Reaction #595362

Reaction equation

compound

2-Amino-6-{[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methoxy}-4-(4-{[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}phenyl)pyridine-3,5-dicarbonitrile

water

→

2-Amino-6-{[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methoxy}-4-(4-{[(2R)-2,3-dihydroxypropyl]-oxy}-phenyl)pyridine-3,5-dicarbonitrile

Solvents

acetic acid

Conditions

Workup

1. 1
   TemperatureThe mixture is then heated to 70° C.
2. 2
   workup.STIRRINGstirred at this temperature for a further 30 min A clear solution
3. 3
   Otheris formed
4. 4
   OtherThe mixture is then freed from the solvent on a rotary evaporator
5. 5
   Otherthe residue is purified by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5)
6. 6
   OtherAfter removal of the solvent
7. 7
   Otheron a rotary evaporator
8. 8
   Otherthe product is obtained as a white solid

Procedure

65 mg (0.12 mmol) of the compound from Example 101A are dissolved in 6 ml of acetic acid, and 3 ml of water are added. The mixture is stirred at RT for 30 min. The mixture is then heated to 70° C. and stirred at this temperature for a further 30 min A clear solution is formed. The mixture is then freed from the solvent on a rotary evaporator and the residue is purified by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5). After removal of the solvent on a rotary evaporator, the product is obtained as a white solid.

Source