Trifluoroacetic acid → HCID 22185381, compound

HRID 1795142Notes

Reaction equation

HRID 1795142 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]([C:12]1[NH:13][C:14]([C:26]2[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=2)=[C:15]([C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[C:19]([O:24][CH3:25])[CH:18]=2)[N:16]=1)([CH3:11])[CH3:10])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[Cl:23][C:20]1[CH:21]=[CH:22][C:17]([C:15]2[N:16]=[C:12]([C:9]([CH3:11])([CH3:10])[CH2:8][NH2:7])[NH:13][C:14]=2[C:26]2[CH:27]=[CH:28][N:29]=[CH:30][CH:31]=2)=[CH:18][C:19]=1[O:24][CH3:25]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 9955730HCID 9955730, compound

Product 1

HCID 22185381HCID 22185381, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of Example 1 (112 mg, 0.245 mmol) in dichloromethane (2 ml) containing trifluoroacetic acid (1 ml) was stirred at room temperature for 3 hours. The solution was concentrated at reduced pressure and the residue was partitioned between saturated sodium hydrogen carbonate solution and ethyl acetate. The organic layers were then combined, washed with brine, dried over anhydrous magnesium sulphate, filtered and concentrated at reduced pressure to give the title compound (59 mg, 68%) as a solid; MS(ES+) m/e 357/359 [M+H]+.

Workup

  1. concentrationThe solution was concentrated at reduced pressure
  2. customthe residue was partitioned between saturated sodium hydrogen carbonate solution and ethyl acetate
  3. washwashed with brine
  4. dry with materialdried over anhydrous magnesium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated at reduced pressure

Sources & evidence

ORD record
ord-91a0f07eaa2a44d296cdf37aed0130cc
Source dataset
uspto-grants-2006_04
Patent number
US07026336B1

Reaction notes

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