Pyrrolidine → 2,2,2-Trifluoro-1-[4-(4-methanesulfonyl-phenyl)-2-methyl-6-pyrrolidin-1-yl-quinolin-3-yl]-ethanone

HRID 2104173Notes

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.[NH:29]1[CH2:33][CH2:32][CH2:31][CH2:30]1>>[F:17][C:14]([F:15])([F:16])[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:27])=[O:26])=[CH:21][CH:20]=1)=[CH:3][C:2]([N:29]1[CH2:33][CH2:32][CH2:31][CH2:30]1)=[CH:11][CH:10]=2)=[O:18]

Participants

Reactant 2

HCID 31268Pyrrolidine

HCID 115400851-[6-Bromo-4-(4-methanesulfonyl-phenyl)-2-methyl-quinolin-3-yl]-2,2,2-trifluoro-ethanone

Product 1

HCID 115834852,2,2-Trifluoro-1-[4-(4-methanesulfonyl-phenyl)-2-methyl-6-pyrrolidin-1-yl-quinolin-3-yl]-ethanoneYield 51%

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 pyrrolidine according to the procedure of example 25, except that the reaction time was of 16 h. Yield: 51%; MS: m/z=463 (M+H).

Sources & evidence

ORD record: ord-1b87e3afa5844458b688df3256c4484f
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07576217B2

Reaction notes

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