Hydrochloric Acid → 1-(3-(1-(4,6-Difluoro-1-methyl-1H-indazol-5-yl)ethyl)imidazo[1,2-b]pyridazin-6-yl)ethanone

HRID 456092Notes

Reaction equation

HRID 456092 reaction equation
Cl.[F:2][C:3]1[C:11]([CH:12]([C:14]2[N:18]3[N:19]=[C:20]([C:23]([O:25]CC)=[CH2:24])[CH:21]=[CH:22][C:17]3=[N:16][CH:15]=2)[CH3:13])=[C:10]([F:28])[CH:9]=[C:8]2[C:4]=1[CH:5]=[N:6][N:7]2[CH3:29].C([O-])(O)=O.[Na+]>CO>[F:2][C:3]1[C:11]([CH:12]([C:14]2[N:18]3[N:19]=[C:20]([C:23](=[O:25])[CH3:24])[CH:21]=[CH:22][C:17]3=[N:16][CH:15]=2)[CH3:13])=[C:10]([F:28])[CH:9]=[C:8]2[C:4]=1[CH:5]=[N:6][N:7]2[CH3:29]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 581904573-[1-(4,6-Difluoro-1-methyl-1H-indazol-5-yl)-ethyl]-6-(1-ethoxy-vinyl)-imidazo[1,2-b]pyridazine

Product 1

HCID 581905801-(3-(1-(4,6-Difluoro-1-methyl-1H-indazol-5-yl)ethyl)imidazo[1,2-b]pyridazin-6-yl)ethanoneYield 41%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2 mL of 3N HCl solution was added to a solution of 3-[1-(4,6-Difluoro-1-methyl-1H-indazol-5-yl)-ethyl]-6-(1-ethoxy-vinyl)-imidazo[1,2-b]pyridazine in 10 ml MeOH. The reaction solution was stirred at room temperature for 3 hours and then neutralized with sat. NaHCO3 solution. Solvent was evaporated and the residue was purified on chromatography (CH2Cl2:MeOH 10:1) to give the title compound as a yellow solid (30 mg, 41%). LCMS (method C): [MH]+=355.9, tR=3.75 min

Workup

  1. customSolvent was evaporated
  2. customthe residue was purified on chromatography (CH2Cl2:MeOH 10:1)

Sources & evidence

ORD record
ord-ff96f9a4485d455cbdeac2d50cbbc698
Source dataset
uspto-grants-2013_07
Patent number
US08497368B2

Reaction notes

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