Acetic Acid → HCID 86718545, compound

HRID 1485022Notes

Reaction equation

HRID 1485022 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:12][CH:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)[C:5]2[N:6]([C:8]([CH3:11])=[N:9][N:10]=2)[N:7]=1.[C:19](O)(=O)C.C=O.O>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]([NH:12][CH:13]2[CH2:14][CH2:15][N:16]([CH3:19])[CH2:17][CH2:18]2)[C:5]2[N:6]([C:8]([CH3:11])=[N:9][N:10]=2)[N:7]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 712FormaldehydeHCID 962WaterHCID 86718546HCID 86718546, compound

Product 1

HCID 86718545HCID 86718545, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(6-Chloro-3-methyl-[1,2,4]triazolo[4,3-b]pyridazin-8-yl)-piperidin-4-yl-amine (0.26 g; 0.97 mmol) was dissolved in 5.0 ml THF. Acetic acid (0.11 ml; 1.94 mmol), formaldehyde 37% in water (0.29 ml; 3.89 mmol) and STAB (0.27 g; 1.27 mmol) were added and stirred at ambient temperature for 1 hour. The crude material was purified by using reversed phase chromatography under basic conditions.

Workup

  1. customThe crude material was purified

Sources & evidence

ORD record
ord-646ca69408af46a8b94e9594875947b9
Source dataset
uspto-grants-2016_08
Patent number
US09422290B2

Reaction notes

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