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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2171264Generated: November 1, 2026

Dimethylformamide → HCID 89546935, compound

https://huagongshe.com/reaction/2171264

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDiisopropylethylamineHCID 81531—
Reactant2,6-Dichloro-5-fluoro-3-pyridinecarbonitrileHCID 2733849—
ReactantHCID 89546936HCID 89546936—
SolventWaterHCID 962—
ProductHCID 89546935HCID 89546935—

Reaction Steps

DIPEA (17 ml) was added to a DMF (30 ml) solution containing tert-butyl ((1R,2S)-1-amino-1-cyclobutylpropan-2-yl)carbamate and 2,6-dichloro-5-fluoronicotinonitrile (16.2 g) obtained in the 5th step at 70° C., followed by stirring for 3 hours. The reaction solution was adjusted to room temperature and water was added to the reaction solution, followed by extraction with ethyl acetate. The organic layers were washed with saturated saline and the organic layers were dried over anhydrous sodium sulfate. The obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=10:1 to 1:1). A white solid of tert-butyl ((1R,2S)-1-((6-chloro-5-cyano-3-fluoropyridin-2-yl)amino)-1-cyclobutylpropan-2-yl)carbamate (16.5 g) was thus obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051310B2
Source datasetuspto-grants-2015_06
ORD IDord-0eded11dc8ab497387c53779e59b8ce5
Source noteuspto-grants-2015_06