Potassium Phosphate, Tribasic → HCID 59175971, compound

HRID 1094480Notes

Reaction equation

HRID 1094480 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([N:11]2[C:15]3[CH:16]=[CH:17][C:18]([OH:20])=[CH:19][C:14]=3[O:13][CH2:12]2)=[O:10])=[CH:4][C:3]=1[C:21]([F:24])([F:23])[F:22].[Cl:25][C:26]1[N:31]=[C:30](Cl)[CH:29]=[CH:28][N:27]=1.[O-]P([O-])([O-])=O.[K+].[K+].[K+]>CN1C(=O)CCC1.CCOC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([N:11]2[C:15]3[CH:16]=[CH:17][C:18]([O:20][C:28]4[CH:29]=[CH:30][N:31]=[C:26]([Cl:25])[N:27]=4)=[CH:19][C:14]=3[O:13][CH2:12]2)=[O:10])=[CH:4][C:3]=1[C:21]([F:22])([F:24])[F:23]

Participants

6

Reactant 3

HCID 62657Potassium Phosphate, TribasicHCID 775312,4-DichloropyrimidineHCID 66640109HCID 66640109, compound

Product 1

HCID 59175971HCID 59175971, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

To a solution of 290 mg (0.81 mMol) 6-hydroxy-benzooxazole-3-carboxylic acid (4-chloro-3-trifluoromethyl-phenyl)-amide (Step 1.3) and 134 mg (0.90 mMol) 2,4-dichloropyrimidine in 15 ml NMP, 377 mg (1.78 mMol) K3PO4 are added. After 2 h at rt the reaction mixture is dissolved in EtOAc and water, the aq. phase separated off and extracted twice with EtOAc. The organic layers are washed with water and brine, dried (Na2SO4) and concentrated. Chromatography (Combi Flash; CH2Cl2→CH2Cl2/EtOAc 9:1) gives the title compound: m.p.: 140-142° C.; MS: [M+1]+=471/473.

Workup

  1. customwater, the aq. phase separated off
  2. extractionextracted twice with EtOAc
  3. washThe organic layers are washed with water and brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-dc1045b11b4148de8083c2427c928fda
Source dataset
uspto-grants-2012_03
Patent number
US08133886B2

Reaction notes

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