Ethanol → 6-Methoxy-[1,2,4]triazolo[1,5-a]pyridin-2-amine

HRID 1874353Notes

Reaction equation

HRID 1874353 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([NH:9][C:10]([NH:12]C(=O)OCC)=S)=[N:7][CH:8]=1.[Cl-].O[NH3+].C([N:24](CC)C(C)C)(C)C.C(O)C>CO>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[N:7]([N:24]=[C:10]([NH2:12])[N:9]=2)[CH:8]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 21645Hydroxylamine HClHCID 81531DiisopropylethylamineHCID 58087980Ethyl {[(5-methoxypyridin-2-yl)amino]carbonothioyl}carbamate

Product 1

HCID 468640666-Methoxy-[1,2,4]triazolo[1,5-a]pyridin-2-amineYield 92%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In the same manner as in the below-mentioned Example 23-1 and using ethyl {[(5-methoxypyridin-2-yl)amino]carbonothioyl}carbamate (1.34 g, 5.25 mmol), hydroxylammonium chloride (2.55 g, 36.7 mmol), N,N-diisopropylethylamine (4.57 mL, 26.2 mmol), ethanol (15 mL) and methanol (15 mL) as starting materials, the title compound (790 mg, 92%) was obtained as a yellow oil.

Sources & evidence

ORD record
ord-63c1aa8872ed41c59d660eadbabbc13e
Source dataset
uspto-grants-2012_11
Patent number
US08304557B2

Reaction notes

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