Cesium carbonate → HCID 59556948, compound

HRID 1967347Notes

Reaction equation

HRID 1967347 reaction equation
Br[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([Cl:10])[CH:3]=1.[F:11][C:12]1([F:20])[C@H:16]([OH:17])[C@H:15]([CH3:18])[NH:14][C:13]1=[O:19].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]>[Cl:10][C:4]1[CH:3]=[C:2]([N:14]2[C@@H:15]([CH3:18])[C@@H:16]([OH:17])[C:12]([F:20])([F:11])[C:13]2=[O:19])[CH:9]=[CH:8][C:5]=1[C:6]#[N:7]

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 59556931HCID 59556931, compound

Product 1

HCID 59556948HCID 59556948, compound

Reagents, catalysts & solvents 1

HCID 9811564Bis(dibenzylideneacetone)palladiumCatalyst

Procedure

Using 4-bromo-2-chlorobenzonitrile (556 mg), (4R,5S)-3,3-difluoro-4-hydroxy-5-methylpyrrolidin-2-one (448 mg), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (219 mg), tris(dibenzylideneacetone)dipalladium(0) (113 mg) and cesium carbonate (1.18 g), and in the same manner as in Reference Example 3, the title compound was obtained as a white powder (yield: 34.2 mg, 5%).

Sources & evidence

ORD record
ord-ab72fe1ae2a94a9a913881a6f86a1121
Source dataset
uspto-grants-2013_04
Patent number
US08420694B2

Reaction notes

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