Réaction #43268

Équation de réaction

NaOH

ethyl {2-[2-(10-methyl-5,5-dioxo-5,10-dihydrophenothiazin-2-yl)-3-(tetrahydropyran-4-yl)propionylamino]thiazol-4-yl}acetate

HCl

→

{2-[2-(10-Methyl-5,5-dioxo-5,10-dihydrophenothiazin-2-yl)-3-(tetrahydropyran-4-yl)propionylamino]thiazol-4-yl}acetic Acid

Solvants

water

tetrahydrofuran

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGthe mixture is stirred at room temperature for 12 hours
2. 2
   AutreThe solvents are removed under reduced pressure
3. 3
   Lavagewashed three times with in each case 10 ml of water
4. 4
   SéchageThe organic phase is dried with MgSO4
5. 5
   Concentrationconcentrated under reduced pressure
6. 6
   AutreThe residue is purified by RP-HPLC

Mode opératoire

At room temperature and with stirring, 0.25 ml of 2M NaOH are added to a suspension of 25.0 mg of ethyl {2-[2-(10-methyl-5,5-dioxo-5,10-dihydrophenothiazin-2-yl)-3-(tetrahydropyran-4-yl)propionylamino]thiazol-4-yl}acetate in 5 ml of tetrahydrofuran and 2 ml of water, and the mixture is stirred at room temperature for 12 hours. The reaction mixture is then neutralized by addition of 1M HCl. The solvents are removed under reduced pressure, and the residue is taken up in 20 ml of ethyl acetate and washed three times with in each case 10 ml of water. The organic phase is dried with MgSO4 and concentrated under reduced pressure. The residue is purified by RP-HPLC. This gives 22.5 mg of {2-[2-(10-methyl-5,5-dioxo-5,10-dihydrophenothiazin-2-yl)-3-(tetrahydropyran-4-yl)propionylamino]thiazol-4-yl}acetic acid as a lyophilisate.

Source