Trifluoroacetic acid → HCID 66643360, compound

HRID 536732Notes

Reaction equation

HRID 536732 reaction equation
[C:1]([C:5]1[S:9]/[C:8](=[N:10]\C(=O)OC(C)(C)C)/[N:7]([CH2:18][C@H:19]2[CH2:23][CH2:22][CH2:21][O:20]2)[N:6]=1)([CH3:4])([CH3:3])[CH3:2].FC(F)(F)C(O)=O>>[C:1]([C:5]1[S:9][C:8](=[NH:10])[N:7]([CH2:18][C@H:19]2[CH2:23][CH2:22][CH2:21][O:20]2)[N:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 87087541HCID 87087541, compound

Product 1

HCID 66643360HCID 66643360, compound

Procedure

A mixture of Example 69B (7.50 g, 22.0 mmol) and 2,2,2-trifluoroacetic acid (13.5 mL, 176 mmol) was stirred at 22° C. for 8 hours. The volatiles were removed under reduced pressure and the residue was diluted with dichloromethane and washed with saturated aqueous NaHCO3. The organic extract was dried over Na2SO4 and concentrated to give the title compound. MS (ESI+) m/z 242 (M+H)+.

Workup

  1. customThe volatiles were removed under reduced pressure
  2. additionthe residue was diluted with dichloromethane
  3. washwashed with saturated aqueous NaHCO3
  4. extractionThe organic extract
  5. dry with materialwas dried over Na2SO4
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-30bcf417318f4667b05ff246c46153a0
Source dataset
uspto-grants-2014_10
Patent number
US08859596B2

Reaction notes

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