Ethyl diazoacetate → 4,6,7,8-tetrahydro-1,3-dimethyl-5(1H)-cycloheptapyrazolone

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Reaction Steps

1,5,6,7-Tetrahydro-1,3-dimethyl-4H-indazol-4-one is reacted with ethyl diazoacetate according to the procedure described in Example 3 to give 4,6,7,8-tetrahydro-1,3-dimethyl-5(1H)-cycloheptapyrazolone. This is reacted with N,N-dimethylformamide dimethyl acetal according to the procedure described in the first paragraph of Example 6 to give 4-(dimethylaminomethylene)-4,6,7,8-tetrahydro-1,3-dimethyl-5(1H)-cycloheptapyrazolone. The dimethylaminomethylene compound is then reacted with hydrazine according to the procedure described in Example 7 to give 4,5,6,7-tetrahydro-1,3-dimethyl-3H-cyclohepta[1,2-c:4,3-c']dipyrazole.

Provenance & Evidence