Cesium carbonate → HCID 86721734, compound

HRID 1522086Notes

Reaction equation

HRID 1522086 reaction equation
[Cl:1][C:2]1[C:3]([NH2:9])=[N:4][CH:5]=[N:6][C:7]=1Cl.C(=O)([O-])[O-].[Cs+].[Cs+].[NH2:16][C:17]1[CH:18]=[C:19]([OH:23])[CH:20]=[CH:21][CH:22]=1>CN(C=O)C>[NH2:16][C:17]1[CH:18]=[C:19]([CH:20]=[CH:21][CH:22]=1)[O:23][C:7]1[N:6]=[CH:5][N:4]=[C:3]([NH2:9])[C:2]=1[Cl:1]

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 115683-AminophenolHCID 242192625,6-Dichloro-pyrimidin-4-ylamine

Product 1

HCID 86721734HCID 86721734, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Into a 20-mL microwave vial was placed 5,6-dichloropyrimidin-4-amine (500.00 mg; 3.05 mmol), cesium carbonate (1.49 g: 4.57 mmol), and 3-aminophenol (499.08 mg; 4.57 mmol) suspended in DMF (12.00 ml). The reaction mixture was run in the microwave at 160° C. for 2 hours. The reaction mixture was allowed to cool to rt. The mixture was then filtered through a plug of silica gel. The solution was concentrated under reduced pressure and then lyophilized overnight to afford 6-(3-aminophenoxy)-5-chloropyrimidin-4-amine as a black solid crude.

Workup

  1. filtrationThe mixture was then filtered through a plug of silica gel
  2. concentrationThe solution was concentrated under reduced pressure
  3. waitlyophilized overnight

Sources & evidence

ORD record
ord-0e6eeb06a6ca479a90fdf61e8546c7d2
Source dataset
uspto-grants-2015_07
Patent number
US09073947B2

Reaction notes

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