Reaction #172095

Reaction equation

2,6-dichloro-5-fluoronicotinamide

(R)-benzyl-1-(1-aminopropyl)cyclopropylcarbamate hydrochloride salt

DIPEA

→

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

Yield 44.8%

Solvents

NMP

EtOAc

Conditions

Workup

1. 1
   Washwas washed brine
2. 2
   Otherdried
3. 3
   Concentrationconcentrated

Procedure

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).

Source