Hydrochloric Acid → HCID 57443584, compound

HRID 547156Notes

Reaction equation

HRID 547156 reaction equation
[OH-].[Na+].C(OC(=O)[CH2:7][C:8]1[CH:13]=[C:12]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([CH2:38][CH3:39])([C:23]3[CH:28]=[CH:27][C:26]([CH2:29][CH2:30][CH:31]([OH:36])[C:32]([CH3:35])([CH3:34])[CH3:33])=[C:25]([CH3:37])[CH:24]=3)[CH2:21][CH3:22])=[CH:16][C:15]=2[CH3:40])[N:11]=[N:10][CH:9]=1)C.Cl>CO>[CH2:21]([C:20]([C:23]1[CH:28]=[CH:27][C:26]([CH2:29][CH2:30][CH:31]([OH:36])[C:32]([CH3:35])([CH3:34])[CH3:33])=[C:25]([CH3:37])[CH:24]=1)([C:17]1[CH:18]=[CH:19][C:14]([C:12]2[N:11]=[N:10][CH:9]=[C:8]([CH3:7])[CH:13]=2)=[C:15]([CH3:40])[CH:16]=1)[CH2:38][CH3:39])[CH3:22]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 57443580HCID 57443580, compound

Product 1

HCID 57443584HCID 57443584, compoundYield 83.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 2 N sodium hydroxide aqueous solution (0.010 mL) was added to a solution of [6-(4-{1-ethyl-1-[4-(3-hydroxy-4,4-dimethyl-pentyl)-3-methyl-phenyl]-propyl}-2-methyl-phenyl)-pyridazin-4-yl]acetic acid ethyl ester (Example 183-(4); 2.5 mg, 0.0047 mmol) in methanol (0.10 mL) at room temperature, and the mixture was stirred at room temperature for four hours. The mixture was acidified with dilute hydrochloric acid aqueous solution, followed by extraction with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate=1/2) to give the title compound (1.8 mg, 83%).

Workup

  1. extractionfollowed by extraction with ethyl acetate
  2. dry with materialThe extract was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by silica gel chromatography (hexane/ethyl acetate=1/2)

Sources & evidence

ORD record
ord-e8cc31d467374f319aea95370b2c8a08
Source dataset
uspto-grants-2011_05
Patent number
US07935688B2

Reaction notes

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