Hydrochloric Acid → HCID 178478614, compound

HRID 1792598Notes

Reaction equation

HRID 1792598 reaction equation
C[O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2[C:13]([C:14]3[CH:15]=[CH:16][C:17]4[N:18]([C:20]([C:23]5[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=5)=[CH:21][N:22]=4)[CH:19]=3)=[CH:12][N:11](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[N:10]=2)=[CH:5][CH:4]=1.[ClH:48]>C(O)C>[ClH:48].[ClH:48].[ClH:48].[N:24]1[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=1[C:20]1[N:18]2[CH:19]=[C:14]([C:13]3[C:9]([C:6]4[CH:5]=[CH:4][C:3](=[O:2])[NH:8][CH:7]=4)=[N:10][NH:11][CH:12]=3)[CH:15]=[CH:16][C:17]2=[N:22][CH:21]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22031409HCID 22031409, compound

Product 1

HCID 178478614HCID 178478614, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 126 mg 6-[3-(6-methoxypyridin-3-yl)-1-trityl-1H-pyrazol-4-yl]-3-(pyridin-2-yl)imidazo[1,2-a]pyridine (compound in Example 363), 5 mL of 5 N hydrochloric acid and 5 mL ethanol was heated overnight under reflux. The reaction solution was evaporated, and the residue was subjected to azeotropic distillation with toluene. The residue was triturated with methanol and ethyl acetate. The crystals were collected by filtration and then dried under reduced pressure with a vacuum pump, to give 66 mg of the title compound as white crystals.

Workup

  1. temperaturewas heated overnight
  2. temperatureunder reflux
  3. customThe reaction solution was evaporated
  4. distillationthe residue was subjected to azeotropic distillation with toluene
  5. customThe residue was triturated with methanol and ethyl acetate
  6. filtrationThe crystals were collected by filtration
  7. customdried under reduced pressure with a vacuum pump

Sources & evidence

ORD record
ord-d83cbd37631a403393d94fb5890cac3f
Source dataset
uspto-grants-2006_07
Patent number
US07074801B1

Reaction notes

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