Реакция #158

ord-0eb7fc5c164b43bc9a05a46e98a37b12

Уравнение реакции

Ic1ccccc1
Ic1ccccc1
COc1cccc2sc(N)nc12
COc1cccc2sc(N)nc12
COc1cccc2sc(Nc3ccccc3)nc12
COc1cccc2sc(Nc3ccccc
Выход 15.2%

Растворители

Условия реакции

Температура
90°CELSIUS

Методика

4-methoxybenzo[d]thiazol-2-amine (0.216 g, 1.20 mmol), iodobenzene (0.112 mL, 1.00 mmol), XANTPHOS (0.058 g, 0.10 mmol), Pd2(dba)3 (0.027 g, 0.03 mmol) and SODIUM TERT-BUTOXIDE (0.192 g, 2.00 mmol) placed in a sealed reaction via under an atmosphere of nitrogen and heated at 90ºC for 1 hour. LC/MS indicated mainly product, little SM. Cooled, diluted DCM and washed with water and brine. Org phase dried/MgSO4, filtered and evaporated. The crude product was purified by flash silica chromatography, eluting with dichloromethane. Pure fractions were evaporated to dryness to afford 4-methoxy-N- phenylbenzo[d]thiazol-2-amine (0.039 g, 15.22 %) as an colorless solid. EN01327-44-1 (0.039 g, 0.15 mmol, 15.22 %) Not sure why yield so low, crude lc/ms looked fine. Reaction left for several days before working up.

Источник

750 AstraZeneca ELN dataset