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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1803922Generated: November 2, 2026

Diisopropylethylamine → HCID 57861318, compound

https://huagongshe.com/reaction/1803922

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-Butyl (2S)-2-(aminomethyl)pyrrolidine-1-carboxylateHCID 1512533—
Reactant4-chloro-N-(3-chlorophenyl)pyrimidin-2-amineHCID 59028243—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57861318HCID 5786131832%

Reaction Steps

To a solution of 4-chloro-N-(3-chlorophenyl)pyrimidin-2-amine, 3, (300 mg, 1.25 mmol) and tert-butyl (2S)-2-(aminomethyl)pyrrolidine-1-carboxylate (500 mg, 2.50 mmol) in THF (10 mL) is added diisopropylethylamine (0.43 mL, 2.50 mmol). The reaction was heated at reflux for 18 hours and then cooled to room temperature. The crude reaction is then partitioned between EtOAc and sat. NaHCO3. The organic layer is dried (MgSO4), concentrated in vacuo, and purified over silica (MeOH/CH2Cl2) to afford 160 mg (32% yield) of the desired product: MS (ESI, pos. ion) m/z: 404 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354407B2
Source datasetuspto-grants-2013_01
ORD IDord-919ebf20f3ae4f75a7e8ab30a4978ffe
Source noteuspto-grants-2013_01