1,4-Dioxane hydrochloride → HCID 49848418, compound

HRID 1845965Notes

Reaction equation

HRID 1845965 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][CH2:12][N:11]([S:15]([C:18]2[CH:19]=[C:20]3[C:25](=[CH:26][CH:27]=2)[C:24]([O:28]C)=[N:23][CH:22]=[CH:21]3)(=[O:17])=[O:16])[CH2:10][CH2:9]1)=O)(C)(C)C.Cl.O1CCOCC1>O1CCOCC1.O>[N:11]1([S:15]([C:18]2[CH:19]=[C:20]3[C:25](=[CH:26][CH:27]=2)[C:24](=[O:28])[NH:23][CH:22]=[CH:21]3)(=[O:17])=[O:16])[CH2:12][CH2:13][CH2:14][NH:8][CH2:9][CH2:10]1

Participants

5

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 66727319HCID 66727319, compound

Product 1

HCID 49848418HCID 49848418, compoundYield 79.8%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
90 °C

Procedure

110 mg of 6-(4-tert-butoxycarbonyl-1,4-diazepan-1-ylsulfonyl)-1-methoxyisoquinoline was dissolved in 2 mL of 1,4-dioxane and 1.5 mL of water. 4 mL of a 4 M hydrochloric acid-dioxane solution was added dropwise thereto, and the mixture was then stirred at 90° C. for 16 hours. After the completion of reaction, the reaction solvent was distilled off. The obtained residue was dissolved in 5 mL of methanol, and 5 mL of ethyl acetate was then added with vigorous stirring. The deposited white crystal was collected by filtration and dried under reduced pressure to obtain 64 mg of the compound of interest as a white crystal (72%).

Workup

  1. customAfter the completion of reaction
  2. distillationthe reaction solvent was distilled off
  3. dissolutionThe obtained residue was dissolved in 5 mL of methanol
  4. addition5 mL of ethyl acetate was then added with vigorous stirring
  5. filtrationThe deposited white crystal was collected by filtration
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-6941b0c3a856438493ae960b28ba9acc
Source dataset
uspto-grants-2015_02
Patent number
US08951997B2

Reaction notes

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