Sodium Carbonate → HCID 58626111, compound

HRID 1161715Notes

Reaction equation

HRID 1161715 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[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.[CH3:21][S:22]([C:25]1[CH:26]=[C:27](B(O)O)[CH:28]=[CH:29][CH:30]=1)(=[O:24])=[O:23].C(=O)([O-])[O-].[Na+].[Na+]>CC([O-])=O.CC([O-])=O.[Pd+2].CN(C=O)C>[Cl:8][C:6]1[CH:7]=[C:2]([C:29]2[CH:28]=[CH:27][CH:26]=[C:25]([S:22]([CH3:21])(=[O:24])=[O:23])[CH:30]=2)[N:3]=[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:5]=1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 27735423-(Methylsulfonyl)phenylboronic acidHCID 58626077HCID 58626077, compound

Product 1

HCID 58626111HCID 58626111, compound

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared by reacting (4,6-dichloro-pyrimidin-2-yl)-(4-trifluoromethoxy-phenyl)-amine (0.3 g, 0.92 mmol) with 3-methanesulfonyl-phenyl boronic acid (0.37 g, 1.85 mmol) in presence of 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.

Workup

  1. customat 80° C.
  2. customfor 12 hours
  3. customcolumn purification

Sources & evidence

ORD record
ord-6aa06b2084dd4356a67e386671feabc3
Source dataset
uspto-grants-2010_10
Patent number
US07820654B2

Reaction notes

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