Acetic Acid → HCID 75201686, compound

HRID 1485033Notes

Reaction equation

HRID 1485033 reaction equation
[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[C:9]1[C:17]1[CH:18]=[C:19]([NH:27][CH:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)[C:20]2[N:21]([C:23]([CH3:26])=[N:24][N:25]=2)[N:22]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:34](O)(=O)C.C=O>C1COCC1>[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[C:9]1[C:17]1[CH:18]=[C:19]([NH:27][CH:28]2[CH2:33][CH2:32][N:31]([CH3:34])[CH2:30][CH2:29]2)[C:20]2[N:21]([C:23]([CH3:26])=[N:24][N:25]=2)[N:22]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 712FormaldehydeHCID 86718556HCID 86718556, compound

Product 1

HCID 75201686HCID 75201686, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

[6-(1-Benzyl-1H-indol-2-yl)-3-methyl-[1,2,4]triazolo[4,3-b]pyridazin-8-yl]-piperidin-4-yl-amine (10 mg; 0.02 mmol) was dissolved in 300 μl THF, treated with glacial acetic acid (3 μl 0.05 mmol) and formaldehyde (7 μl; 0.09 mmol). At least was added STAB (6 mg; 0.03 mmol) and all stirred for 2 hours. The crude reaction mixture was purified by reversed phase under basic conditions.

Workup

  1. additionAt least was added STAB (6 mg; 0.03 mmol)
  2. customThe crude reaction mixture
  3. customwas purified by reversed phase under basic conditions

Sources & evidence

ORD record
ord-6d2f8ab1e87f45aaa80c57ed9c3a9f62
Source dataset
uspto-grants-2016_08
Patent number
US09422290B2

Reaction notes

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