Hydrazine hydrate (1:1) → 6-(Benzyloxy)-1,2-dihydroindazol-3-one

HRID 1873963Notes

Reaction equation

[CH2:1]([O:8][C:9]1[CH:18]=[CH:17][C:12]([C:13](OC)=[O:14])=[C:11](F)[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[NH2:21][NH2:22]>C(O)CCC>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:12]([C:13](=[O:14])[NH:21][NH:22]2)=[CH:17][CH:18]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 160 °C

Procedure

Methyl 4-(benzyloxy)-2-fluorobenzoate (52.4 mg) which can be prepared according to the method described in Reference example 30, etc. was dissolved in n-butanol (1 mL; manufactured by Kanto Chemical Co., Inc.), added with hydrazine monohydrate (96 μL; manufactured by Sigma-Aldrich Co.), and stirred in a sealed tube under microwave for 1 hour at 160° C. Precipitates from the reaction solution were filtered and washed with n-butanol to obtain the title compound (39.6 mg).

Workup

customPrecipitates from the reaction solution
filtrationwere filtered
washwashed with n-butanol

Sources & evidence

ORD record: ord-b4a1d943ca344c1b9e57e28cb84f6bd5
Source dataset: uspto-grants-2012_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08304443B2

Reaction notes

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