Trifluoroacetic acid → HCID 59335128, compound

HRID 1517947Notes

Reaction equation

HRID 1517947 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([S:14]([N:17]([CH2:33][C:34]([O:36]C(C)(C)C)=[O:35])[C:18]2[CH:19]=[CH:20][C:21]3[N:22]([CH2:31][CH3:32])[C:23]4[C:28]([C:29]=3[CH:30]=2)=[CH:27][CH:26]=[CH:25][CH:24]=4)(=[O:16])=[O:15])[CH:5]=[C:6]([C:8]#[C:9][Si:10]([CH3:13])([CH3:12])[CH3:11])[CH:7]=1.FC(F)(F)C(O)=O>ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]([S:14]([N:17]([CH2:33][C:34]([OH:36])=[O:35])[C:18]2[CH:19]=[CH:20][C:21]3[N:22]([CH2:31][CH3:32])[C:23]4[C:28]([C:29]=3[CH:30]=2)=[CH:27][CH:26]=[CH:25][CH:24]=4)(=[O:15])=[O:16])[CH:5]=[C:6]([C:8]#[C:9][Si:10]([CH3:13])([CH3:11])[CH3:12])[CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59335092HCID 59335092, compound

Product 1

HCID 59335128HCID 59335128, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

180 mg tert-butyl [(3-chloro-5-trimethylsilylethynyl-phenylsulphonyl)-(9-ethyl-9H-carbazol-3-yl)-amino]-acetate are dissolved in 5 ml dichloromethane. 1 ml of trifluoroacetic acid is added with stirring. The mixture is stirred overnight at ambient temperature and then the solvents are eliminated in vacuo. The residue is chromatographed on silica gel (dichloromethane/methanol 100:0 to 95:5).

Workup

  1. stirringThe mixture is stirred overnight at ambient temperature
  2. customThe residue is chromatographed on silica gel (dichloromethane/methanol 100:0 to 95:5)

Sources & evidence

ORD record
ord-7ffd8d4463e94a38a56320b87ec57a41
Source dataset
uspto-grants-2012_07
Patent number
US08232312B2

Reaction notes

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