of the title compound as a yellow solid melting at 55° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415336B2
Source datasetuspto-grants-2013_04
ORD IDord-964de9137b6c4c20a8b2cc2ba2995a41
Source noteuspto-grants-2013_04