Trifluoroacetic acid → HCID 70565237, compound

HRID 1427202Notes

Reaction equation

HRID 1427202 reaction equation
FC(F)(F)C(O)=O.C(OC([NH:15][C:16]1[CH:24]=[CH:23][CH:22]=[C:21]2[C:17]=1[CH:18]=[CH:19][N:20]2[C:25]([C:32]1[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=1)([CH2:30][CH3:31])[C:26]([O:28][CH3:29])=[O:27])=O)(C)(C)C>C(Cl)Cl>[NH2:15][C:16]1[CH:24]=[CH:23][CH:22]=[C:21]2[C:17]=1[CH:18]=[CH:19][N:20]2[C:25]([C:32]1[CH:33]=[CH:34][C:35]([Cl:38])=[CH:36][CH:37]=1)([CH2:30][CH3:31])[C:26]([O:28][CH3:29])=[O:27]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 70560825HCID 70560825, compound

Product 1

HCID 70565237HCID 70565237, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (37.5 mL, 487 mmol) was added rapidly dropwise to a stirred solution of 3a (8.62 g, 19.5 mmol) in DCM (100 mL) at 0° C. After 1 h, the reaction was quenched by careful addition of saturated aqueous sodium bicarbonate, followed by NaHCO3(s) and extracted with ether. The organics were washed with saturated aqueous sodium bicarbonate, dried (MgSO4), filtered and concentrated in vacuo to afford the title compound 3b. m/z (ES) 343 (MH)+.

Workup

  1. customthe reaction was quenched by careful addition of saturated aqueous sodium bicarbonate
  2. extractionextracted with ether
  3. washThe organics were washed with saturated aqueous sodium bicarbonate
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-278e6280549c49c9b63ccfebd1b74ded
Source dataset
uspto-grants-2015_01
Patent number
US08933113B2

Reaction notes

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