1,4-Dioxane hydrochloride → HCID 58027213, compound

HRID 1966301Notes

Reaction equation

HRID 1966301 reaction equation
Cl.O1CCOCC1.C(OC([NH:15][C:16]1[CH:45]=[CH:44][CH:43]=[CH:42][C:17]=1[O:18][CH2:19][C:20]1[C:29]([C:30]2[CH:35]=[CH:34][C:33]([F:36])=[CH:32][C:31]=2[O:37][CH3:38])=[CH:28][CH:27]=[C:26]2[C:21]=1[C:22]([CH3:41])=[CH:23][C:24]([CH3:40])([CH3:39])[NH:25]2)=O)(C)(C)C>>[NH2:15][C:16]1[CH:45]=[CH:44][CH:43]=[CH:42][C:17]=1[O:18][CH2:19][C:20]1[C:29]([C:30]2[CH:35]=[CH:34][C:33]([F:36])=[CH:32][C:31]=2[O:37][CH3:38])=[CH:28][CH:27]=[C:26]2[C:21]=1[C:22]([CH3:41])=[CH:23][C:24]([CH3:40])([CH3:39])[NH:25]2

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 58026776HCID 58026776, compound

Product 1

HCID 58027213HCID 58027213, compoundYield 70%

Procedure

4N HCl/1,4-dioxane solution (1 mL) was added to 5-(2-t-Butoxycarbonylaminophenoxymethyl)-6-(4-fluoro-2-methoxyphenyl)-2,2,4-trimethyl-1,2-dihydroquinoline (Compound No. 3-79, 9.6 mg, 0.019 mmol), then the reaction mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure. Ethyl acetate (10 mL) and saturated aqueous NaHCO3 solution (10 mL) were added to the residue and separated. The organic layer was dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give the titled compound (5.4 mg) as a yellow oil. (Yield 70%)

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionEthyl acetate (10 mL) and saturated aqueous NaHCO3 solution (10 mL) were added to the residue
  3. customseparated
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-5a8948ec27dc4423be227628e3080199
Source dataset
uspto-grants-2013_04
Patent number
US08420635B2

Reaction notes

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