Reacción #90385

ord-c0f13c1038b04c349187ca0741ccf1ed

Ecuación de reacción

CN(C)/C=N/c1ccc2nc(C#N)sc2c1C#N
VII
CN(C)/C=N/c1ccc2nc(C#N)sc2c1C#N
(E)-N′-(2,7-dicyanobenzo[d]thiazol-6-yl)-N,N-dimethylformimidamide
Nc1ccc(Br)cc1F
4-bromo-2-fluoroaniline
[Br-].[K+]
KBr
N#Cc1nc2ccc3ncnc(Nc4ccc(Br)cc4F)c3c2s1
9-(4-Bromo-2-fluorophenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrile
Rendimiento 30.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

Prepared from VII and 4-bromo-2-fluoroaniline. Flash chromatography eluent (DCM-EtOAc, 8:2). Yield: 30%; brown solid; mp>260° C.; IR (KBr) νmax/cm−1 3325, 3053, 2230, 1649, 1614, 1582, 1556, 1499, 1462, 1380, 1351, 1250, 1154, 1132, 1052, 969, 904, 875, 817; 19F NMR (282 MHz, DMSO-d6) δ −119.9; 1H NMR (300 MHz, DMSO-d6) δ 8.55 (d, 1H, J=9.0 Hz), 8.26 (d, 1H, J=9.0 Hz), 7.78 (m, 1H), 7.55-7.52 (m, 1H), 7.38-7.25 (m, 2H); HRMS calcd for C16H8N5SBrF (M+H+): 399.9668, found 399.9662.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09446044B2uspto-grants-2016_09