Cesium carbonate → HCID 59556892, compound

HRID 1967260Notes

Reaction equation

HRID 1967260 reaction equation
[CH3:1][O:2][CH2:3][CH:4]1[NH:8][C:7](=[O:9])[C:6]([CH3:11])([CH3:10])[C:5]1=[O:12].Br[C:14]1[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[C:16]([Cl:22])[CH:15]=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:22][C:16]1[CH:15]=[C:14]([N:8]2[CH:4]([CH2:3][O:2][CH3:1])[C:5](=[O:12])[C:6]([CH3:10])([CH3:11])[C:7]2=[O:9])[CH:21]=[CH:20][C:17]=1[C:18]#[N:19]

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 59556989HCID 59556989, compound

Product 1

HCID 59556892HCID 59556892, compound

Reagents, catalysts & solvents 1

HCID 9811564Bis(dibenzylideneacetone)palladiumCatalyst

Procedure

Using 5-(methoxymethyl)-3,3-dimethylpyrrolidine-2,4-dione (700 mg), 4-bromo-2-chlorobenzonitrile (1.06 g), cesium carbonate (2.00 g), tris(dibenzylideneacetone)dipalladium(0) (187 mg) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (355 mg), and in the same manner as in Reference Example 3, the title compound was obtained as colorless crystals (yield: 219 mg, 17%).

Sources & evidence

ORD record
ord-e46ff905d3044f61a15e7498601de5f4
Source dataset
uspto-grants-2013_04
Patent number
US08420694B2

Reaction notes

Loading…