Potassium Hydroxide → HCID 178508156, compound

HRID 2264224Notes

Reaction equation

HRID 2264224 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]([NH:23]C(=O)OCC)[NH:20][C:11]2=[N:12][C:13]=1[C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1.[OH-].[K+]>CC(O)C>[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]([NH2:23])[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 14797Potassium HydroxideHCID 178473459HCID 178473459, compound

Product 1

HCID 178508156HCID 178508156, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of ethyl [6-(3-fluoropyridin-4-yl)-5-pyridin-3-yl-3H-imidazo[4,5-b]pyridin-2-yl]carbamate (0.175 g, 0.46 mmol), potassium hydroxide (0.17 g, 3.01 mmol) in propan-2-ol (2 mL) was heated at 110° C. for 24 h. The solvent was evaporated and the crude mixture (0.38 g) was purified by reverse phase chromatography (water/acetonitrile) to give the title compound (0.08 g, 57% of yield).

Workup

  1. customThe solvent was evaporated
  2. customthe crude mixture (0.38 g) was purified by reverse phase chromatography (water/acetonitrile)

Sources & evidence

ORD record
ord-04c30fe9859f444aaf605cd6073cf439
Source dataset
uspto-grants-2010_12
Patent number
US07855202B2

Reaction notes

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