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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64439Generated: October 23, 2026

Trifluoroacetic acid → (S)-methyl 1-amino-2,3-dihydro-1H-indene-5-carboxylate

https://huagongshe.com/en/reaction/64439

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantPentamethylbenzeneHCID 12784—
Reactantmethyl (1S)-1-{[(1S)-1-(4-methoxyphenyl)ethyl]amino}indane-5-carboxylateHCID 86713454—
Product(S)-methyl 1-amino-2,3-dihydro-1H-indene-5-carboxylateHCID 5946066262.1%

Reaction Conditions

Temperature70 °C

Reaction Steps

To 452 mg of methyl (1S)-1-{[(1S)-1-(4-methoxyphenyl)ethyl]amino}indane-5-carboxylate were added 34 ml of trifluoroacetic acid and 1.03 g of pentamethylbenzene, followed by stirring at 70° C. for 4 days, and the solvent was evaporated under reduced pressure. To the obtained residue were added a saturated aqueous sodium hydrogen carbonate solution and chloroform to carry out a layer separation operation. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 165 mg of methyl (1S)-1-aminoindane-5-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447090B2
Source datasetuspto-grants-2016_09
ORD IDord-7346f4a4800a40d8af71c4b993c44102
Source noteuspto-grants-2016_09