Sodium Hydroxide → HCID 67015714, compound

HRID 1617962Notes

Reaction equation

HRID 1617962 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=2[CH3:26])[CH2:9][C:10]([C:12]2[CH:17]=[CH:16][N:15]=[C:14]([CH3:18])[CH:13]=2)=[O:11])=[CH:4][CH:3]=1.[CH3:27][S:28]([O-:30])=[O:29].[Na+].N1CCC[C@H]1C(O)=O.[OH-].[Na+]>O1CCOCC1.[Cu]I>[Cl:25][C:22]1[CH:23]=[CH:24][C:19]([C@@H:8]([C:5]2[CH:6]=[CH:7][C:2]([S:28]([CH3:27])(=[O:30])=[O:29])=[CH:3][CH:4]=2)[CH2:9][C:10]([C:12]2[CH:17]=[CH:16][N:15]=[C:14]([CH3:18])[CH:13]=2)=[O:11])=[C:20]([CH3:26])[CH:21]=1

Participants

7

Reactant 4

HCID 14798Sodium HydroxideHCID 145742L-ProlineHCID 2733271Sodium methanesulfinateHCID 66666343HCID 66666343, compound

Product 1

HCID 67015714HCID 67015714, compound

Reagents, catalysts & solvents 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 312751,4-DioxaneSolvent

Procedure

In analogy to example 358, step 1, from (R)-3-(4-bromo-phenyl)-3-(4-chloro-2-methyl-phenyl)-1-(2-methyl-pyridin-4-yl)-propan-1-one (example 282, step 1) in the presence of sodium methanesulfinate, L-proline, sodium hydroxide and copper(I) iodide in 1,4-dioxane was prepared the title compound as an yellow oil, MS (ESI+): m/z=428.1 ([M+H]+).

Sources & evidence

ORD record
ord-db011dfcd4d443b8ae8e6b1f4785083a
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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