Trifluoroacetic acid → HCID 68774124, compound

HRID 1174521Notes

Reaction equation

HRID 1174521 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([NH:14][C:15]([CH:17]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[N:19]([S:26]([C:29]3[C:38]4[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=4)[C:32]([O:39][CH3:40])=[CH:31][CH:30]=3)(=[O:28])=[O:27])[CH2:18]2)=[O:16])[CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[NH:8]1[CH2:13][CH2:12][CH2:11][CH:10]([NH:14][C:15]([CH:17]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[N:19]([S:26]([C:29]3[C:38]4[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=4)[C:32]([O:39][CH3:40])=[CH:31][CH:30]=3)(=[O:28])=[O:27])[CH2:18]2)=[O:16])[CH2:9]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68774135HCID 68774135, compound

Product 1

HCID 68774124HCID 68774124, compoundYield 77.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (A) (500 mg, 0.99 mmol) in dichloromethane (12 cm3) was added, with stirring, trifluoroacetic acid (2 cm3). The reaction was then allowed to stir at room temperature for 3 h, after which the solvents were removed by evaporation under reduced pressure. Dichloromethane (40 cm3) was added to the residue and the mixture was then washed with saturated aqueous sodium bicarbonate solution (30 cm3) followed by water (30 cm3) and saturated sodium chloride solution (50 cm3). The resulting organic mixture was then dried over sodium sulfate and evaporated under reduced pressure to afford the title compound as a pale yellow solid (310 mg, 0.77 mmol; 77%). Positive ion ESI (M+H)+ 466.6.

Workup

  1. stirringto stir at room temperature for 3 h
  2. customafter which the solvents were removed by evaporation under reduced pressure
  3. additionDichloromethane (40 cm3) was added to the residue
  4. washthe mixture was then washed with saturated aqueous sodium bicarbonate solution (30 cm3)
  5. dry with materialThe resulting organic mixture was then dried over sodium sulfate
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-ba359459dfdf4feeb16cc056cc010981
Source dataset
uspto-grants-2010_11
Patent number
US07838518B2

Reaction notes

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