Cesium carbonate → HCID 58155049, compound

HRID 1887680Notes

Reaction equation

HRID 1887680 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6](I)[C:5]([C:9]([F:12])([F:11])[F:10])=[CH:4][N:3]=1.[N:13]1[CH:18]=[CH:17][CH:16]=[N:15][C:14]=1[C:19]1[S:23][CH:22]=[N:21][C:20]=1[NH2:24].CC1(C)C2C(=C(P(C3C=CC=CC=3)C3C=CC=CC=3)C=CC=2)OC2C(P(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC1=2.C(=O)([O-])[O-].[Cs+].[Cs+]>O1CCOCC1.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[CH:7]=[C:6]([NH:24][C:20]2[N:21]=[CH:22][S:23][C:19]=2[C:14]2[N:15]=[CH:16][CH:17]=[CH:18][N:13]=2)[C:5]([C:9]([F:12])([F:11])[F:10])=[CH:4][N:3]=1

Participants

7

Reactant 4

HCID 10796Cesium carbonateHCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 27737912-Chloro-4-iodo-5-(trifluoromethyl)pyridineHCID 58155125HCID 58155125, compound

Product 1

HCID 58155049HCID 58155049, compound

Reagents, catalysts & solvents 2

HCID 9811564Bis(dibenzylideneacetone)palladiumCatalystHCID 312751,4-DioxaneSolvent

Procedure

Method A was applied to a mixture of 2-chloro-4-iodo-5-(trifluoromethyl)pyridine (69 mg, 0.22 mmol), 5-(pyrimidin-2-yl)thiazol-4-amine (26 mg, 0.15 mmol), Pd2(dba)3 (17 mg, 0.019 mmol), xantphos (14 mg, 0.029 mmol) and cesium carbonate (97 mg, 0.30 mmol) in dioxane (3.5 ml).

Sources & evidence

ORD record
ord-896839b1a4f54cf6b06a9e1198ff04b0
Source dataset
uspto-grants-2013_08
Patent number
US08501763B2

Reaction notes

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