HCID 67340980, compound → HCID 67340739, compound

HRID 1675051Notes

Reaction equation

HRID 1675051 reaction equation
[CH3:1][N:2]([CH:10]1[CH2:15][CH2:14][N:13]([C:16]2[CH:17]=[CH:18][C:19]3[N:20]([C:22]([C:25]([F:28])([F:27])[F:26])=[N:23][N:24]=3)[N:21]=2)[CH2:12][CH2:11]1)C(=O)OC(C)(C)C>C(O)(C(F)(F)F)=O.C(Cl)Cl>[CH3:1][NH:2][CH:10]1[CH2:15][CH2:14][N:13]([C:16]2[CH:17]=[CH:18][C:19]3[N:20]([C:22]([C:25]([F:28])([F:26])[F:27])=[N:23][N:24]=3)[N:21]=2)[CH2:12][CH2:11]1

Participants

4

Reactant 1

HCID 67340980HCID 67340980, compound

Product 1

HCID 67340739HCID 67340739, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

tert-Butyl methyl[1-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidin-4-yl]carbamate (1.5 g, 3.75 mmol) was dissolved in TFA (5 mL) and DCM (5 mL). The resulting solution was stirred at ambient temperature for 2 hours. The crude product was purified by ion exchange chromatography, using an SCX column. The desired product was eluted from the column using 2M ammonia in methanol and pure fractions were evaporated to dryness to afford N-methyl-1-[3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidin-4-amine (1.090 g, 97%) as a solid.

Workup

  1. customThe crude product was purified by ion exchange chromatography
  2. washThe desired product was eluted from the column
  3. customwere evaporated to dryness

Sources & evidence

ORD record
ord-1219720c9aa84d718d32895aaf7d6508
Source dataset
uspto-grants-2011_08
Patent number
US08003649B2

Reaction notes

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