Reacción #674322

Ecuación de reacción

triazine

3-[(4-Chloro-1,3,5-triazin-2-yl)amino]benzenemethanesulfonamide

K2CO3

4,4-difluoropiperidine hydrochloride

→

title compound B2

3-[(4-(4,4-Difluoropiperidin-1-yl)-1,3,5-triazin-2-yl)amino]-benzenemethanesulfonamide

Disolventes

DMSO

EtOAc

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaAfter cooling to room temperature it
2. 2
   Extracciónextracted with water
3. 3
   LavadoThe organic layer was washed with brine
4. 4
   Secadodried over MgSO4
5. 5
   Concentraciónconcentrated under reduced pressure
6. 6
   workup.STIRRINGThe residue was stirred with DCM

Procedimiento

To a solution of triazine A1 (270 mg, 0.9 mmol) in DMSO (0.9 mL) were added K2CO3 (370 mg, 2.7 mmol) and 4,4-difluoropiperidine hydrochloride (140 mg, 0.9 mmol). The mixture was stirred for 2 hours at 80° C. After cooling to room temperature it was diluted with EtOAc and extracted with water. The organic layer was washed with brine, dried over MgSO4 and concentrated under reduced pressure. The residue was stirred with DCM to give the solid title compound B2 which was isolated by filtration and dried in vacuo (white powder, 110 mg, 32%). 1H NMR (300 MHz, d6-DMSO, 300K) δ 1.90-2.15 (m, 4H), 3.81-3.98 (m, 4H), 4.21 (s, 2H), 6.88 (s, 2H), 6.98-7.04 (m, 1H), 7.21-7.34 (m, 1H), 7.44-7.60 (m, 1H), 7.78-7.90 (m, 1H), 8.25 (s, 1H), 9.77 (s, 1H). MS (ES) C15H18F2N6O2S requires: 384. found: 385 (M+H)+.

Fuente