반응 #91559

반응 방정식

1,1-dimethylethyl 7-(3-{[(4-methyl-2-pyridinyl)methyl]oxy}-2-pyridinyl)-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate

hydrogen chloride

→

title compound

7-(3-{[(4-methyl-2-pyridinyl)methyl]oxy}-2-pyridinyl)-2,3,4,5-tetrahydro-1H-3-benzazepine

용매

dioxane

반응 조건

후처리

1. 1
   기타On completion the solid formed
2. 2
   여과was collected by filtration
3. 3
   세척washed with acetone
4. 4
   workup.DISSOLUTIONThe solid was then dissolved in water
5. 5
   기타The sticky solid formed
6. 6
   추출was extracted with DCM
7. 7
   건조The organic phase was dried over sodium sulphate
8. 8
   농축concentrated in vacuo
9. 9
   기타to give a solid
10. 10
    기타This was purified through silica
11. 11
    세척eluting the product with 0-12% methanol in DCM
12. 12
    기타The solid from this was triturated in diethyl ether

실험 절차

1,1-dimethylethyl 7-(3-{[(4-methyl-2-pyridinyl)methyl]oxy}-2-pyridinyl)-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate (3.8 g) was dissolved in dioxane (20 ml). Gaseous hydrogen chloride was passed through the reaction mixture for 1.5 h. The reaction was monitored by TLC. On completion the solid formed was collected by filtration and washed with acetone. The solid was then dissolved in water and the mixture neutralised with aqueous sodium hydroxide (1M). The sticky solid formed was extracted with DCM. The organic phase was dried over sodium sulphate and concentrated in vacuo to give a solid. This was purified through silica, eluting the product with 0-12% methanol in DCM. The solid from this was triturated in diethyl ether to give the title compound, 2 g (69%) yield.

출처