Reacción #307246

Ecuación de reacción

6-Chloro-N-cyclopropylpyrimidine-4,5-diamine

2-ethylnicotinoyl chloride

NaHCO3

→

N-(4-Chloro-6-cyclopropylaminopyrimidin-5-yl)-2-ethylnicotinamide

Disolventes

methylene chloride

methylene chloride

pyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturato warm to room temperature
2. 2
   workup.STIRRINGwas stirred vigorously in a flask
3. 3
   Otropoorly soluble crystals (product) precipitated
4. 4
   Filtraciónwere filtered off with suction
5. 5
   Lavadowashed 3× with a little water and 3× with n-heptane
6. 6
   Otrodried

Procedimiento

6-Chloro-N-cyclopropylpyrimidine-4,5-diamine (cf. Journal of Combinatorial Chemistry (2003), 5(5), 653-659) (3.0 g, 16.2 mmol) was initially charged in a mixture of methylene chloride (12.20 ml) and pyridine (3.94 ml). The suspension was cooled to 0° C., and solid 2-ethylnicotinoyl chloride (1.2 eq) was added. The reaction mixture was allowed to warm to room temperature and stirred until the reaction had gone to completion. 10 ml of methylene chloride were then added, the suspension turning into a solution. About 10 ml of semisaturated NaHCO3 solution were added to the organic phase whilst the mixture was stirred vigorously in a flask using a magnetic stirrer; poorly soluble crystals (product) precipitated and were filtered off with suction, washed 3× with a little water and 3× with n-heptane and dried.

Fuente