Réaction #674322

Équation de réaction

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

Solvants

DMSO

EtOAc

Conditions de réaction

Traitement

1. 1
   TempératureAfter cooling to room temperature it
2. 2
   Extractionextracted with water
3. 3
   LavageThe organic layer was washed with brine
4. 4
   Séchagedried over MgSO4
5. 5
   Concentrationconcentrated under reduced pressure
6. 6
   workup.STIRRINGThe residue was stirred with DCM

Mode opératoire

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)+.

Source