2-Hydrazinopyridine → 3-Pyridin-2-yl-3,4,9-triaza-tricyclo[5.3.1.02,6]undeca-2(6),4-diene

HRID 272624Notes

Reaction equation

HRID 272624 reaction equation
C([N:8]1[CH2:14][CH:13]2[CH2:15][CH:10]([C:11](=[CH:17][N:18](C)C)[C:12]2=O)[CH2:9]1)C1C=CC=CC=1.[N:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[NH:27]N>>[N:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[N:27]1[N:18]=[CH:17][C:11]2[CH:10]3[CH2:15][CH:13]([CH2:14][NH:8][CH2:9]3)[C:12]1=2

Participants

3

Reactant 2

HCID 786452-HydrazinopyridineHCID 688083373-Benzyl-7-dimethylaminomethylene-3-aza-bicyclo[3.2.1]octan-6-one

Product 1

HCID 688063943-Pyridin-2-yl-3,4,9-triaza-tricyclo[5.3.1.02,6]undeca-2(6),4-diene

Procedure

Following the method described in Example 14, 3-benzyl-7-dimethylaminomethylene-3-aza-bicyclo[3.2.1]octan-6-one and 2-pyridyl hydrazine were converted to the title compound in 7.6% overall yield. APCl MS m/z 227.2 (M+H)+.

Sources & evidence

ORD record
ord-6dd4e0138b794e3dade1480aa42e92d5
Source dataset
uspto-grants-2008_11
Patent number
US07456177B2

Reaction notes

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