Methanesulfonate → HCID 178419901, compound

HRID 340094Notes

Reaction equation

[O-]S(C(F)(F)F)(=O)=O.S([O-])(=O)(=O)C.Cl[C:15]1[C:24]2[C:19](=[CH:20][CH:21]=[C:22](I)[CH:23]=2)[N:18]=[CH:17][C:16]=1[N+:26]([O-])=O.BrC1C=C2C(=CC=1)[N:36]=[CH:35]C([N+]([O-])=O)=C2Cl>>[NH:36]1[C:15]2[C:24]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[N:18]=[CH:17][C:16]=2[N:26]=[CH:35]1

Participants

Reactant 4

HCID 85257Methanesulfonate

HCID 2758875Trifluoromethanesulfonate

HCID 219841286-Bromo-4-chloro-3-nitroquinoline

HCID 674701264-Chloro-6-iodo-3-nitroquinoline

Product 1

HCID 178419901HCID 178419901, compound

Procedure

The imidazo[4,5-c]quinoline system is synthesised starting from 4-chloro-3-nitroquinolines D which are activated in the 6-position by a leaving group EWG, for example halogen, triflate or mesylate. Preferably 4-chloro-6-iodo-3-nitro-quinoline (D.1) or 6-bromo-4-chloro-3-nitro-quinoline (D.2) is used.

Sources & evidence

ORD record: ord-55e35d52949d4dabb6649f0dc1b8725d
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08895581B2

Reaction notes

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