Potassium Phosphate, Tribasic → HCID 57556447, compound

HRID 556381Notes

Reaction equation

HRID 556381 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([CH2:8][O:9][C:10](=[O:16])[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[CH:3]=1.[CH2:17]([O:19][C:20]([C:22]1[C:23]2[CH:30]=[CH:29][C:28]([OH:31])=[CH:27][C:24]=2[S:25][CH:26]=1)=[O:21])[CH3:18].[O-]P([O-])([O-])=O.[K+].[K+].[K+]>CN1C(=O)CCC1.O>[CH2:17]([O:19][C:20]([C:22]1[C:23]2[CH:30]=[CH:29][C:28]([O:31][C:2]3[N:7]=[CH:6][N:5]=[C:4]([CH2:8][O:9][C:10](=[O:16])[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[CH:3]=3)=[CH:27][C:24]=2[S:25][CH:26]=1)=[O:21])[CH3:18]

Participants

6

Reactant 3

HCID 62657Potassium Phosphate, TribasicHCID 66992863HCID 66992863, compoundHCID 86626632HCID 86626632, compound

Product 1

HCID 57556447HCID 57556447, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
60 °C

Procedure

A suspension of 984 mg (4.05 mMol) hexanoic acid 6-chloro-pyrimidin-4-ylmethyl ester, 751 mg (3.38 mMol) 6-hydroxy-benzo[b]thiophene-3-carboxylic acid ethyl ester (Step 12.3) and 1.43 g (6.76 mMol) K3PO4 in 20 ml NMP is stirred for 1.5 h at 60° C. The reaction mixture is dissolved in water and EtOAc, the aq. phase separated off and extracted twice with EtOAc. The organic layers are washed with water and brine, dried (Na2SO4) and concentrated. Chromatography (SiO2; hexane/EtOAc 4:1→1:1) gives the title compound: MS: [M+1]+=429; TLC(hexane/EtOAc 4:1): Rf=0.14.

Workup

  1. customEtOAc, 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-da47c2b89b094694b34ab02d7074e9ac
Source dataset
uspto-grants-2011_11
Patent number
US08058276B2

Reaction notes

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