7-Chloro-5-(4-chlorophenyl)-2-methyl-6-vinylquinoline → 8-(4-Chlorophenyl)-6-methyl-7-vinylquinoline

HRID 931726Notes

Reaction equation

HRID 931726 reaction equation
Cl[C:2]1C=C2C(C=CC(C)=N2)=C(C2C=CC(Cl)=CC=2)[C:3]=1C=C.FC(F)(F)S(O[C:28]1[C:37]([C:38]2[CH:43]=[CH:42][C:41]([Cl:44])=[CH:40][CH:39]=2)=[C:36]2[C:31]([CH:32]=[CH:33][CH:34]=[N:35]2)=[CH:30][C:29]=1[CH3:45])(=O)=O>>[Cl:44][C:41]1[CH:42]=[CH:43][C:38]([C:37]2[C:28]([CH:2]=[CH2:3])=[C:29]([CH3:45])[CH:30]=[C:31]3[C:36]=2[N:35]=[CH:34][CH:33]=[CH:32]3)=[CH:39][CH:40]=1

Participants

3

Reactant 2

HCID 666306227-Chloro-5-(4-chlorophenyl)-2-methyl-6-vinylquinolineHCID 866919768-(4-Chlorophenyl)-6-methylquinolin-7-yl trifluoromethanesulfonate

Product 1

HCID 666304878-(4-Chlorophenyl)-6-methyl-7-vinylquinoline

Procedure

Compound 4E was prepared following the procedure used to prepare compound 1G of Example 1, except that 8-(4-chlorophenyl)-6-methylquinolin-7-yl trifluoromethanesulfonate (4D) was used instead of compound 1F. LCMS-ESI+ (m/z): 280.2, 282.2 (M+H)+.

Sources & evidence

ORD record
ord-fbbdb54f96614cfd828ceeecb7d475e3
Source dataset
uspto-grants-2016_03
Patent number
US09296758B2

Reaction notes

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