Hydrochloric Acid → HCID 57506655, compound

HRID 1430165Notes

Reaction equation

HRID 1430165 reaction equation
Cl.[N:2]1([C:7]2[N:12]=[C:11]([C:13]3[S:17][C:16]([NH:18]C(=O)C)=[N:15][C:14]=3[CH3:22])[CH:10]=[CH:9][CH:8]=2)[CH:6]=[CH:5][N:4]=[CH:3]1>C(O)C>[N:2]1([C:7]2[N:12]=[C:11]([C:13]3[S:17][C:16]([NH2:18])=[N:15][C:14]=3[CH3:22])[CH:10]=[CH:9][CH:8]=2)[CH:6]=[CH:5][N:4]=[CH:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57417075HCID 57417075, compound

Product 1

HCID 57506655HCID 57506655, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Concentrated hydrochloric acid (0.3 ml) is added to N-[5-(6-imidazol-1-yl-pyridin-2-yl)-4-methyl-thiazol-2-yl]-acetamide (30 mg) in ethanol (2 ml) and heated at reflux for 3 hours and then stood for 18 hours at room temperature. The reaction mixture is evaporated and partitioned between aqueous sodium bicarbonate solution and 10% methanol in dichloromethane, extracting a further 4× with 10% methanol in dichloromethane. Evaporation of the combined organic layers gives the title compound which is used in Step. 60.1 without further purification.

Workup

  1. temperatureheated
  2. temperatureat reflux for 3 hours
  3. customThe reaction mixture is evaporated
  4. custompartitioned between aqueous sodium bicarbonate solution and 10% methanol in dichloromethane
  5. extractionextracting a further 4× with 10% methanol in dichloromethane
  6. customEvaporation of the combined organic layers

Sources & evidence

ORD record
ord-822e1be9d3214a17ba2b02adca829c3a
Source dataset
uspto-grants-2015_01
Patent number
US08940771B2

Reaction notes

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