Hydrochloric Acid → HCID 178426358, compound

HRID 2264220Notes

Reaction equation

HRID 2264220 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][NH2:24])[NH:20][C:11]2=[N:12][C:13]=1[C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1.[CH3:25][C:26](=O)[CH2:27][C:28](=O)[CH3:29].Cl>C(O)C>[CH3:25][C:26]1[CH:27]=[C:28]([CH3:29])[N:23]([C:21]2[NH:20][C:11]3=[N:12][C:13]([C:14]4[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=4)=[C:8]([C:7]4[CH:6]=[CH:5][N:4]=[CH:3][C:2]=4[F:1])[CH:9]=[C:10]3[N:22]=2)[N:24]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 31261AcetylacetoneHCID 178514333HCID 178514333, compound

Product 1

HCID 178426358HCID 178426358, compoundYield 25.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 6-(3-fluoropyridin-4-yl)-2-hydrazino-5-pyridin-3-yl-3H-imidazo[4,5-b]pyridine (0.05 g, 0.15 mmol), pentane-2,4-dione (0.016 mL, 0.16 mmol) and hydrogen chloride aqueous solution in ethanol (1 mL) was heated in a sealed tube at 80° C. for 16 hours. The acidic pH was neutralized and then the solvent was evaporated and the crude mixture was purified by reverse phase chromatography (water/acetonitrile) to give the title compound (0.015 g, 25% of yield).

Workup

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

Sources & evidence

ORD record
ord-78dcc3a129bd4b88a94017610d5a19d4
Source dataset
uspto-grants-2010_12
Patent number
US07855202B2

Reaction notes

Loading…