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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1504605Generated: November 1, 2026

Diisopropylethylamine → 1-(6-Carbamoylpyridin-3-yl)pyrrolidin-3-yl 4-nitrophenyl carbonate

https://huagongshe.com/reaction/1504605

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Nitrophenyl chloroformateHCID 82129—
Reactant5-(3-Hydroxypyrrolidin-1-yl)picolinamideHCID 86730061—
SolventPyridineHCID 1049—
Product1-(6-Carbamoylpyridin-3-yl)pyrrolidin-3-yl 4-nitrophenyl carbonateHCID 8673006256%

Reaction Steps

To a solution of 5-(3-hydroxypyrrolidin-1-yl)picolinamide (1 g, 4.83 mmol) and 4-nitrophenyl carbonochloridate (1.46 g, 8.3 mmol) in pyridine (30 mL) was added DIPEA (1.25 g, 11 mmol) and the resulting mixture was stirred at rt for 3 days. The precipitate was collected by filtration and the cake was washed with DCM (20 mL) to give the desired compound (1.0 g, 56%) as a pale yellow solid. [LCMS: RtA=1.48 min, m/z 373.2 [M+H]+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216182B2
Source datasetuspto-grants-2015_12
ORD IDord-5024367d6098498f9139e44ffa2c0ef3
Source noteuspto-grants-2015_12