Morpholine → HCID 178505988, compound

HRID 2264223Notes

Reaction equation

HRID 2264223 reaction equation
[F:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[C:8]1[CH:9]=[C:10]2[N:22]=[C:21](S(C)(=O)=O)[NH:20][C:11]2=[N:12][C:13]=1[C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1.[NH:27]1[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1>O1CCOCC1>[F:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[C:8]1[CH:9]=[C:10]2[N:22]=[C:21]([N:27]3[CH2:32][CH2:31][O:30][CH2:29][CH2:28]3)[NH:20][C:11]2=[N:12][C:13]=1[C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 178504833HCID 178504833, compound

Product 1

HCID 178505988HCID 178505988, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 6-(3-fluoropyridin-4-yl)-2-(methylsulfonyl)-5-pyridin-3-yl-3H-imidazo[4,5-b]pyridine (0.025 g, 0.068 mmol), morpholine (0.024 mL, 0.268 mmol) in dioxane (0.5 mL) was heated in a sealed tube at 120° C. overnight. The solvent was evaporated and the residue was purified by silica gel flash chromatography (95:5 dichloromethane/methanol) to give the title compound (0.011 g, 44% of yield).

Workup

  1. customThe solvent was evaporated
  2. customthe residue was purified by silica gel flash chromatography (95:5 dichloromethane/methanol)

Sources & evidence

ORD record
ord-b7a510e974bf4a2982a914fe919a09cb
Source dataset
uspto-grants-2010_12
Patent number
US07855202B2

Reaction notes

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