Реакция #5043

ord-497fa056f7bb46efa7e51c283e600987

Уравнение реакции

CCCc1ccc(N2CCC(O)CC2)nn1
6-methyl-3-(4-hydroxyl-1-piperidinyl)pyridazine
CCCc1ccc(N2CCC(O)CC2)nn1
6-n-propyl-3-(4-hydroxy-1-piperidinyl)pyridazine
CCCc1ccc(N2CCC(O)CC2)nn1
Formula IV
CCCc1ccc(N2CCC(O)CC2)nn1
6-n-propyl-3-(4-hydroxy-1-piperidinyl)pyridazine
CCOC(=O)/N=N/C(=O)OCC
DEAD
Cc1cc(-c2nnn(C)n2)cc(C)c1O
2-methyl-5-(3,5-dimethyl-4-hydroxyphenyl)-2H-tetrazole
Cc1cc(-c2nnn(C)n2)cc(C)c1O
Formula III
Cc1cc(-c2nnn(C)n2)cc(C)c1O
2-methyl-5-(3,5-dimethyl-4-hydroxyphenyl)-2H-tetrazole
Cc1cc(C#N)cc(C)c1O
2,6-dimethyl-4-cyanophenol
Cc1cc(-n2ncnn2)cc(C)c1O
(3,5-dimethyl-4-hydroxyphenyl)-2H-tetrazole
Cc1cc(-c2nnn(C)n2)cc(C)c1O
Formula III
Cc1cc(-c2nnn(C)n2)cc(C)c1O
2-methyl-5-(3,5-dimethyl-4-hydroxyphenyl)-2H-tetrazole

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеRecrystallization from ethyl acetate

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05242924uspto-grants-1993_09