Reaktion #171976

Reaktionsgleichung

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

K2CO3

H2O2

Water

→

titled compound

Ausbeute 13.9%

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

Ausbeute 13.9%

Lösungsmittel

EtOAc

DMSO

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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

Quelle