Potassium Carbonate → HCID 58654500, compound

HRID 1170489Notes

Reaction equation

HRID 1170489 reaction equation
[CH2:1]([O:3][C:4](=[O:32])[CH:5]([N:18]=C(C1C=CC=CC=1)C1C=CC=CC=1)[C:6]1[CH:11]=[C:10]([CH3:12])[N:9]=[C:8]([N:13]2[CH:17]=[CH:16][N:15]=[CH:14]2)[N:7]=1)[CH3:2].C([O-])([O-])=O.[K+].[K+]>C1COCC1.O.Cl>[CH2:1]([O:3][C:4](=[O:32])[CH:5]([NH2:18])[C:6]1[CH:11]=[C:10]([CH3:12])[N:9]=[C:8]([N:13]2[CH:17]=[CH:16][N:15]=[CH:14]2)[N:7]=1)[CH3:2]

Participants

6

Reactant 2

HCID 11430Potassium CarbonateHCID 58654363HCID 58654363, compound

Product 1

HCID 58654500HCID 58654500, compoundYield 70%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of (benzhydrylidene-amino)-(2-imidazol-1-yl-6-methyl-pyrimidin-4-yl)-acetic acid ethyl ester (460 mg, 1.10 mmol) in THF (4 mL), water (3 mL) and hydrochloride acid (1 mL, 37%) was stirred at r.t for 0.5 h. The saturated K2CO3 solution was added to make the solution basic (pH 9). The mixture was extracted with ethyl acetate (2×100 mL), washed with brine and dried over Na2SO4. Evaporation of the solvent and purification by column chromatography gave 200 mg (70%) of amino-(2-imidazol-1-yl-6-methyl-pyrimidin-4-yl)-acetic acid ethyl ester. [M+H]+ 262.64.

Workup

  1. extractionThe mixture was extracted with ethyl acetate (2×100 mL)
  2. washwashed with brine
  3. dry with materialdried over Na2SO4
  4. customEvaporation of the solvent and purification by column chromatography

Sources & evidence

ORD record
ord-b6951e30e6224385a4fe6a70d1f6c7f2
Source dataset
uspto-grants-2010_11
Patent number
US07825256B2

Reaction notes

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