Trifluoroacetic acid → HCID 11719508, compound

HRID 1726011Notes

Reaction equation

HRID 1726011 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:14]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[CH:8]=[CH:7][C:6]=1[NH:15][S:16]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[NH:25][CH2:26][CH:27]1[CH2:32][CH2:31][N:30](C(OC(C)(C)C)=O)[CH2:29][CH2:28]1)(=[O:18])=[O:17])=[O:4].C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:30]1[CH2:31][CH2:32][CH:27]([CH2:26][NH:25][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=2[S:16]([NH:15][C:6]2[CH:7]=[CH:8][C:9]3[CH2:10][CH2:11][CH2:12][CH2:13][C:14]=3[C:5]=2[C:3]([O:2][CH3:1])=[O:4])(=[O:17])=[O:18])[CH2:28][CH2:29]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 11548561HCID 11548561, compound

Product 1

HCID 11719508HCID 11719508, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of Example 557A (0.587 g, 1.1 mmol) in CH2Cl2 (10 mL) was treated with TFA (2 mL). The reaction was stirred for 3 hours, concentrated, and diluted with CH2Cl2. The organic layer was washed with pH 7 buffer solution, dried (MgSO4), filtered, and concentrated to provide the desired product. (MS (ESI(+)) m/e 458 (M+H)+.

Workup

  1. concentrationconcentrated
  2. additiondiluted with CH2Cl2
  3. washThe organic layer was washed with pH 7 buffer solution
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-c70a322083f840bfb16548212bf3398f
Source dataset
uspto-grants-2009_02
Patent number
US07491718B2

Reaction notes

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