Trifluoroacetic acid → HCID 15516970, compound

HRID 1250304Notes

Reaction equation

HRID 1250304 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]([C:14]2[N:19]=[CH:18][CH:17]=[CH:16][N:15]=2)=[CH:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[N:15]1[CH:16]=[CH:17][CH:18]=[N:19][C:14]=1[C:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH:10]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acid2×HCID 18327906HCID 18327906, compound

Product 1

HCID 15516970HCID 15516970, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

500 mg of the compound of step 2 of Example 25 was dissolved in 10 ml of methylene chloride, 3.5 ml of trifluoroacetic acid (hereinafter referred to as TFA) was added, then the resultant mixture was agitated at room temperature for 30 minutes. This was concentrated, then an aqueous solution of 10% sodium hydroxide was added and extraction was performed with chloroform. The organic layer was washed by saturated saline and was dried with anhydrous magnesium sulfate. This chloroform was concentrated to obtain the above-referenced compound in an amount of 260 mg (yield of 87%).

Workup

  1. additionwas added
  2. concentrationThis was concentrated
  3. additionan aqueous solution of 10% sodium hydroxide was added
  4. extractionextraction
  5. washThe organic layer was washed by saturated saline
  6. dry with materialwas dried with anhydrous magnesium sulfate
  7. concentrationThis chloroform was concentrated
  8. customto obtain the above-referenced compound in an amount of 260 mg (yield of 87%)

Sources & evidence

ORD record
ord-113e3b6269224ed7a9aada12acbe05c7
Source dataset
uspto-grants-2002_01
Patent number
US06337397B1

Reaction notes

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