Cesium carbonate → HCID 59556950, compound

HRID 1173728Notes

Reaction equation

HRID 1173728 reaction equation
I[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([C:10]([F:13])([F:12])[F:11])[CH:3]=1.[CH:14]1([C@@:17]2([OH:24])[C@H:21]([CH3:22])[NH:20][C:19](=[O:23])[CH2:18]2)[CH2:16][CH2:15]1.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]>[CH:14]1([C@:17]2([OH:24])[CH2:18][C:19](=[O:23])[N:20]([C:2]3[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([C:10]([F:13])([F:12])[F:11])[CH:3]=3)[C@H:21]2[CH3:22])[CH2:16][CH2:15]1

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 57577518HCID 57577518, compound

Product 1

HCID 59556950HCID 59556950, compound

Reagents, catalysts & solvents 1

HCID 9811564Bis(dibenzylideneacetone)palladiumCatalyst

Procedure

Using 4-iodo-2-(trifluoromethyl)benzonitrile (558 mg), (4R,5S)-4-cyclopropyl-4-hydroxy-5-methylpyrrolidin-2-one (350 mg), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (166 mg), tris(dibenzylideneacetone)dipalladium(0) (86 mg) and cesium carbonate (902 mg), and in the same manner as in Example 62, the title compound was obtained as a yellow powder (yield: 123 mg, 20%).

Sources & evidence

ORD record
ord-452fae58da334a798934aaf5ffe30cc2
Source dataset
uspto-grants-2010_11
Patent number
US07834051B2

Reaction notes

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