Trifluoroacetic acid → HCID 18771646, compound

HRID 460261Notes

Reaction equation

HRID 460261 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][NH:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([NH:22][C:23]([NH:25][C:26]2[N:27]=[C:28]([C:31]3[CH:36]=[CH:35][N:34]=[CH:33][CH:32]=3)[S:29][CH:30]=2)=[O:24])[N:17]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>CO>[NH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][NH:15][C:16]1[N:17]=[C:18]([NH:22][C:23]([NH:25][C:26]2[N:27]=[C:28]([C:31]3[CH:36]=[CH:35][N:34]=[CH:33][CH:32]=3)[S:29][CH:30]=2)=[O:24])[CH:19]=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 24886507HCID 24886507, compound

Product 1

HCID 18771646HCID 18771646, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

2-({6-[3-(2-Pyridin-4-yl-thiazol-4-yl)-ureido]-pyridin-2-ylamino}-methyl)-piperidine-1-carboxylic acid tert-butyl ester (52 mg, 0.102 mmol) in MeOH (10 mL) was treated with TFA (0.1 mL, 1.3 mmol). The resulting mixture was heated at 50° C. for 24 h. The reaction mixture was cooled to RT and neutralized to pH between 8–9. Solvent was removed. The residue was partitioned between H2O and CHCl3.

Workup

  1. temperatureThe reaction mixture was cooled to RT
  2. customSolvent was removed
  3. customThe residue was partitioned between H2O and CHCl3

Sources & evidence

ORD record
ord-b62bf15d0f7c4c0aa3a862d944deabcb
Source dataset
uspto-grants-2007_03
Patent number
US07196104B2

Reaction notes

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