Hydrochloric Acid → HCID 59025529, compound

HRID 1444838Notes

Reaction equation

HRID 1444838 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[C:14]2[CH:15]=[C:16]([Cl:19])[CH:17]=[CH:18][C:13]=2[CH:12]([CH2:20][CH:21]([CH3:23])[CH3:22])[C:11](=[O:24])[N:10]([CH2:25][C:26]([N:28]2[CH2:33][CH2:32][CH:31]([C:34]([O:36]CC)=[O:35])[CH2:30][CH2:29]2)=[O:27])[CH2:9]1.[OH-].[Na+].Cl>C1COCC1.CO.O>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[C:14]2[CH:15]=[C:16]([Cl:19])[CH:17]=[CH:18][C:13]=2[CH:12]([CH2:20][CH:21]([CH3:23])[CH3:22])[C:11](=[O:24])[N:10]([CH2:25][C:26]([N:28]2[CH2:29][CH2:30][CH:31]([C:34]([OH:36])=[O:35])[CH2:32][CH2:33]2)=[O:27])[CH2:9]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59025498HCID 59025498, compound

Product 1

HCID 59025529HCID 59025529, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

24 mg of the compound from Example 22 (0.04 mol) are dissolved in 2.0 ml of THF/methanol (1:1). 0.1 ml of 1 N sodium hydroxide solution is added, and the reaction mixture is stirred at room temperature for 16 h. It is diluted with water and acidified with 1 N hydrochloric acid, and the mixture is extracted three times with dichloromethane. The combined organic phases are dried over sodium sulphate, and the solvent is removed in a rotary evaporator. 23 mg (100% of theory) of the title compound are obtained.

Workup

  1. extractionthe mixture is extracted three times with dichloromethane
  2. dry with materialThe combined organic phases are dried over sodium sulphate
  3. customthe solvent is removed in a rotary evaporator

Sources & evidence

ORD record
ord-da756997b6694e548eb70ac82d0b30ff
Source dataset
uspto-grants-2010_02
Patent number
US07662956B2

Reaction notes

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