Pentamethylbenzene → Methyl 2-(3-cyano-4-hydroxyphenyl)isonicotinate

HRID 1162407Notes

Reaction equation

HRID 1162407 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:16]=[C:17]([CH:22]=[CH:23][N:24]=2)[C:18]([O:20][CH3:21])=[O:19])=[CH:11][C:10]=1[C:25]#[N:26])C1C=CC=CC=1.CC1C(C)=C(C)C(C)=C(C)C=1>FC(F)(F)S(O)(=O)=O>[C:25]([C:10]1[CH:11]=[C:12]([C:15]2[CH:16]=[C:17]([CH:22]=[CH:23][N:24]=2)[C:18]([O:20][CH3:21])=[O:19])[CH:13]=[CH:14][C:9]=1[OH:8])#[N:26]

Participants

4

Reactant 2

HCID 12784PentamethylbenzeneHCID 66995135Methyl 2-[4-(benzyloxy)-3-cyanophenyl]isonicotinate

Product 1

HCID 136368377Methyl 2-(3-cyano-4-hydroxyphenyl)isonicotinate

Reagents, catalysts & solvents 1

HCID 62406Trifluoromethanesulfonic acidSolvent

Procedure

Methyl 2-[4(benzyloxy)-3-cyanophenyl]isonicotinate and pentamethylbenzene were stirred at room temperature in trifluoromethanesulfonic acid to obtain methyl 2-(3-cyano-4-hydroxyphenyl)isonicotinate. F: 255.

Sources & evidence

ORD record
ord-ab1e7a4ec9a14445861a011c6907ddf9
Source dataset
uspto-grants-2010_10
Patent number
US07820700B2

Reaction notes

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