Cesium carbonate → HCID 59556968, compound

HRID 1967398Notes

Reaction equation

HRID 1967398 reaction equation
[Cl:1][C:2]1[C:9]([CH3:10])=[C:8](I)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[CH:12]1([C@@:15]2([OH:22])[C@H:19]([CH3:20])[NH:18][C:17](=[O:21])[CH2:16]2)[CH2:14][CH2:13]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]>[Cl:1][C:2]1[C:9]([CH3:10])=[C:8]([N:18]2[C:17](=[O:21])[CH2:16][C@:15]([CH:12]3[CH2:14][CH2:13]3)([OH:22])[C@@H:19]2[CH3:20])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]

Participants

6

Reactant 4

HCID 10796Cesium carbonateHCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 167319952-Chloro-4-iodo-3-methylbenzonitrileHCID 57577518HCID 57577518, compound

Product 1

HCID 59556968HCID 59556968, compound

Reagents, catalysts & solvents 1

HCID 9811564Bis(dibenzylideneacetone)palladiumCatalyst

Procedure

Using 2-chloro-4-iodo-3-methylbenzonitrile (522 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 white powder (yield: 308 mg, 54%).

Sources & evidence

ORD record
ord-dc35791ee7474eca9f50ee96b7f65060
Source dataset
uspto-grants-2013_04
Patent number
US08420694B2

Reaction notes

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