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

HRID 2243963Notes

Reaction equation

HRID 2243963 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[CH2:22][CH2:21][CH2:20]1)=O)(=O)OC.O.[NH2:24][NH2:25]>>[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:25][N:24]=2)[CH2:22][CH2:21][CH2:20]1

Participants

4

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 138696Bicyclo(2.2.1)heptane-2,3-dioneHCID 22768687Dimethyl (2-cyclobutyl-2-oxoethyl)phosphonate

Product 1

HCID 673633043-Cyclobutyl-5,6,7,8-tetrahydro-5,8-methanocinnoline

Procedure

light yellow solid. MS (ESI): 200.2 (M+). Prepared from bicyclo[2.2.1]heptane-2,3-dione, (2-Cyclobutyl-2-oxo-ethyl)-phosphonic acid dimethyl ester, hydrazine monohydrate.

Sources & evidence

ORD record
ord-c237bb6404364423b81708be8003c15d
Source dataset
uspto-grants-2010_03
Patent number
US07678795B2

Reaction notes

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