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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 354332Generated: October 31, 2026

Trifluoroacetic acid → HCID 23511940, compound

https://huagongshe.com/reaction/354332

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant1,1-Dimethylethyl 2-[[[4-(methoxycarbonyl)phenyl]amino]methyl]-1-pyrrolidinecarboxylateHCID 69332316—
SolventDichloromethaneHCID 6344—
ProductHCID 23511940HCID 2351194088.1%

Reaction Steps

To a stirred solution of methyl 4-[1-(tert-butoxycarbonyl)-2-pyrrolidinylmethylamino]benzoate (2.17 g, 6.490 mmol) in CH2Cl2 (44 mL) was added TFA (8.7 mL) at 0° C., and the resulting mixture was stirred overnight at room temp. The solvent was removed under a reduced pressure and the residue was treated with 1N NaOH. The mixture was extracted with CH2Cl2. The extract was washed with brine, dried over Na2SO4, and the solvent was concentrated under a reduced pressure to afford 1.34 g (88%) methyl 4-(2-pyrrolidinylmethylamino)benzoate as a brown oil, which is used to the subsequent reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06756378B2
Source datasetuspto-grants-2004_06
ORD IDord-1a13ba1479e04c88abd0fd9dcc266d29
Source noteuspto-grants-2004_06