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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2366834Generated: November 1, 2026

Diisopropylethylamine → tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate

https://huagongshe.com/reaction/2366834

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
Reactant5-Bromo-2-chloropyrimidineHCID 606665—
Solventtert-ButanolHCID 6386—
Producttert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylateHCID 2191447696.3%

Reaction Conditions

Temperature150 °C

Reaction Steps

In a microwave vial were mixed: 1,1-dimethylethyl 1-piperazinecarboxylate (110 mg, 0.589 mmol, available from Fluke), 5-bromo-2-chloropyrimidine (95 mg, 0.491 mmol, available from Lancaster) and DIPEA (0.112 mL, 0.638 mmol) in tert-butanol (2 mL). The reaction was stirred and heated in an Emrys Optimizer microwave at 150° C. for 0.5 hr. The reaction mixture was partitioned between EtOAc (20 mL) and water (20 mL) and the organic layer washed with brine (20 mL) before being dried through an hydrophobic frit and concentrated to yield the desired product (162.3 mg)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697725B2
Source datasetuspto-grants-2014_04
ORD IDord-4a21dd4a9b0e433cabd71c7fa5921482
Source noteuspto-grants-2014_04