Trifluoroacetic acid → HCID 70097714, compound

HRID 2368343Notes

Reaction equation

HRID 2368343 reaction equation
C(OC(=O)[NH:7][C:8]1[C:9]([C:19](=[O:24])[NH:20][CH:21]2[CH2:23][CH2:22]2)=[N:10][O:11][C:12]=1C(=O)NC1CC1)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH:21]1([NH:20][C:19]([C:9]2[C:8]([NH2:7])=[CH:12][O:11][N:10]=2)=[O:24])[CH2:22][CH2:23]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 70098471HCID 70098471, compound

Product 1

HCID 70097714HCID 70097714, compoundYield 95.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
20 °C

Procedure

A mixture of (3-Cyclopropylcarbamoylcyclopropylcarbamoyl-isoxazol-4-yl)-carbamic acid tert-butyl ester (142 mg, 531 μmol), trifluoroacetic acid (614 μl, 7.97 mmol) in dichloromethane (3 ml) was stirred for 3 h at 20° C. The volatiles were evaporated in vacuo and the resulting crude product was poured into 50 ml dichloromethane and extracted with sodium bicarbonate (saturated aqueous solution). The aqueous phase was washed with dichloromethane and the organic layers were dried and evaporated to yield the product as light yellow oil (85 mg, 91%).

Workup

  1. customThe volatiles were evaporated in vacuo
  2. additionthe resulting crude product was poured into 50 ml dichloromethane
  3. extractionextracted with sodium bicarbonate (saturated aqueous solution)
  4. washThe aqueous phase was washed with dichloromethane
  5. customthe organic layers were dried
  6. customevaporated

Sources & evidence

ORD record
ord-68bd260d6abd4c0ba805759c6ed43d89
Source dataset
uspto-grants-2014_04
Patent number
US08703768B2

Reaction notes

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