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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 475370Generated: October 30, 2026

Trimethylsilyl iodide → 4-Methyl-1-(4-trifluoromethyl-pyrimidin-2-yl)-piperidin-4-ylamine

https://huagongshe.com/reaction/475370

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyl iodideHCID 85247—
Reactant(4-Methyl-1-(4-trifluoromethyl-pyrimidin-2-yl)-piperidin-4-yl)-carbamic acid benzyl esterHCID 66757074—
SolventAcetonitrileHCID 6342—
Product4-Methyl-1-(4-trifluoromethyl-pyrimidin-2-yl)-piperidin-4-ylamineHCID 66757112—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a stirred solution of (4-methyl-1-(4-trifluoromethyl-pyrimidin-2-yl)-piperidin-4-yl)-carbamic acid benzyl ester (0.060 g, 0.17 mmol) in acetonitrile (1.0 mL) at room temperature was added iodotrimethysilane (0.04 mL, 0.25 mmol). The reaction mixture was stirred at 50° C. for 30 minutes, concentrated under reduced pressure and purified by flash chromatography with 3% methanol in dichloromethane to provide the titled compound. MS (CI) m/z 261 (M+1)+; 1H NMR (300 MHz, methanol-d4) δ ppm 8.61 (d, 1H), 6.92 (d, 1H), 4.83 (m, 2H), 4.50 (m, 2H), 3.51 (m, 2H), 1.90-1.74 (m, 4H), 1.51 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637546B2
Source datasetuspto-grants-2014_01
ORD IDord-1236113581ca4e66aa38d516a899467c
Source noteuspto-grants-2014_01