HCID 86692121, compound → HCID 56645595, compound

HRID 876880Notes

Reaction equation

HRID 876880 reaction equation
C(OC(=O)[NH:7][C:8]1([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[C:19]([C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)=[CH:20][C:21]4[N:22]([C:24]([CH:27]=[CH2:28])=[CH:25][N:26]=4)[N:23]=3)=[CH:14][CH:13]=2)[CH2:11][CH2:10][CH2:9]1)(C)(C)C>Cl.O1CCOCC1>[C:29]1([C:19]2[C:18]([C:15]3[CH:14]=[CH:13][C:12]([C:8]4([NH2:7])[CH2:9][CH2:10][CH2:11]4)=[CH:17][CH:16]=3)=[N:23][N:22]3[C:24]([CH:27]=[CH2:28])=[CH:25][N:26]=[C:21]3[CH:20]=2)[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1

Participants

4

Reactant 1

HCID 86692121HCID 86692121, compound

Product 1

HCID 56645595HCID 56645595, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

168 mg Of the crude {1-[4-(7-phenyl-3-vinyl-imidazo[1,2-b]pyridazin-6-yl]-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester were stirred in 11.5 mL 4M hydrogen chloride in dioxane for 16 hours at room temperature. After evaporation of the solvent the residue was dissolved in methanol and given on a PoraPak Rxn CX column. The column was washed with 100 mL methanol and the product was eluted with methanol/NH3 yielding 34 mg (21.6%) of the title compound which was however slightly contaminated.

Workup

  1. customAfter evaporation of the solvent the residue
  2. dissolutionwas dissolved in methanol
  3. washThe column was washed with 100 mL methanol
  4. washthe product was eluted with methanol/NH3 yielding 34 mg (21.6%) of the title compound which

Sources & evidence

ORD record
ord-72b43ca8debe4c039f67ee3fb6b938a2
Source dataset
uspto-grants-2015_03
Patent number
US08987273B2

Reaction notes

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