Trifluoroacetic acid → HCID 68720520, compound

HRID 885110Notes

Reaction equation

HRID 885110 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[S:18][C:17]([C:19]3([OH:27])[CH2:24][CH2:23][N:22]([CH2:25][CH3:26])[CH2:21][CH2:20]3)=[N:16][CH:15]=2)=[CH:10][C:9]=1[F:28])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[NH2:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[S:18][C:17]([C:19]3([OH:27])[CH2:24][CH2:23][N:22]([CH2:25][CH3:26])[CH2:21][CH2:20]3)=[N:16][CH:15]=2)=[CH:10][C:9]=1[F:28]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68746268HCID 68746268, compound

Product 1

HCID 68720520HCID 68720520, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To an ambient solution of Example 8A (0.20 g, 0.48 mmol) in dichloromethane (2 mL) was added trifluoroacetic acid (2 mL). The reaction was stirred for 2 h, and was then concentrated under reduced pressure. The residue was partitioned between saturated aqueous NaHCO3 (5 mL) and ethyl acetate (5 mL). The layers were separated, and the aqueous was extracted with additional ethyl acetate (2×5 mL). The combined organics were dried with anhydrous Na2SO4, filtered, and concentrated under reduced pressure to yield the title compound, which was used without further purification. MS (ESI) m/z 322 [M+H]+.

Workup

  1. concentrationwas then concentrated under reduced pressure
  2. customThe residue was partitioned between saturated aqueous NaHCO3 (5 mL) and ethyl acetate (5 mL)
  3. customThe layers were separated
  4. extractionthe aqueous was extracted with additional ethyl acetate (2×5 mL)
  5. dry with materialThe combined organics were dried with anhydrous Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ec8d7890bb094b3cb8b271bc8731a23d
Source dataset
uspto-grants-2012_08
Patent number
US08242139B2

Reaction notes

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