Reaktion #91564

Reaktionsgleichung

ethyl acetate

1,1-Dimethylethyl 7-(5-fluoro-2-{[(4-methyl-2-pyridinyl)methyl]oxy}phenyl)-3,4-dihydro-2(1H)-isoquinolinecarboxylate

sodium hydroxide

hydrogen chloride

→

title compound

7-(5-fluoro-2-{[(4-methyl-2-pyridinyl)methyl]oxy}phenyl)-1,2,3,4-tetrahydroisoquinoline

Lösungsmittel

water

dioxane

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenbefore concentrating in vacuo
2. 2
   SonstigeThe residue obtained
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   EinengenThe organics were concentrated in vacuo
5. 5
   Sonstigepurified by preparative HPLC
6. 6
   EinengenAppropriate fractions were concentrated
7. 7
   Extraktionextracted with ethyl acetate
8. 8
   EinengenThe organics were concentrated in vacuo

Vorschrift

1,1-Dimethylethyl 7-(5-fluoro-2-{[(4-methyl-2-pyridinyl)methyl]oxy}phenyl)-3,4-dihydro-2(1H)-isoquinolinecarboxylate (0.169 g) was dissolved in dioxane (1 ml). This was ice cooled before adding dropwise a solution of hydrogen chloride in dioxane (2 ml). This was stirred at room temperature overnight before concentrating in vacuo. The residue obtained was dissolved in water and backwashed with ethyl acetate. The aqueous layer was neutralised with aqueous sodium hydroxide (1M) and extracted with ethyl acetate. The organics were concentrated in vacuo and purified by preparative HPLC. Appropriate fractions were concentrated, neutralised with aqueous sodium bicarbonate and extracted with ethyl acetate. The organics were concentrated in vacuo to yield the title compound, 0.061 g (47%).

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