Hydrazine hydrate (1:1) → (1S,8R)-1,11,11-Trimethyl-5-(2-trifluoromethoxy-phenyl)-3,4-diaza-tricyclo[6.2.1.02,7]undeca-2,4,6-triene

HRID 2243951Notes

Reaction equation

HRID 2243951 reaction equation
[CH3:1][C@@:2]12[C:8]([CH3:10])([CH3:9])[C@@H:5]([CH2:6][CH2:7]1)[C:4](=O)[C:3]2=O.COP([CH2:19][C:20](=O)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[O:27][C:28]([F:31])([F:30])[F:29])(=O)OC.O.[NH2:34][NH2:35]>>[CH3:1][C@@:2]12[C:8]([CH3:10])([CH3:9])[C@@H:5]([CH2:6][CH2:7]1)[C:4]1[C:3]2=[N:34][N:35]=[C:20]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[O:27][C:28]([F:31])([F:30])[F:29])[CH:19]=1

Participants

4

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 1549179(+)-CamphorquinoneHCID 86609928[2-Oxo-2-(2-trifluoromethoxy-phenyl)-ethyl]-phosphonic acid dimethyl ester

Product 1

HCID 67365795(1S,8R)-1,11,11-Trimethyl-5-(2-trifluoromethoxy-phenyl)-3,4-diaza-tricyclo[6.2.1.02,7]undeca-2,4,6-triene

Procedure

light yellow solid. MS (EI): 348.0 (M+). Prepared from (1S,4R)-1,7,7-trimethyl-bicyclo[2.2.1]heptane-2,3-dione, [2-Oxo-2-(2-trifluoromethoxy-phenyl)-ethyl]-phosphonic acid dimethyl ester, hydrazine monohydrate.

Sources & evidence

ORD record
ord-f84dde135f9340a389e98a432460b8e5
Source dataset
uspto-grants-2010_03
Patent number
US07678795B2

Reaction notes

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