Water → HCID 66778435, compound

HRID 406305Notes

Reaction equation

HRID 406305 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[C:7]([C:9]2[N:10]=[C:11]([CH:14]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[C:28]([F:31])([F:30])[F:29])[CH2:15][CH2:16][C:17]([O:19]CC)=[O:18])[NH:12][N:13]=2)[CH:6]=[CH:5][C:4]=1[N:32]1[CH:36]=[C:35]([CH3:37])[N:34]=[CH:33]1.O.[OH-].[Na+]>O1CCCC1>[CH3:1][O:2][C:3]1[N:8]=[C:7]([C:9]2[N:10]=[C:11]([CH:14]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[C:28]([F:30])([F:29])[F:31])[CH2:15][CH2:16][C:17]([OH:19])=[O:18])[NH:12][N:13]=2)[CH:6]=[CH:5][C:4]=1[N:32]1[CH:36]=[C:35]([CH3:37])[N:34]=[CH:33]1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 66778438HCID 66778438, compound

Product 1

HCID 66778435HCID 66778435, compoundYield 59.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 4-[5-[6-methoxy-5-(4-methyl-imidazol-1-yl)-pyridin-2-yl]-2H-[1,2,4]-triazol-3-yl]-4-(2-trifluoromethylphenyl)-butyrate (370 mg) was dissolved in tetrahydrofuran (1 ml). Water (1 ml) and 5 N sodium hydroxide (1 ml) were added and the reaction was initiated. After three hours, the reaction solution was partitioned with diethyl ether and water. The resulting aqueous layer was neutralized with 5 N hydrochloric acid and extracted with methylene chloride twice. Concentration under reduced pressure gave an orange oil (208 mg) which was used for the next step.

Workup

  1. customthe reaction solution was partitioned with diethyl ether and water
  2. extractionextracted with methylene chloride twice
  3. concentrationConcentration under reduced pressure

Sources & evidence

ORD record
ord-e281802b2f9f46d4867818ce9c3d6169
Source dataset
uspto-grants-2014_06
Patent number
US08754100B2

Reaction notes

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