Trifluoroacetic acid → HCID 66597973, compound

HRID 1483796Notes

Reaction equation

HRID 1483796 reaction equation
[O:1]=[C:2]1[CH2:7][CH:6]([CH2:8][NH:9][C:10]2[CH:11]=[CH:12][C:13]3[N:14]([C:16]([C:19]4[CH:24]=[CH:23][CH:22]=[C:21]([O:25][C:26]([F:29])([F:28])[F:27])[CH:20]=4)=[CH:17][N:18]=3)[N:15]=2)[CH2:5][CH2:4][N:3]1C(OC(C)(C)C)=O.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:28][C:26]([F:27])([F:29])[O:25][C:21]1[CH:20]=[C:19]([C:16]2[N:14]3[N:15]=[C:10]([NH:9][CH2:8][CH:6]4[CH2:5][CH2:4][NH:3][C:2](=[O:1])[CH2:7]4)[CH:11]=[CH:12][C:13]3=[N:18][CH:17]=2)[CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66598070HCID 66598070, compound

Product 1

HCID 66597973HCID 66597973, compoundYield 6.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of compound tert-butyl 2-oxo-4-(((3-(3-(trifluoromethoxy)phenyl)imidazo[1,2-b]pyridazin-6-yl)amino)methyl)piperidine-1-carboxylate (114 mg, 0.23 mmol) in CH2Cl2 (10 mL) was added TFA (2 mL). The mixture was stirred at room temperature for 30 min and condensed. The residue was purified by prep-HPLC to give 4-(((3-(3-(trifluoromethoxy)phenyl)imidazo[1,2-b]pyridazin-6-yl)amino)methyl)piperidin-2-one (6 mg, 6.6%) as white solid.

Workup

  1. customcondensed
  2. customThe residue was purified by prep-HPLC

Sources & evidence

ORD record
ord-9fd8039f754e44b9ac686a7411dd9ec7
Source dataset
uspto-grants-2016_08
Patent number
US09416132B2

Reaction notes

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