Reacción #217533

Ecuación de reacción

[(2-Bromo-4-bromomethyl-phenyl)-difluoro-methyl]-phosphonic acid diethyl ester

(3,4-Dichloro-phenyl)-(4-phenyl-thiazol-2-yl)-amine

K2CO3

→

[(2-Bromo-4-{[(3,4-dichloro-phenyl)-(4-phenyl-thiazol-2-yl)-amino]-methyl}-phenyl)-difluoro-methyl]-phosphonic acid diethyl ester

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe reaction was partitioned between ethyl acetate and H2O
2. 2
   Secadoafter which the organic layer was dried over NaSO4
3. 3
   Concentraciónconcentrated in vacuo
4. 4
   OtroThe resulting material was purified via column chromatography (1/1 hexanes/ethyl acetate)
5. 5
   Otroto yield 0.176 g (76%) of a clear, colorless oil

Procedimiento

To (3,4-Dichloro-phenyl)-(4-phenyl-thiazol-2-yl)-amine (0.34 g, 1.04 mmol) in DMF (5 mL) was added K2CO3 (0.23 g, 1.71 mmol). After 0.1 hour, [(2-Bromo-4-bromomethyl-phenyl)-difluoro-methyl]-phosphonic acid diethyl ester (0.15 g, 0.34 mmol) was added and the resulting mixture was stirred at room temperature overnight. The reaction was partitioned between ethyl acetate and H2O, after which the organic layer was dried over NaSO4 and concentrated in vacuo. The resulting material was purified via column chromatography (1/1 hexanes/ethyl acetate) to yield 0.176 g (76%) of a clear, colorless oil; 1H NMR (300 MHz, CDCl3) δ 7.84-7.22 (m, 11 H), 6.81 (s, 1 H), 5.23 (s, 2 H), 4.23 (m, 4 H), 1.31 (t, J=7.5 Hz, 6 H).

Fuente