Sodium hydride → 5-Bromo-6-fluorobenzo[d]thiazol-2-amine

Temperatur

130 °C

To a solution of (5-Bromo-2,4-difluoro-phenyl)-thiourea (0.75 g, 2.80 mmol) in NMP (5.0 mL) was added NaH (0.17 g, 4.21 mmol, 60% dispersion in oil) portion wise. The reaction mixture was then heated at 130° C. for 2 h. The reaction mixture was then poured onto crushed ice and extracted with EtOAc (3×50 mL). The combined organics was evaporated to get the crude residue that was purified over silica gel (100-200 M, 12% EtOAc-Hexane) to obtain the desired compound (0.36 g, 52%). 1H-NMR (400 MHz, DMSO-d6): δ 7.57 (d, J=6.40 Hz, 1H), 7.66 (br s, 2H) and 7.79 (d, 8.80 Hz, 1H).

1. additionThe reaction mixture was then poured
2. customonto crushed ice
3. extractionextracted with EtOAc (3×50 mL)
4. customThe combined organics was evaporated
5. customto get the crude residue that
6. customwas purified over silica gel (100-200 M, 12% EtOAc-Hexane)

ORD-Eintrag

ord-6098fcab77a7446b9265eec6b53918d6

Quelldatensatz

uspto-grants-2012_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08299065B2