1-[6-Bromo-4-(4-methanesulfonyl-phenyl)-2-methyl-quinolin-3-yl]-2,2,2-trifluoro-ethanone → 2,2,2-Trifluoro-1-[4-(4-methanesulfonyl-phenyl)-2-methyl-6-(8-oxa-3-aza-bicyclo[3.2.1]oct-3-yl)-quinolin-3-yl]-ethanone

HRID 2104191Notes

Reaction equation

HRID 2104191 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH3:12])[C:6]([C:13](=[O:18])[C:14]([F:17])([F:16])[F:15])=[C:5]2[C:19]1[CH:24]=[CH:23][C:22]([S:25]([CH3:28])(=[O:27])=[O:26])=[CH:21][CH:20]=1.[CH:29]12[O:36][CH:33]([CH2:34][CH2:35]1)[CH2:32][NH:31][CH2:30]2>>[F:16][C:14]([F:15])([F:17])[C:13]([C:6]1[C:7]([CH3:12])=[N:8][C:9]2[C:4]([C:5]=1[C:19]1[CH:24]=[CH:23][C:22]([S:25]([CH3:28])(=[O:26])=[O:27])=[CH:21][CH:20]=1)=[CH:3][C:2]([N:31]1[CH2:30][CH:29]3[O:36][CH:33]([CH2:34][CH2:35]3)[CH2:32]1)=[CH:11][CH:10]=2)=[O:18]

Participants

3

Reactant 2

HCID 115400851-[6-Bromo-4-(4-methanesulfonyl-phenyl)-2-methyl-quinolin-3-yl]-2,2,2-trifluoro-ethanoneHCID 120692318-Oxa-3-azabicyclo[3.2.1]octane

Product 1

HCID 116203622,2,2-Trifluoro-1-[4-(4-methanesulfonyl-phenyl)-2-methyl-6-(8-oxa-3-aza-bicyclo[3.2.1]oct-3-yl)-quinolin-3-yl]-ethanoneYield 61%

Procedure

The title compound was prepared from 1-[6-bromo-4-(4-methanesulfonyl-phenyl)-2-methyl-quinolin-3-yl]-2,2,2-trifluoro-ethanone [example 23] and 8-oxa-3-aza-bicyclo[3.2.1]octane according to the procedure of example 51. Yield: 61%; MS: m/z=505 (M+H).

Sources & evidence

ORD record
ord-6c83c255309745b992707045cb2882a8
Source dataset
uspto-grants-2009_08
Patent number
US07576217B2

Reaction notes

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