Cesium carbonate → HCID 59556894, compound

HRID 1173575Notes

Reaction equation

HRID 1173575 reaction equation
[CH2:1]([C:3]1([CH2:11][CH3:12])[C:7](=[O:8])[CH:6]([CH3:9])[NH:5][C:4]1=[O:10])[CH3:2].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:5]2[CH:6]([CH3:9])[C:7](=[O:8])[C:3]([CH2:1][CH3:2])([CH2:11][CH3:12])[C:4]2=[O:10])[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 59557017HCID 59557017, compound

Product 1

HCID 59556894HCID 59556894, compound

Reagents, catalysts & solvents 1

HCID 9811564Bis(dibenzylideneacetone)palladiumCatalyst

Procedure

Using 3,3-diethyl-5-methylpyrrolidine-2,4-dione (150 mg), 4-bromo-2-chlorobenzonitrile (230 mg), cesium carbonate (433 mg), tris(dibenzylideneacetone)dipalladium(0) (40.6 mg) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (76.9 mg), and in the same manner as in Reference Example 3, the title compound was obtained as colorless crystals (yield: 101 mg, 37%).

Sources & evidence

ORD record
ord-3d1b1eac66d2426995c07688ca6ffdb7
Source dataset
uspto-grants-2010_11
Patent number
US07834051B2

Reaction notes

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