Water → HCID 22024400, compound

HRID 1793104Notes

Reaction equation

HRID 1793104 reaction equation
C([N:3]([CH2:6]C)CC)C.[C:8]([OH:12])([CH3:11])([CH3:10])[CH3:9].C1(C2C(C3C=CC=CC=3)=C(N=[N+]=[N-])PC=2)C=CC=CC=1.[CH3:33][C:34]1[CH:39]=[C:38]([CH3:40])[CH:37]=[CH:36][C:35]=1[C:41]1[C:42]2[N:43]([C:47](C(O)=O)=[C:48]([CH2:50][CH3:51])[N:49]=2)[N:44]=[CH:45][CH:46]=1.[OH2:55]>C1(C)C=CC=CC=1>[CH3:33][C:34]1[CH:39]=[C:38]([CH3:40])[CH:37]=[CH:36][C:35]=1[C:41]1[C:42]2[N:43]([C:47]([NH:3][C:6](=[O:55])[O:12][C:8]([CH3:11])([CH3:10])[CH3:9])=[C:48]([CH2:50][CH3:51])[N:49]=2)[N:44]=[CH:45][CH:46]=1

Participants

7

Reactant 5

HCID 962WaterHCID 6386tert-ButanolHCID 8471TriethylamineHCID 22024599HCID 22024599, compoundHCID 54443253HCID 54443253, compound

Product 1

HCID 22024400HCID 22024400, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
110 °C

Procedure

Triethylamine (0.202 mL, 1.4 mmol), t-butyl alcohol (5 mL) and diphenylphospholylazide (0.26 mL, 1.2 mmol) were added to a solution of the crude 8-(2,4-dimethylphenyl)-2-ethylimidazo[1,2-b]pyridazine-3-carboxylic acid (1.206 mmol) in toluene (10 mL), and the mixture was heated at 90° C. for 1 hour and 110° C. for 4 hours. Water was added thereto, which was extracted with ethyl acetate. The organic layer was washed with an aqueous saturated sodium bicarbonate solution and brine, dried over anhydrous magnesium sulfate and evaporated, to give crude tert-butyl N-[8-(2,4-dimethylphenyl)-2-ethylimidazo[1,2-b]pyridazin-3-yl]carbamate.

Workup

  1. extractionwhich was extracted with ethyl acetate
  2. washThe organic layer was washed with an aqueous saturated sodium bicarbonate solution and brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-cfc37113527a4f9495b9846ad564c536
Source dataset
uspto-grants-2006_07
Patent number
US07078405B2

Reaction notes

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