HCID 86679131, compound → (R)-2-Methyl-propane-2-sulfinic acid [5-(7-fluoro-1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-4-methyl-pyridin-3-ylmethyl]-amide

HRID 1774865Notes

Reaction equation

HRID 1774865 reaction equation
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][C:8](=[O:13])[N:9]2[CH3:12])=[CH:4][C:3]=1B1OC(C)(C)C(C)(C)O1.Br[C:24]1[C:25]([CH3:38])=[C:26]([CH2:30][NH:31][S@@:32]([C:34]([CH3:37])([CH3:36])[CH3:35])=[O:33])[CH:27]=[N:28][CH:29]=1>>[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][C:8](=[O:13])[N:9]2[CH3:12])=[CH:4][C:3]=1[C:24]1[C:25]([CH3:38])=[C:26]([CH2:30][NH:31][S@@:32]([C:34]([CH3:36])([CH3:35])[CH3:37])=[O:33])[CH:27]=[N:28][CH:29]=1

Participants

3

Reactant 2

HCID 86679131HCID 86679131, compoundHCID 86679150(R)-2-Methyl-propane-2-sulfinic acid (5-bromo-4-methyl-pyridin-3-ylmethyl)-amide

Product 1

HCID 86679209(R)-2-Methyl-propane-2-sulfinic acid [5-(7-fluoro-1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-4-methyl-pyridin-3-ylmethyl]-amide

Procedure

In analogy to the procedure described for the preparation of example 45, 7-fluoro-1-methyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-1H-quinolin-2-one (intermediate A-22) has been coupled to (R)-2-methyl-propane-2-sulfinic acid (5-bromo-4-methyl-pyridin-3-ylmethyl)-amide (intermediate A-59) to give the title compound as a brown amorphous solid. MS: 404.5 (M+H+).

Sources & evidence

ORD record
ord-a95799c6e20d4891a0735862dff0cca7
Source dataset
uspto-grants-2016_02
Patent number
US09260408B2

Reaction notes

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