Hydrochloric Acid → HCID 66899811, compound

HRID 1394645Notes

Reaction equation

HRID 1394645 reaction equation
C[O:2][C:3](=[O:31])[CH:4]=[C:5]([C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][N:11]=[C:10]2[C:16]1[CH:21]=[C:20]([CH:22]([CH3:24])[CH3:23])[CH:19]=[C:18]([CH:25]([CH3:27])[CH3:26])[C:17]=1[O:28][CH2:29][CH3:30])[CH3:6].Cl>CO.[OH-].[Na+]>[CH2:29]([O:28][C:17]1[C:18]([CH:25]([CH3:27])[CH3:26])=[CH:19][C:20]([CH:22]([CH3:23])[CH3:24])=[CH:21][C:16]=1[C:10]1[C:9]2[C:13](=[CH:14][CH:15]=[C:7]([C:5]([CH3:6])=[CH:4][C:3]([OH:31])=[O:2])[CH:8]=2)[NH:12][N:11]=1)[CH3:30]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 69220550HCID 69220550, compound

Product 1

HCID 66899811HCID 66899811, compoundYield 10%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 3-[3-(2-ethoxy-3,5-diisopropyl-phenyl)-1H-indazol-5-yl]-but-2-enoic acid methyl ester in 2 ml of methanol and 2 ml of 1N NaOH solution was heated to 60° C. for 3 h, then cooled and brought to pH 7 with 1N HCl. The reaction mixture was extracted with ethyl acetate (2×10 mL), and the organic layers were dried over MgSO4 and evaporated to a residue. The residue was purifed by silica gel chromatography (50% ethyl acetate in hexanes) to give a white solid (6.1 mg, 10%).

Workup

  1. temperaturecooled
  2. extractionThe reaction mixture was extracted with ethyl acetate (2×10 mL)
  3. dry with materialthe organic layers were dried over MgSO4
  4. customevaporated to a residue

Sources & evidence

ORD record
ord-bd81c53548a544a0b89d75ad2adb4e6a
Source dataset
uspto-grants-2008_03
Patent number
US07348359B2

Reaction notes

Loading…