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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190322Generated: November 1, 2026

Methanol → 3,3-bis(4-fluorophenyl)-N-(2-(pyrimidin-2-yl)ethyl)propan-1-amine

https://huagongshe.com/reaction/2190322

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantAmmonium formateHCID 2723923—
ReactantN-benzyl-3,3-bis(4-fluorophenyl)-N-(2-(pyrimidin-2-yl)ethyl)propan-1-amineHCID 68963034—
CatalystPalladiumHCID 23938—
SolventDichloromethaneHCID 6344—
Product3,3-bis(4-fluorophenyl)-N-(2-(pyrimidin-2-yl)ethyl)propan-1-amineHCID 57586374—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a mixture of N-benzyl-3,3-bis(4-fluorophenyl)-N-(2-(pyrimidin-2-yl)ethyl)propan-1-amine (1.23 g, 2.77 mmol), ammonium formate (0.985 g, 15.6 mmol), and palladium (10% wt on carbon) (0.382 g, 3.59 mmol) was added MeOH (10 mL). The reaction mixture was heated to 50° C. for 1 h, diluted with DCM, filtered and partially concentrated, diluted with EtOAc, washed with brine (1×), dried over MgSO4, filtered, and concentrated. Purification by flash column chromatography on silica gel (eluted with 5% to 10% MeOH (2 M NH3) in DCM) gave 3,3-bis(4-fluorophenyl)-N-(2-(pyrimidin-2-yl)ethyl)propan-1-amine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324396B2
Source datasetuspto-grants-2012_12
ORD IDord-ff3355c01cfb404ea2c12091966c32a1
Source noteuspto-grants-2012_12