Acetic Acid → HCID 75201877, compound

HRID 1485037Notes

Reaction equation

HRID 1485037 reaction equation
[CH2:1]([N:8]([CH3:26])[C:9]1[CH:10]=[C:11]([NH:19][CH:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)[C:12]2[N:13]([C:15]([CH3:18])=[N:16][N:17]=2)[N:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:27](O)(=O)[CH3:28].C(=O)C>C1COCC1>[CH2:1]([N:8]([CH3:26])[C:9]1[CH:10]=[C:11]([NH:19][CH:20]2[CH2:25][CH2:24][N:23]([CH2:27][CH3:28])[CH2:22][CH2:21]2)[C:12]2[N:13]([C:15]([CH3:18])=[N:16][N:17]=2)[N:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 177AcetaldehydeHCID 86718557HCID 86718557, compound

Product 1

HCID 75201877HCID 75201877, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N6-Benzyl-3,N6-dimethyl-N8-piperidin-4-yl-[1,2,4]triazolo[4,3-b]pyridazine-6,8-diamine (0.05 g; 0.11 mmol) was dissolved in 0.5 ml THF. Acetic acid (0.01 ml; 0.23 mmol), acetaldehyde (0.03 ml; 0.46 mmol) and STAB (0.03 g; 0.15 mmol) were added and stirred at ambient temperature for 3 hours. The crude material was purified by using reversed phase chromatography under basic conditions and afterwards by TLC.

Workup

  1. customThe crude material was purified

Sources & evidence

ORD record
ord-f50010bf8a694dc4a9179221d0108f6a
Source dataset
uspto-grants-2016_08
Patent number
US09422290B2

Reaction notes

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