Trifluoroacetic acid → HCID 21250880, compound

HRID 1531950Notes

Reaction equation

HRID 1531950 reaction equation
[CH:1]1[C:11]2[CH:10]=[CH:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[CH:6]([C:16]3[C:17](SC)=[N:18][C:19](=[S:36])[N:20]([CH2:22][C:23]4[CH:24]=[C:25]([CH:33]=[CH:34][CH:35]=4)[C:26]([O:28]C(C)(C)C)=[O:27])[CH:21]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.FC(F)(F)C(O)=[O:42]>ClCCl>[CH:1]1[C:11]2[CH:10]=[CH:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[CH:6]([C:16]3[C:17](=[O:42])[NH:18][C:19](=[S:36])[N:20]([CH2:22][C:23]4[CH:24]=[C:25]([CH:33]=[CH:34][CH:35]=4)[C:26]([OH:28])=[O:27])[CH:21]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131722450HCID 131722450, compound

Product 1

HCID 21250880HCID 21250880, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of the product from step (vi) (0.5 g) in dichloromethane (12 ml) was treated with trifluoracetic acid (9 ml) and stirred at room temperature for 3.5 hours. The mixture was evaporated and the residue dissolved in ethanol (50 ml) and 2M HCl. The mixture was heated at reflux at 4 hours. The mixture was evaporated and the residue treated with water, filtered and dried (MgSO4). Purified by chromatography eluting with 5% methanol in dichloromethane. Yield 0.27 g.

Workup

  1. customThe mixture was evaporated
  2. dissolutionthe residue dissolved in ethanol (50 ml)
  3. temperatureThe mixture was heated
  4. temperatureat reflux at 4 hours
  5. customThe mixture was evaporated
  6. additionthe residue treated with water
  7. filtrationfiltered
  8. dry with materialdried (MgSO4)
  9. customPurified by chromatography
  10. washeluting with 5% methanol in dichloromethane

Sources & evidence

ORD record
ord-d07be74dd80744cc9934bfc71782ea9e
Source dataset
uspto-grants-2001_03
Patent number
US06200981B1

Reaction notes

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