Réaction #58050

Équation de réaction

product

{3-[(5,5-Dioxido-2,3,3a,4-tetrahydro-1H-pyrrolo[2,1-c][1,2,4]-benzothiadiazin-7-yl)oxy]phenyl}methanamine hydrochloride

2,5-dimethoxytetrahydrofuran

water

AcOH

→

7-[3-(1H-Pyrrol-1-ylmethyl)phenoxy]-2,3,3a,4-tetrahydro-1H-pyrrolo[2,1-c][1,2,4]benzothiadiazine 5,5-dioxide

Solvants

dichloro-1,2-ethane

Conditions de réaction

Traitement

1. 1
   Autreto return to ambient temperature
2. 2
   Extractionextracted with CH2Cl2
3. 3
   LavageThe organic phase is washed with saturated aqueous NaCl solution
4. 4
   Séchagedried over MgSO4
5. 5
   AutreThe expected product is purified by chromatography on a silica column (CH2Cl2/heptane 75/25)

Mode opératoire

200 mg (0.58 mmol) of the product obtained in Example 1, in the form of the free amine, and 105 μl (0.81 mmol) of 2,5-dimethoxytetrahydrofuran are added to a two-phase mixture of 2.5 ml of water, 0.95 ml of AcOH and 2.85 ml of dichloro-1,2-ethane. The mixture is stirred at 80° C. for 2 hours, allowed to return to ambient temperature and extracted with CH2Cl2. The organic phase is washed with saturated aqueous NaCl solution and dried over MgSO4. The expected product is purified by chromatography on a silica column (CH2Cl2/heptane 75/25).

Source