HCID 12136959, compound → HCID 178516226, compound

HRID 1760225Notes

Reaction equation

HRID 1760225 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[N:16]([C:17]3[CH:18]=[N:19][C:20]([O:23]C)=[CH:21][CH:22]=3)[C:11]3=[N:12][CH:13]=[CH:14][CH:15]=[C:10]3[N:9]=2)[CH:5]=[CH:6][CH:7]=1>Br>[F:1][C:2]1[CH:3]=[C:4]([C:8]2[N:16]([C:17]3[CH:22]=[CH:21][C:20]([OH:23])=[N:19][CH:18]=3)[C:11]3=[N:12][CH:13]=[CH:14][CH:15]=[C:10]3[N:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 12136959HCID 12136959, compound

Product 1

HCID 178516226HCID 178516226, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 1.80 g of 2-(3-fluorophenyl)-3-(6-methoxy-3-pyridyl) -3H-imidazo[4,5-b]pyridine and 20 mL of 47% hydrobromic acid was stirred at 100° C. for 3 hours and 35 minutes. The reaction mixtures was evaporated, to give a brown oil. This oil was subjected 3 times to azeotropic distillation with toluene, and the resulting brown oil was subjected to crystallization from methanol, to give 1.07 g of the title compound as greenish brown crystals (63% y.).

Workup

  1. customThe reaction mixtures
  2. customwas evaporated
  3. customto give a brown oil
  4. distillationto azeotropic distillation with toluene
  5. customthe resulting brown oil was subjected to crystallization from methanol

Sources & evidence

ORD record
ord-d53a676f70c1432c8cb5cd68102dbbd5
Source dataset
uspto-grants-2005_01
Patent number
US06841549B1

Reaction notes

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