Sodium Hydroxide → HCID 178488942, compound

HRID 1488229Notes

Reaction equation

HRID 1488229 reaction equation
[CH3:1][O:2][CH:3]1[CH2:8][CH2:7][CH:6]([C:9]2[NH:10][C:11]([C:15]3[CH:16]=[C:17]([CH:22]=[CH:23][C:24]=3[CH3:25])[C:18]([O:20]C)=[O:19])=[C:12]([CH3:14])[N:13]=2)[CH2:5][CH2:4]1.[OH-].[Na+]>CO.O>[CH3:1][O:2][CH:3]1[CH2:8][CH2:7][CH:6]([C:9]2[NH:10][C:11]([C:15]3[CH:16]=[C:17]([CH:22]=[CH:23][C:24]=3[CH3:25])[C:18]([OH:20])=[O:19])=[C:12]([CH3:14])[N:13]=2)[CH2:5][CH2:4]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 178497712HCID 178497712, compound2×

Product 1

HCID 178488942HCID 178488942, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

Into a 50-mL round-bottom flask, was placed a solution of methyl 3-(2-(4-methoxycyclohexyl)-4-methyl-1H-imidazol-5-yl)-4-methylbenzoate (compound 300.2, 150 mg, 0.44 mmol) in methanol (4 mL). A solution of NaOH (70 mg, 1.75 mmol) in water (2 mL) was added to the reaction. The reaction mixture was stirred for 3 h at 50° C., then concentrated under reduced pressure. The reaction mixture was diluted with 2 mL of water. The pH of the solution was adjusted to 1 with HCl (2 M) and concentrated under reduced pressure. This resulted in 240 mg (crude) of the title compound as a light yellow solid.

Workup

  1. customInto a 50-mL round-bottom flask, was placed
  2. concentrationconcentrated under reduced pressure
  3. additionThe reaction mixture was diluted with 2 mL of water
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-e22002cc91be4619b08d055388471ec7
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

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