Hydrochloric Acid → HCID 86705348, compound

HRID 1773633Notes

Reaction equation

HRID 1773633 reaction equation
[O:1]1CCO[CH:2]1[C:6]1[CH:11]=[CH:10][C:9]([C:12]2[N:16]3[N:17]=[C:18]([C:26]4[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=4)[CH:19]=[C:20]([NH:21][CH2:22][CH:23]([CH3:25])[CH3:24])[C:15]3=[N:14][CH:13]=2)=[CH:8][CH:7]=1.Cl.C(=O)([O-])O>CC(C)=O>[CH2:22]([NH:21][C:20]1[C:15]2[N:16]([C:12]([C:9]3[CH:8]=[CH:7][C:6]([CH:2]=[O:1])=[CH:11][CH:10]=3)=[CH:13][N:14]=2)[N:17]=[C:18]([C:26]2[CH:27]=[CH:28][N:29]=[CH:30][CH:31]=2)[CH:19]=1)[CH:23]([CH3:25])[CH3:24]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 769Bicarbonate IonHCID 66695628HCID 66695628, compound

Product 1

HCID 86705348HCID 86705348, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
23 °C

Procedure

To a solution of 63 mg (152 μmol) 3-[4-(1,3-dioxolan-2-yl)phenyl]-N-isobutyl-6-(pyridin-4-yl)imidazo[1,2-b]pyridazin-8-amine which was prepared according to intermediate example 13b, in 2.8 mL acetone were added 190 μL 4N hydrochloric acid and the mixture was stirred at 23° C. for 2 hours. Saturated hydrogen carbonate solution was added and the mixture was extracted with dichloromethane. The organic phase was dried over sodium sulfate. After filtration and removal of solvent the residue was purified by chromatography to give 41 mg (73%) of the title compound.

Workup

  1. extractionthe mixture was extracted with dichloromethane
  2. dry with materialThe organic phase was dried over sodium sulfate
  3. filtrationAfter filtration and removal of solvent the residue
  4. customwas purified by chromatography

Sources & evidence

ORD record
ord-15b4ee5810864cefa9b39179ba15eb75
Source dataset
uspto-grants-2016_02
Patent number
US09255100B2

Reaction notes

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