Water → HCID 68516938, compound

HRID 1717387Notes

Reaction equation

HRID 1717387 reaction equation
[I:1][C:2]1[CH:7]=[C:6]([C:8]([NH:10][CH2:11][C:12]([F:15])([F:14])[F:13])=[O:9])[CH:5]=[CH:4][C:3]=1[N:16]1[CH:20]=[C:19]([C:21]([O:23]CC)=[O:22])[N:18]=[N:17]1.[OH-].[Na+].O>C(O)C>[I:1][C:2]1[CH:7]=[C:6]([C:8]([NH:10][CH2:11][C:12]([F:13])([F:14])[F:15])=[O:9])[CH:5]=[CH:4][C:3]=1[N:16]1[CH:20]=[C:19]([C:21]([OH:23])=[O:22])[N:18]=[N:17]1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 68515710HCID 68515710, compound

Product 1

HCID 68516938HCID 68516938, compoundYield 81.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl 1-(2-iodo-4-{[(2,2,2-trifluoroethyl)amino]carbonyl}phenyl)-1H-1,2,3-triazole-4-carboxylate (3.39 g, 7.24 mmol) obtained in Example 379c) in ethanol (100 ml), 8M aqueous sodium hydroxide solution (7 ml) and water (15 ml) was stirred at room temperature for 18 hr. Ethanol was evaporated under reduced pressure, and the obtained residual aqueous solution was acidified (pH<3) with 6M hydrochloric acid and stood still at 0° C. The precipitate was collected by filtration and washed with water and dried to give the title compound as a pale-yellow powder (2.59 g, 81%).

Workup

  1. customEthanol was evaporated under reduced pressure
  2. customstood still at 0° C
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-db2cc8a593cc4200bd5cefb672c5d242
Source dataset
uspto-grants-2010_09
Patent number
US07803822B2

Reaction notes

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