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

HRID 2243908Notes

Reaction equation

HRID 2243908 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]([CH:19]1[CH2:21][CH2:20]1)=O)(=O)OC.O.[NH2:23][NH2:24]>>[CH:19]1([C:17]2[CH:16]=[C:3]3[C:2]([CH:1]4[CH2:7][CH:4]3[CH2:5][CH2:6]4)=[N:24][N:23]=2)[CH2:21][CH2:20]1

Participants

4

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 138696Bicyclo(2.2.1)heptane-2,3-dioneHCID 57624838Dimethyl (2-cyclopropyl-2-oxoethyl)phosphonate

Product 1

HCID 160636233-Cyclopropyl-5,6,7,8-tetrahydro-5,8-methanocinnoline

Procedure

MS (EI): 186.2 (M+), off-white crystalline solid. Prepared from bicyclo[2.2.1]heptane-2,3-dione, (2-cyclopropyl-2-oxo-ethyl)-phosphonic acid dimethyl ester, hydrazine monohydrate.

Sources & evidence

ORD record
ord-e69ef630c79548aab720433760638882
Source dataset
uspto-grants-2010_03
Patent number
US07678795B2

Reaction notes

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