Sodium Carbonate → HCID 58626139, compound

HRID 1161714Notes

Reaction equation

HRID 1161714 reaction equation
Cl[C:2]1[CH:7]=[C:6](Cl)[N:5]=[C:4]([NH:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][C:17]([F:20])([F:19])[F:18])=[CH:12][CH:11]=2)[N:3]=1.[F:21][C:22]1[CH:27]=[CH:26][C:25](B(O)O)=[CH:24][CH:23]=1.C(=O)([O-])[O-].[Na+].[Na+]>CC([O-])=O.CC([O-])=O.[Pd+2].CN(C=O)C>[F:21][C:22]1[CH:27]=[CH:26][C:25]([C:2]2[CH:7]=[C:6]([C:25]3[CH:26]=[CH:27][C:22]([F:21])=[CH:23][CH:24]=3)[N:5]=[C:4]([NH:9][C:10]3[CH:15]=[CH:14][C:13]([O:16][C:17]([F:20])([F:19])[F:18])=[CH:12][CH:11]=3)[N:3]=2)=[CH:24][CH:23]=1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 2856454-Fluorophenylboronic acidHCID 58626077HCID 58626077, compound

Product 1

HCID 58626139HCID 58626139, compound

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 6228DimethylformamideSolvent

Procedure

(4,6-Dichloro-pyrimidin-2-yl)-(4-trifluoromethoxy-phenyl)-amine (0.3 g, 0.92 mmol) was reacted with 4-fluoro-phenyl boronic acid (0.25 g, 1.8 mmol) in presence of a catalyst Pd(OAc)2 (7 mg, 0.02 mmol) and sodium carbonate (0.78 g, 7.4 mmol) in a solvent DMF (10 mL) at 80° C. for 12 hours. Followed by work up and column purification to yield [4,6-bis-(4-fluoro-phenyl)-pyrimidin-2-yl]-(4-trifluoromethoxy-phenyl)-amine.

Workup

  1. customcolumn purification

Sources & evidence

ORD record
ord-e2183890c266410ea6addfa1367f3add
Source dataset
uspto-grants-2010_10
Patent number
US07820654B2

Reaction notes

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