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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 855834Generated: October 29, 2026

Trimethylsilyl iodide → 4-(4-Amino-4-methyl-piperidine-1-carbonyl)-benzoic acid methyl ester

https://huagongshe.com/reaction/855834

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyl iodideHCID 85247—
Reactant4-(4-Benzyloxycarbonylamino-4-methyl-piperidine-1-carbonyl)benzoic Acid Methyl EsterHCID 66757040—
SolventAcetonitrileHCID 6342—
Product4-(4-Amino-4-methyl-piperidine-1-carbonyl)-benzoic acid methyl esterHCID 66756977—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a stirred solution of Example 32A (0.2 g, 0.49 mmol) in acetonitrile (4.0 mL) at room temperature was added iodotrimethysilane (0.11 mL, 0.75 mmol). The reaction mixture was stirred at 50° C. for 30 minutes and then concentrated under reduced pressure. The solid residue was washed with acetone and ether and filtered to provide titled compound. MS (CI) m/z 277(M+1)+; 1H NMR (300 MHz, DMSO-d6) δ ppm 8.04(d, 2H), 7.90 (bs, 2H NH2-DMSO solvent), 7.50(d, 2H), 3.88 (s, 3H), 3.35-3.20 (m, 4H), 1.79-1.58 (m, 4H), 1.35 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07262207B2
Source datasetuspto-grants-2007_08
ORD IDord-bd389a45d9334a7390064c0d87a0141a
Source noteuspto-grants-2007_08