Potassium Carbonate → HCID 59374316, compound

HRID 473673Notes

Reaction equation

HRID 473673 reaction equation
[F:1][C:2]1[C:3]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=2)=[N:4][CH:5]=[CH:6][CH:7]=1.[Cl:16][C:17]1[C:22](Cl)=[N:21][CH:20]=[CH:19][N:18]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Cl:16][C:17]1[C:22]([O:15][C:12]2[CH:13]=[CH:14][C:9]([NH:8][C:3]3[C:2]([F:1])=[CH:7][CH:6]=[CH:5][N:4]=3)=[CH:10][CH:11]=2)=[N:21][CH:20]=[CH:19][N:18]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 785752,3-DichloropyrazineHCID 59374178HCID 59374178, compound

Product 1

HCID 59374316HCID 59374316, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 4-(3-fluoropyridin-2-ylamino)phenol (1.0 g, 0.048 mol) and 2,3-dichloropyrazine (1.01 g, 0.006 mol) in DMF (10 mL) was added potassium carbonate (1.32 g, 0.0096 mol). The reaction mixture was heated to 100° C. for overnight. After cooling to RT, the reaction mixture was concentrated under high vacuum and diluted with water to get precipitate. After stirring for 1 h, the solid was collected by filtration, washed with water and ether, dried to give desired product as tan solid. MS (ESI, pos. ion) m/z: 317.05 (M+1).

Workup

  1. temperatureAfter cooling to RT
  2. concentrationthe reaction mixture was concentrated under high vacuum
  3. additiondiluted with water
  4. customto get precipitate
  5. filtrationthe solid was collected by filtration
  6. washwashed with water and ether
  7. customdried

Sources & evidence

ORD record
ord-075c2ed14f434c96b0a18ef03324af86
Source dataset
uspto-grants-2014_01
Patent number
US08637500B2

Reaction notes

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