Reacción #595409

ord-7bd26ac62fb44adb9ae97e90bd67a867

Ecuación de reacción

O.[Li][OH]
LiOH.H2O
O=C1OC(Cn2c3ccc(Br)cc3c3cc(Br)ccc32)CN1c1ccccn1
5-((3,6-dibromo-9H-carbazol-9-yl)methyl)-3-(pyridin-2-yl)oxazolidin-2-one
O
H2O
OC(CNc1ccccn1)Cn1c2ccc(Br)cc2c2cc(Br)ccc21
white solid
Rendimiento 82.1%
OC(CNc1ccccn1)Cn1c2ccc(Br)cc2c2cc(Br)ccc21
1-(3,6-dibromo-9H-carbazol-9-yl)-3-(pyridin-2-ylamino)propan-2-ol
Rendimiento 82.1%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe reaction mixture was purified by silica gel chromatography
  2. 2
    Lavadoas elute

Procedimiento

LiOH.H2O (0.0076 g, 0.182 mmol, 10 equiv) was added to 5-((3,6-dibromo-9H-carbazol-9-yl)methyl)-3-(pyridin-2-yl)oxazolidin-2-one (0.0091 g, 0.0182 mmol) in a mixture of 208 μL THF and 23 μL, H2O (v/v=9:1). The mixture was stirred at room temperature for 7 days. The reaction mixture was purified by silica gel chromatography using CH2Cl2/EtOAc as elute to afford 0.0071 g white solid as product, yield 41.0%.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09095572B2uspto-grants-2015_08