Hydrazine hydrate (1:1) → 3-Cyclopropyl-4-methyl-5,6,7,8-tetrahydro-5,8-methanocinnoline

HRID 2243970Notes

Reaction equation

HRID 2243970 reaction equation
[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[C:3](=O)[C:2]2=O.C(OP([CH:18]([CH3:24])[C:19]([CH:21]1[CH2:23][CH2:22]1)=O)(=O)OCC)C.O.[NH2:26][NH2:27]>>[CH:21]1([C:19]2[C:18]([CH3:24])=[C:3]3[C:2]([CH:1]4[CH2:7][CH:4]3[CH2:5][CH2:6]4)=[N:27][N:26]=2)[CH2:23][CH2:22]1

Participants

4

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 138696Bicyclo(2.2.1)heptane-2,3-dioneHCID 71426215Diethyl (1-cyclopropyl-1-oxopropan-2-yl)phosphonate

Product 1

HCID 673647353-Cyclopropyl-4-methyl-5,6,7,8-tetrahydro-5,8-methanocinnoline

Procedure

off-white crystalline solid. MS (EI): 200.2 (M+). Prepared from bicyclo[2.2.1]heptane-2,3-dione, (2-Cyclopropyl-1-methyl-2-oxo-ethyl)-phosphonic acid diethyl ester, hydrazine monohydrate.

Sources & evidence

ORD record
ord-03766275492a455abda2ebe6b518c95b
Source dataset
uspto-grants-2010_03
Patent number
US07678795B2

Reaction notes

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