Cesium carbonate → HCID 59556993, compound

HRID 1173580Notes

Reaction equation

HRID 1173580 reaction equation
[CH3:1][C:2]1([CH3:10])[C:6](=[O:7])[CH:5]([CH3:8])[NH:4][C:3]1=[O:9].Br[C:12]1[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[C:14]([F:20])[C:13]=1[CH3:21].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]>[F:20][C:14]1[C:13]([CH3:21])=[C:12]([N:4]2[CH:5]([CH3:8])[C:6](=[O:7])[C:2]([CH3:10])([CH3:1])[C:3]2=[O:9])[CH:19]=[CH:18][C:15]=1[C:16]#[N:17]

Participants

6

Reactant 4

HCID 10796Cesium carbonateHCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 552998933,3,5-Trimethylpyrrolidine-2,4-dioneHCID 595569134-Bromo-2-fluoro-3-methylbenzonitrile

Product 1

HCID 59556993HCID 59556993, compound

Reagents, catalysts & solvents 1

HCID 9811564Bis(dibenzylideneacetone)palladiumCatalyst

Procedure

Using 3,3,5-trimethylpyrrolidine-2,4-dione (400 mg), 4-bromo-2-fluoro-3-methylbenzonitrile (667 mg), cesium carbonate (1.39 g), tris(dibenzylideneacetone)dipalladium(0) (130 mg) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (246 mg), and in the same manner as in Reference Example 18, the title compound was obtained as colorless crystals (yield: 137 mg, 18%).

Sources & evidence

ORD record
ord-0fa126d46a0e4fad8fac4c1004508514
Source dataset
uspto-grants-2010_11
Patent number
US07834051B2

Reaction notes

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