Methyl triflate → 7-(Methoxycarbonyl)-1-methyl-8-nitroquinolinium trifluoromethanesulfonate

HRID 925618Notes

Reaction equation

[CH3:1][O:2][C:3]([C:5]1[C:14]([N+:15]([O-:17])=[O:16])=[C:13]2[C:8]([CH:9]=[CH:10][CH:11]=[N:12]2)=[CH:7][CH:6]=1)=[O:4].[CH3:18][O:19][S:20]([C:23]([F:26])([F:25])[F:24])(=[O:22])=[O:21]>C1(C)C=CC=CC=1>[F:24][C:23]([F:26])([F:25])[S:20]([O-:22])(=[O:21])=[O:19].[CH3:1][O:2][C:3]([C:5]1[C:14]([N+:15]([O-:17])=[O:16])=[C:13]2[C:8]([CH:9]=[CH:10][CH:11]=[N+:12]2[CH3:18])=[CH:7][CH:6]=1)=[O:4]

Participants

Conditions

Temperature: 75 °C

Procedure

To a solution of the 7-(methoxycarbonyl)-8-nitroquinoline (3.00 g, 12.9 mmol) in toluene (52 mL) at rt under N2 was added MeOTf (7.31 mL, 64.6 mmol). The solution was warmed to 75° C. and stirred for 16 h. The resulting mixture was concentrated and the residue was triturated with ethyl acetate to afford 7-(methoxycarbonyl)-1-methyl-8-nitroquinolinium trifluoromethanesulfonate as a white solid.

Workup

concentrationThe resulting mixture was concentrated
customthe residue was triturated with ethyl acetate

Sources & evidence

ORD record: ord-c9d00e1e1fc0463588668e9fc723b1c6
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09284312B2

Reaction notes

Loading…