Ammonium Hydroxide → HCID 90029673, compound

HRID 1488095Notes

Reaction equation

HRID 1488095 reaction equation
C([O:8][CH2:9][C:10]1[NH:11][C:12]([C:19]2[C:20]([CH3:30])=[CH:21][C:22]([CH3:29])=[C:23]([CH:28]=2)[C:24]([O:26][CH3:27])=[O:25])=[C:13]([C:15](F)(F)F)[N:14]=1)C1C=CC=CC=1.[OH-].[NH4+:32]>>[C:15]([C:13]1[N:14]=[C:10]([CH2:9][OH:8])[NH:11][C:12]=1[C:19]1[C:20]([CH3:30])=[CH:21][C:22]([CH3:29])=[C:23]([CH:28]=1)[C:24]([O:26][CH3:27])=[O:25])#[N:32]

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 178497370HCID 178497370, compound2×

Product 1

HCID 90029673HCID 90029673, compoundYield 92%

Conditions

Temperature
60 °C

Procedure

Into a 50-mL round-bottom flask, was placed a solution of methyl 5-(2-((benzyloxy)methyl)-4-(trifluoromethyl)-1H-imidazol-5-yl)-2,4-dimethylbenzoate (compound 219.4, 100 mg, 0.30 mmol) in ammonium hydroxide (5%) (30 mL). The reaction mixture was stirred for 2 h at 60° C. The reaction mixture was extracted with 2×50 mL of dichloromethane, the organic layers combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure. This resulted in 80 mg (92%) of the title compound as a light yellow oil.

Workup

  1. customInto a 50-mL round-bottom flask, was placed
  2. extractionThe reaction mixture was extracted with 2×50 mL of dichloromethane
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-245c045665554842a3ae50952e5989fc
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

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