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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201145Generated: October 29, 2026

Diisopropylethylamine → (R)-benzyl 1-(1-(6-chloro-5-cyano-3-fluoropyridin-2-ylamino)propyl)cyclopropylcarbamate

https://huagongshe.com/reaction/2201145

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2,6-Dichloro-5-fluoronicotinamideHCID 2774022—
Reactant(R)-benzyl-1-(1-aminopropyl)cyclopropylcarbamate hydrochlorideHCID 86666166—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product(R)-benzyl 1-(1-(6-chloro-5-cyano-3-fluoropyridin-2-ylamino)propyl)cyclopropylcarbamateHCID 8666616544.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2,6-dichloro-5-fluoronicotinamide (233 mg, 1.22 mmol) in NMP (5.0 mL) was added (R)-benzyl-1-(1-aminopropyl)cyclopropylcarbamate hydrochloride salt (350 mg, 1.23 mmol) and DIPEA (0.434 mL, 2.44 mmol). After heated at 80° C. for 4 h, the mixture was diluted with EtOAc, organic layer was washed brine, dried and concentrated to give (R)-benzyl 1-(1-(6-chloro-5-cyano-3-fluoropyridin-2-ylamino)propyl)cyclopropylcarbamate (220 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359375B2
Source datasetuspto-grants-2016_06
ORD IDord-6af93425e4d44c41a5c8b90596cb676d
Source noteuspto-grants-2016_06