Trifluoroacetic acid → HCID 67127028, compound

HRID 2168013Notes

Reaction equation

HRID 2168013 reaction equation
[NH:1]1[C:5]2=[N:6][CH:7]=[C:8]([O:10][C:11]3[CH:45]=[C:44]([N:46]4[CH2:51][CH2:50][N:49]([CH2:52][C:53]5[CH2:58][CH2:57][C:56]([CH3:60])([CH3:59])[CH2:55][C:54]=5[C:61]5[CH:66]=[CH:65][C:64]([Cl:67])=[CH:63][CH:62]=5)[CH2:48][CH2:47]4)[CH:43]=[CH:42][C:12]=3[C:13]([NH:15][S:16]([C:19]3[CH:24]=[CH:23][C:22]([NH:25][CH:26]4[CH2:31][CH2:30][N:29](C(OC(C)(C)C)=O)[CH2:28][CH2:27]4)=[C:21]([N+:39]([O-:41])=[O:40])[CH:20]=3)(=[O:18])=[O:17])=[O:14])[CH:9]=[C:4]2[CH:3]=[CH:2]1.FC(F)(F)C(O)=O>ClCCl>[NH:1]1[C:5]2=[N:6][CH:7]=[C:8]([O:10][C:11]3[CH:45]=[C:44]([N:46]4[CH2:47][CH2:48][N:49]([CH2:52][C:53]5[CH2:58][CH2:57][C:56]([CH3:60])([CH3:59])[CH2:55][C:54]=5[C:61]5[CH:62]=[CH:63][C:64]([Cl:67])=[CH:65][CH:66]=5)[CH2:50][CH2:51]4)[CH:43]=[CH:42][C:12]=3[C:13]([NH:15][S:16]([C:19]3[CH:24]=[CH:23][C:22]([NH:25][CH:26]4[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]4)=[C:21]([N+:39]([O-:41])=[O:40])[CH:20]=3)(=[O:18])=[O:17])=[O:14])[CH:9]=[C:4]2[CH:3]=[CH:2]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 87279747HCID 87279747, compound

Product 1

HCID 67127028HCID 67127028, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a cooled (0° C.) solution of EXAMPLE 139A (960 mg) in dichloromethane (10 mL) was added dropwise trifluoroacetic acid (5 mL). The mixture was stirred at the temperature for 3 hours. Then, the mixture was concentrated under vacuum and the residue was dissolved in dichloromethane (200 mL) and washed with aqueous NaHCO3 and brine. After drying over Na2SO4, the mixture was filtered, and evaporation of the solvent from the filtrate gave the title compound.

Workup

  1. concentrationThen, the mixture was concentrated under vacuum
  2. dissolutionthe residue was dissolved in dichloromethane (200 mL)
  3. washwashed with aqueous NaHCO3 and brine
  4. dry with materialAfter drying over Na2SO4
  5. filtrationthe mixture was filtered
  6. customevaporation of the solvent from the filtrate

Sources & evidence

ORD record
ord-8f0606b0918846e587ce35601ddf52e5
Source dataset
uspto-grants-2015_06
Patent number
US09045475B2

Reaction notes

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