Dronedarone Hydrochloride → Dronedarone

HRID 449175Notes

Reaction equation

HRID 449175 reaction equation
[CH3:1][CH2:2][CH2:3][CH2:4][C:5]1[O:13][C:12]2[CH:11]=[CH:10][C:9]([NH:14][S:15]([CH3:18])(=[O:17])=[O:16])=[CH:8][C:7]=2[C:6]=1[C:19]([C:21]1[CH:22]=[CH:23][C:24]([O:27][CH2:28][CH2:29][CH2:30][N:31]([CH2:36][CH2:37][CH2:38][CH3:39])[CH2:32][CH2:33][CH2:34][CH3:35])=[CH:25][CH:26]=1)=[O:20].Cl.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[CH3:1][CH2:2][CH2:3][CH2:4][C:5]1[O:13][C:12]2[CH:11]=[CH:10][C:9]([NH:14][S:15]([CH3:18])(=[O:17])=[O:16])=[CH:8][C:7]=2[C:6]=1[C:19]([C:21]1[CH:22]=[CH:23][C:24]([O:27][CH2:28][CH2:29][CH2:30][N:31]([CH2:36][CH2:37][CH2:38][CH3:39])[CH2:32][CH2:33][CH2:34][CH3:35])=[CH:25][CH:26]=1)=[O:20]

Participants

4

Reactant 2

HCID 219025Dronedarone HydrochlorideHCID 516892Sodium Bicarbonate

Product 1

HCID 208898DronedaroneYield 100.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5.93 g dronedarone hydrochloride (0.01 mol) obtained in example 1 was dissolved in 40 mL methylene chloride to obtain a mixture. Then, the mixture was adjusted to neutral pH by adding saturated sodium bicarbonate solution. The organic layer was separated and washed with saturated sodium bicarbonate solution (10 mL×2), dried over sodium sulfate and evaporated under reduced pressure to get 5.61 g of oily product.

Workup

  1. customto obtain a mixture
  2. customThe organic layer was separated
  3. washwashed with saturated sodium bicarbonate solution (10 mL×2)
  4. dry with materialdried over sodium sulfate
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-1ca876deb54847d3815e2ff1519d26b2
Source dataset
uspto-grants-2013_07
Patent number
US08481763B2

Reaction notes

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