Hydrazine hydrate (1:1) → 3-[4-Fluoro-2-(trifluoromethyl)phenyl]-5,6,7,8-tetrahydro-5,8-ethanocinnoline

HRID 1888890Notes

Reaction equation

HRID 1888890 reaction equation
[CH:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C:3](=O)[C:2]2=O.COP([CH2:17][C:18]([C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][C:21]=1[C:27]([F:30])([F:29])[F:28])=O)(=O)OC.O.[NH2:32][NH2:33]>>[F:26][C:23]1[CH:24]=[CH:25][C:20]([C:18]2[N:32]=[N:33][C:2]3[CH:1]4[CH2:8][CH2:7][CH:4]([C:3]=3[CH:17]=2)[CH2:5][CH2:6]4)=[C:21]([C:27]([F:30])([F:29])[F:28])[CH:22]=1

Participants

4

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 548936Bicyclo[2.2.2]octane-2,3-dioneHCID 86609939[2-(4-Fluoro-2-trifluoromethyl-phenyl)-2-oxo-ethyl]-phosphonic acid dimethyl ester

Product 1

HCID 461753303-[4-Fluoro-2-(trifluoromethyl)phenyl]-5,6,7,8-tetrahydro-5,8-ethanocinnoline

Procedure

White solid MS (ESI): 323.1 (MH+). Prepared from bicyclo[2.2.2]octane-2,3-dione, [2-(4-fluoro-2-trifluoromethyl-phenyl)-2-oxo-ethyl]-phosphonic acid dimethyl ester, hydrazine monohydrate.

Sources & evidence

ORD record
ord-a71b0c671afc404eb8c29d8627a6300c
Source dataset
uspto-grants-2013_08
Patent number
US08501940B2

Reaction notes

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