Ammonium Hydroxide → HCID 57924582, compound

HRID 553459Notes

Reaction equation

HRID 553459 reaction equation
[CH:1]([N:4]1[C:8]2[CH:9]=[N:10][CH:11]=[CH:12][C:7]=2[NH:6][C:5]1=O)([CH3:3])[CH3:2].[NH4+].[OH-].O=P(Cl)(Cl)[Cl:18]>>[Cl:18][C:5]1[N:4]([CH:1]([CH3:3])[CH3:2])[C:8]2[CH:9]=[N:10][CH:11]=[CH:12][C:7]=2[N:6]=1

Participants

4

Reactant 3

HCID 14923Ammonium HydroxideHCID 24813Phosphorus oxychlorideHCID 21822966HCID 21822966, compound

Product 1

HCID 57924582HCID 57924582, compound

Procedure

A mixture of 3-isopropyl-1H-imidazo[4,5-c]pyridin-2(3H)-one (0.5 g, 2.82 mmol.) in POCl3 (5 mL) was refluxed for 16 hrs. Then the reaction mixture was poured into ice water and basified with NH4OH to pH=7˜8. The mixture was extracted with ethyl acetate. The organic layer was dried over Na2SO4 and evaporated to afford crude 2-chloro-3-isopropyl-3H-imidazo[4,5-c]pyridine which was used directly for the next step (150 mg, 27%).

Workup

  1. temperaturewas refluxed for 16 hrs
  2. extractionThe mixture was extracted with ethyl acetate
  3. dry with materialThe organic layer was dried over Na2SO4
  4. customevaporated

Sources & evidence

ORD record
ord-e696a61a156848248ee344f7d5715023
Source dataset
uspto-grants-2011_11
Patent number
US08048862B2

Reaction notes

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