Cesium carbonate → HCID 59556884, compound

HRID 1967356Notes

Reaction equation

HRID 1967356 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:10]=[C:9](I)[CH:8]=[CH:7][C:4]=1[C:5]#[N:6].[F:14][C:15]1([F:23])[C@H:19]([OH:20])[C@H:18]([CH3:21])[NH:17][C:16]1=[O:22].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.C(=O)([O-])[O-].[Cs+].[Cs+]>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:1][C:2]([F:13])([F:12])[C:3]1[CH:10]=[C:9]([N:17]2[C@@H:18]([CH3:21])[C@@H:19]([OH:20])[C:15]([F:23])([F:14])[C:16]2=[O:22])[CH:8]=[CH:7][C:4]=1[C:5]#[N:6]

Participants

6

Reactant 4

HCID 10796Cesium carbonateHCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 162183374-Iodo-2-(trifluoromethyl)benzonitrileHCID 59556931HCID 59556931, compound

Product 1

HCID 59556884HCID 59556884, compound

Reagents, catalysts & solvents 1

HCID 9811564Bis(dibenzylideneacetone)palladiumCatalyst

Procedure

Using 2-trifluoromethyl-4-iodobenzonitrile (1.64 g), (4R,5S)-3,3-difluoro-4-hydroxy-5-methylpyrrolidin-2-one (1.00 g), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (488 mg), tris(dibenzylideneacetone)dipalladium(0) (303 mg) and cesium carbonate (2.54 g), and in the same manner as in Reference Example 18, the title compound was obtained as a colorless solid (yield: 84.7 mg, 5%).

Sources & evidence

ORD record
ord-78e5b7a81106481d9077415c2dae1409
Source dataset
uspto-grants-2013_04
Patent number
US08420694B2

Reaction notes

Loading…