Cesium carbonate → HCID 59556946, compound

HRID 1967256Notes

Reaction equation

HRID 1967256 reaction equation
[C:1]([O:5][CH2:6][CH:7]1[NH:11][C:10](=[O:12])[C:9]([CH3:14])([CH3:13])[C:8]1=[O:15])([CH3:4])([CH3:3])[CH3:2].Br[C:17]1[CH:24]=[CH:23][C:20]([C:21]#[N:22])=[C:19]([Cl:25])[CH:18]=1.C(=O)([O-])[O-].[Cs+].[Cs+].C1(P(C2C=CC=CC=2)C2C3OC4C(=CC=CC=4P(C4C=CC=CC=4)C4C=CC=CC=4)C(C)(C)C=3C=CC=2)C=CC=CC=1>C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[C:1]([O:5][CH2:6][CH:7]1[N:11]([C:17]2[CH:24]=[CH:23][C:20]([C:21]#[N:22])=[C:19]([Cl:25])[CH:18]=2)[C:10](=[O:12])[C:9]([CH3:14])([CH3:13])[C:8]1=[O:15])([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 4

HCID 10796Cesium carbonateHCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 70104204-Bromo-2-chlorobenzonitrileHCID 59556885HCID 59556885, compound

Product 1

HCID 59556946HCID 59556946, compound

Reagents, catalysts & solvents 1

HCID 9811564Bis(dibenzylideneacetone)palladiumCatalyst

Procedure

Using 5-(tert-butoxymethyl)-3,3-dimethylpyrrolidine-2,4-dione (1.20 g), 4-bromo-2-chlorobenzonitrile (1.46 g), cesium carbonate (2.75 g), tris(dibenzylideneacetone)dipalladium(0) (258 mg) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (488 mg), and in the same manner as in Reference Example 3, the title compound was obtained as colorless crystals (yield: 1.59 g, 81%).

Sources & evidence

ORD record
ord-33de7ddf1cd343f6af3fa20bd116e7bb
Source dataset
uspto-grants-2013_04
Patent number
US08420694B2

Reaction notes

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