Trifluoroacetic acid → HCID 59435996, compound

HRID 1802512Notes

Reaction equation

HRID 1802512 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[N:10](COCC[Si](C)(C)C)[C:11]1[C:20]2[CH:19]=[CH:18][N:17](COCC[Si](C)(C)C)[C:16](=[O:29])[C:15]=2[C:14]2[CH:30]=[C:31]([N:34]3[CH2:39][CH2:38][O:37][CH2:36][CH2:35]3)[CH:32]=[CH:33][C:13]=2[N:12]=1.C(O)(C(F)(F)F)=O>ClCCl>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[NH:10][C:11]1[C:20]2[CH:19]=[CH:18][NH:17][C:16](=[O:29])[C:15]=2[C:14]2[CH:30]=[C:31]([N:34]3[CH2:39][CH2:38][O:37][CH2:36][CH2:35]3)[CH:32]=[CH:33][C:13]=2[N:12]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59436088HCID 59436088, compound

Product 1

HCID 59435996HCID 59435996, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 5-((2,6-dichloro-4-fluorophenyl){[2-(trimethylsilyl)ethoxy]methyl}amino)-9-morpholin-4-yl-2-{[2-(trimethylsilyl)ethoxy]methyl}benzo[c]-2,6-naphthyridin-1(2H)-one (58 mg, 0.08 mmol) in dichloromethane (3 mL) was added TFA (2 ml) and the mixture was stirred at room temperature for 2.5 h. The solvents were evaporated and the residue was dissolved in MeOH, filtered and purified by reverse phase HPLC to afford the title compound.

Workup

  1. customThe solvents were evaporated
  2. dissolutionthe residue was dissolved in MeOH
  3. filtrationfiltered
  4. custompurified by reverse phase HPLC

Sources & evidence

ORD record
ord-dfee48b3eda644728ca8b7f9d4355945
Source dataset
uspto-grants-2013_01
Patent number
US08349865B2

Reaction notes

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