Trifluoroacetic acid → HCID 68505199, compound

HRID 1713988Notes

Reaction equation

HRID 1713988 reaction equation
C([O:5][C:6](=[O:40])[CH2:7][N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:17]([O:19][CH3:20])=[O:18])[CH:15]=2)[C:10]([CH:21]2[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]2)=[C:9]1[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[CH2:33][NH:34][CH2:35][CH2:36][N:37]([CH3:39])[CH3:38])(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl.O>[CH:21]1([C:10]2[C:11]3[C:16](=[CH:15][C:14]([C:17]([O:19][CH3:20])=[O:18])=[CH:13][CH:12]=3)[N:8]([CH2:7][C:6]([OH:40])=[O:5])[C:9]=2[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[CH2:33][NH:34][CH2:35][CH2:36][N:37]([CH3:38])[CH3:39])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68505409HCID 68505409, compound

Product 1

HCID 68505199HCID 68505199, compound

Reagents, catalysts & solvents 1

HCID 21908982Water methylene chlorideSolvent

Procedure

To a solution of methyl 1-(2-tert-butoxy-2-oxoethyl)-3-cyclohexyl-2-[2-({[2-(dimethylamino)ethyl]amino}methyl)phenyl]-1H-indole-6-carboxylate in DCM/H2O (2:1; 0.15 M), a stoichiometric excess of TFA was added dropwise and the solution was stirred at RT overnight. The volatiles were removed in vacuo, the residue taken up in Et2O, scratched and concentrated in vacuo again (2×) to drive off residual TFA. The crude was used in the next step without further purification; MS (ES+) m/z. 492 (M+H)+

Workup

  1. customThe volatiles were removed in vacuo
  2. concentrationconcentrated in vacuo again (2×)
  3. customThe crude was used in the next step without further purification

Sources & evidence

ORD record
ord-8941d46c7ce346e68db93e9f51abc365
Source dataset
uspto-grants-2010_09
Patent number
US07795247B2

Reaction notes

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