Hydrazine hydrate (1:1) → 3-(5-Fluoro-2-methoxyphenyl)-5,6,7,8-tetrahydro-5,8-methanocinnoline

HRID 2243943Notes

Reaction equation

HRID 2243943 reaction equation
[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[C:3](=O)[C:2]2=O.COP([CH2:16][C:17]([C:19]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:20]=1[O:26][CH3:27])=O)(=O)OC.O.[NH2:29][NH2:30]>>[F:25][C:23]1[CH:22]=[CH:21][C:20]([O:26][CH3:27])=[C:19]([C:17]2[CH:16]=[C:3]3[C:2]([CH:1]4[CH2:7][CH:4]3[CH2:5][CH2:6]4)=[N:30][N:29]=2)[CH:24]=1

Participants

4

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 138696Bicyclo(2.2.1)heptane-2,3-dioneHCID 86609926HCID 86609926, compound

Product 1

HCID 673643993-(5-Fluoro-2-methoxyphenyl)-5,6,7,8-tetrahydro-5,8-methanocinnoline

Procedure

yellow solid. MS (ESI): 271.1 (MH+). Prepared from bicyclo[2.2.1]heptane-2,3-dione, [2-(5-Fluoro-2-methoxy-phenyl)-2-oxo-ethyl]-phosphonic acid dimethyl ester, hydrazine monohydrate.

Sources & evidence

ORD record
ord-0922f26f7bd04028a1005b61e38bf492
Source dataset
uspto-grants-2010_03
Patent number
US07678795B2

Reaction notes

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