Hydrazine hydrate (1:1) → 3-[(1-Methylcyclopropyl)methyl]-5,6,7,8-tetrahydro-5,8-ethanocinnoline

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](=O)[CH2:19][C:20]1([CH3:23])[CH2:22][CH2:21]1)(=O)OC.O.[NH2:26][NH2:27]>>[CH3:23][C:20]1([CH2:19][C:18]2[N:26]=[N:27][C:2]3[CH:1]4[CH2:8][CH2:7][CH:4]([C:3]=3[CH:17]=2)[CH2:5][CH2:6]4)[CH2:22][CH2:21]1

Participants

Reactant 3

HCID 24654Hydrazine hydrate (1:1)

HCID 548936Bicyclo[2.2.2]octane-2,3-dione

HCID 86638118[3-(1-Methyl-cyclopropyl)-2-oxo-propyl]-phosphonic acid dim ethyl ester

Product 1

HCID 461753293-[(1-Methylcyclopropyl)methyl]-5,6,7,8-tetrahydro-5,8-ethanocinnoline

Procedure

Light-yellow solid MS (ESI): 229.2 (MH+). Prepared from bicyclo[2.2.2]octane-2,3-dione, [3-(1-methyl-cyclopropyl)-2-oxo-propyl]-phosphonic acid dimethyl ester, hydrazine monohydrate.

Sources & evidence

ORD record: ord-6c9e30eabc61499f932ce55a0fac74b5
Source dataset: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08501940B2

Reaction notes

Loading…