Ethyl Acetate → HCID 178471716, compound

HRID 25669Notes

Reaction equation

HRID 25669 reaction equation
[CH2:1]([O:3][C:4](=N)[CH2:5][CH2:6][CH2:7][O:8][C@H:9]1[CH2:14][CH2:13][C@H:12]([N:15]([CH3:29])[S:16]([C:19]2[CH:24]=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][CH:20]=2)(=[O:18])=[O:17])[CH2:11][CH2:10]1)[CH3:2].CC[O:33]C(C)=O>O>[CH2:1]([O:3][C:4](=[O:33])[CH2:5][CH2:6][CH2:7][O:8][C@H:9]1[CH2:14][CH2:13][C@H:12]([N:15]([CH3:29])[S:16]([C:19]2[CH:24]=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][CH:20]=2)(=[O:18])=[O:17])[CH2:11][CH2:10]1)[CH3:2]

Participants

4

Reactant 2

HCID 8857Ethyl AcetateHCID 178468267HCID 178468267, compound

Product 1

HCID 178471716HCID 178471716, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

400 mg (0.89 mmol) trans-4-{4-[Methyl-(4-trifluoromethyl-benzenesulfonyl)-amino]-cyclohexyloxy}-butyrimidic acid ethyl ester were suspended in 10 ml water and heated to 100° C. for 2.5 h. EtOAc was added, and the inorganic phase was extracted with EtOAc. The combined organic phases were dried over Na2SO4 and evaporated to give 355 mg (89%) trans-4-{4-[Methyl-(4-trifluoromethyl-benzenesulfonyl)-amino]-cyclohexyloxy}-butyric acid ethyl ester as yellow oil, MS: 452 (MH+).

Workup

  1. extractionthe inorganic phase was extracted with EtOAc
  2. dry with materialThe combined organic phases were dried over Na2SO4
  3. customevaporated

Sources & evidence

ORD record
ord-382e7b4047244bfeab852808504e7b95
Source dataset
uspto-grants-2005_02
Patent number
US06858651B2

Reaction notes

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