Cesium carbonate → HCID 59556890, compound

HRID 1967251Notes

Reaction equation

HRID 1967251 reaction equation
[CH2:1]([CH:5]1[NH:9][C:8](=[O:10])[C:7]([CH3:12])([CH3:11])[C:6]1=[O:13])[CH:2]([CH3:4])[CH3:3].Br[C:15]1[CH:22]=[CH:21][C:18]([C:19]#[N:20])=[C:17]([Cl:23])[CH:16]=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]>[Cl:23][C:17]1[CH:16]=[C:15]([N:9]2[CH:5]([CH2:1][CH:2]([CH3:4])[CH3:3])[C:6](=[O:13])[C:7]([CH3:11])([CH3:12])[C:8]2=[O:10])[CH:22]=[CH:21][C:18]=1[C:19]#[N:20]

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 59556971HCID 59556971, compound

Product 1

HCID 59556890HCID 59556890, compound

Reagents, catalysts & solvents 1

HCID 9811564Bis(dibenzylideneacetone)palladiumCatalyst

Procedure

Using 5-isobutyl-3,3-dimethylpyrrolidine-2,4-dione (500 mg), 4-bromo-2-chlorobenzonitrile (709 mg), cesium carbonate (1.33 g), tris(dibenzylideneacetone)dipalladium(0) (125 mg) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (237 mg), and in the same manner as in Reference Example 3, the title compound was obtained as a colorless oil (yield: 744 mg, 86%).

Sources & evidence

ORD record
ord-d85415f18092475bb2ed84d1c89d6b27
Source dataset
uspto-grants-2013_04
Patent number
US08420694B2

Reaction notes

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