Trifluoroacetic acid → HCID 68421545, compound

HRID 1716518Notes

Reaction equation

HRID 1716518 reaction equation
FC(F)(F)C(O)=O.C([O:12][C:13](=[O:40])[CH2:14][CH:15]1[CH2:20][CH2:19][N:18]([C:21]2[S:22][C:23]([C:26]3[CH:31]=[CH:30][CH:29]=[C:28]([NH:32][C:33]4[CH:38]=[C:37]([CH3:39])[CH:36]=[CH:35][N:34]=4)[N:27]=3)=[CH:24][N:25]=2)[CH2:17][CH2:16]1)(C)(C)C.[ClH:41].C(OCC)(=O)C>C(Cl)(Cl)Cl>[ClH:41].[ClH:41].[CH3:39][C:37]1[CH:36]=[CH:35][N:34]=[C:33]([NH:32][C:28]2[N:27]=[C:26]([C:23]3[S:22][C:21]([N:18]4[CH2:17][CH2:16][CH:15]([CH2:14][C:13]([OH:40])=[O:12])[CH2:20][CH2:19]4)=[N:25][CH:24]=3)[CH:31]=[CH:30][CH:29]=2)[CH:38]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 21866389Hydrogen chloride-ethyl acetateHCID 58706883HCID 58706883, compound

Product 1

HCID 68421545HCID 68421545, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Trifluoroacetic acid (20 ml) was added to a solution of (1-{5-[6-(4-methylpyridin-2-ylamino)pyridin-2-yl]thiazol-2-yl}piperidin-4-yl)acetic acid tert-butyl ester (4.30 g, 9.23 mmol) obtained in Step 3 in chloroform (20 ml) and the solution was stirred overnight at room temperature. Subsequently 4N hydrochloric acid-ethyl acetate solution (20 ml) was added to the concentrate obtained by concentrating the reaction solution in vacuo, and the precipitated solid was collected by filtration, washed with ethyl acetate (20 ml) and the title compound (4.46 g, 100%) was obtained.

Workup

  1. customobtained
  2. concentrationby concentrating the reaction solution in vacuo
  3. filtrationthe precipitated solid was collected by filtration
  4. washwashed with ethyl acetate (20 ml)

Sources & evidence

ORD record
ord-c717e4c44e284d3aa8f94199fb2a78f0
Source dataset
uspto-grants-2010_09
Patent number
US07803801B2

Reaction notes

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