Réaction #171976

Équation de réaction

tert-butyl (1S,2R)-2-(4-cyano-3-(1-methyl-1H-indol-4-ylamino)phenylamino)cyclohexylcarbamate

K2CO3

H2O2

Water

→

titled compound

Rendement 13.9%

4-((1R,2S)-2-aminocyclohexylamino)-2-(1-methyl-1H-indol-4-ylamino)benzamide

Rendement 13.9%

Solvants

EtOAc

DMSO

Conditions de réaction

Traitement

1. 1
   AutreThe organic phase was separated
2. 2
   Séchagedried over Na2SO4
3. 3
   Concentrationconcentrated in vacuo
4. 4
   workup.DISSOLUTIONThe residue was dissolved in TFA (2 mL)
5. 5
   workup.WAITAfter 10 min of standing
6. 6
   AutreTFA was removed in vacuo
7. 7
   AutreThe residue was purified by HPLC

Mode opératoire

To a solution of tert-butyl (1S,2R)-2-(4-cyano-3-(1-methyl-1H-indol-4-ylamino)phenylamino)cyclohexylcarbamate (90 mg, 0.19 mmol) in DMSO (2 mL). K2CO3 (130 mg, 0.94 mmol) and H2O2 (50% aq., 0.500 mL) were added. The mixture was stirred at 100 C for 10 min. Water and EtOAc were added. The organic phase was separated, dried over Na2SO4, concentrated in vacuo. The residue was dissolved in TFA (2 mL). After 10 min of standing, TFA was removed in vacuo. The residue was purified by HPLC to give the titled compound (10 mg). MS 378.3 (M+H); UV 224.7, 291.5 nm

Source