Reaktion #5043
ord-497fa056f7bb46efa7e51c283e600987
Reaktionsgleichung
6-methyl-3-(4-hydroxyl-1-piperidinyl)pyridazine
6-n-propyl-3-(4-hydroxy-1-piperidinyl)pyridazine
Formula IV
6-n-propyl-3-(4-hydroxy-1-piperidinyl)pyridazine
DEAD
2-methyl-5-(3,5-dimethyl-4-hydroxyphenyl)-2H-tetrazole
Formula III
2-methyl-5-(3,5-dimethyl-4-hydroxyphenyl)-2H-tetrazole
2,6-dimethyl-4-cyanophenol
→
Edukte
6-methyl-3-(4-hydroxyl-1-piperidinyl)pyridazine
6-n-propyl-3-(4-hydroxy-1-piperidinyl)pyridazine
Formula IV
6-n-propyl-3-(4-hydroxy-1-piperidinyl)pyridazine
DEAD
2-methyl-5-(3,5-dimethyl-4-hydroxyphenyl)-2H-tetrazole
Formula III
2-methyl-5-(3,5-dimethyl-4-hydroxyphenyl)-2H-tetrazole
2,6-dimethyl-4-cyanophenol
Reagenzien
Keine
Reaktionsbedingungen
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1SonstigeRecrystallization from ethyl acetate
Vorschrift
2-Methyl-5-((3,5-dimethyl-4-hydroxyphenyl)-2H-tetrazole (Formula III: R2 =R3 =R4 =CH3) was prepared according to the procedure of Example 1b starting with 2,6-dimethyl-4-cyanophenol. 4.5 Mmol of 6-methyl-3-(4-hydroxyl-1-piperidinyl)pyridazine (Formula IV: R1 =methyl, Y=CH2), 1.14 g DEAD, 6.8 mmol TPP, 5 mmol of 2-methyl-5-(3,5-dimethyl-4-hydroxyphenyl)-2H-tetrazole (Formula III: R2 =R3 =R4 =CH3) were reacted as described in Example 1c. Recrystallization from ethyl acetate afforded a 71.9% yield of the compound of Formula I (R1 =R2 =R3 =R4 =methyl, Y=CH2) m.p. 183°-184° C.