2,2,2-Trifluoroethyl Methanesulfonate → 8-Nitro-3-(2,2,2-trifluoro-ethoxy)-quinoline

HRID 593353Notes

Reaction equation

HRID 593353 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:13]=1[N:12]=[CH:11][C:10]([OH:14])=[CH:9]2)([O-:3])=[O:2].[F:15][C:16]([F:24])([F:23])[CH2:17]OS(C)(=O)=O>>[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:13]=1[N:12]=[CH:11][C:10]([O:14][CH2:17][C:16]([F:24])([F:23])[F:15])=[CH:9]2)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 5565652,2,2-Trifluoroethyl MethanesulfonateHCID 543669748-Nitro-3-quinolinol

Product 1

HCID 681079008-Nitro-3-(2,2,2-trifluoro-ethoxy)-quinolineYield 18%

Procedure

In a manner analogous to that described in Example 30 a) the alkylation of the 8-nitro-quinolin-3-ol (CAS25369-37-3) with methanesulfonic acid 2,2,2-trifluoro-ethyl ester yielded the title compound as a yellow solid (yield 18%); (calculated) C11H7F3N2O3 [272.2]; (found) [M+H]+=273.

Sources & evidence

ORD record
ord-9b0d936f8a5d4ee5861144e935fe608f
Source dataset
uspto-grants-2016_01
Patent number
US09242943B2

Reaction notes

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