Alternatived Products of [ 1481-02-3 ]
Alternatived Products of [ 1481-02-3 ]
Product Details of [ 1481-02-3 ]
| CAS No. : | 1481-02-3 | MDL No. : | MFCD00051654 |
| Formula : |
C5H5F3N2O
|
Boiling Point : |
101.6±50.0°C at 760 mmHg |
| Linear Structure Formula : | - | InChI Key : | N/A |
| M.W : | 166.10 | Pubchem ID : | 518566 |
| Synonyms : |
|
Computed Properties of [ 1481-02-3 ]
| TPSA :Topological Polar Surface Area |
32.7 |
H-Bond Acceptor Count : |
5 |
| XLogP3 : |
0.8 |
H-Bond Donor Count : |
0 |
| SP3 : |
0.60 |
Rotatable Bond Count : |
0 |
Application In Synthesis of [ 1481-02-3 ]
- Upstream synthesis route of [ 1481-02-3 ]
- Downstream synthetic route of [ 1481-02-3 ]
- 1
-
[ 33252-29-8 ]
-
[ 1481-02-3 ]
-
[ 157328-51-3 ]
| Yield | Reaction Conditions | Operation in experiment |
| 86% |
With potassium tert-butylate; In sulfolane; at 20 - 130℃; for 3h; |
EXAMPLE 1 2-(1-Methyl-3-trifluoromethylpyrazol-5-yloxy)-6-(but-2-enoyl-aminomethyl)-pyridine [0138] 1a) 2-(1-Methyl-3-trifluoromethylpyrazol-5-yloxy)-6-cyanopyridine [0139] 4.00 g (240 mmol) of 1-methyl-3-(trifluoromethyl)-2-pyrazol-2-one were introduced into 40 ml of sulfolane under a nitrogen atmosphere and at room temperature 2.70 g (24.0 mmol) of potassium tert-butoxide were added in portions to this initial charge. Then 2.56 g (18.5 mmol) of <strong>[33252-29-8]2-chloro-6-cyanopyridine</strong> were added and the solution was heated at 130 C. for 3 h, cooled to room temperatured and poured into ice-water. The precipitate was filtered off, washed repeatedly with water and then dried. [0140] Yield 4.26 g (86%); melting point 87 C.[0141] 1b) 2-(1-Methyl-3-trifluoromethylpyrazol-5-yloxy)-6-(aminomethyl)-pyridine [0142] 7.00 g (26.1 mmol) of 2-(1-methyl-3-trifluoromethylpyrazol-5-yloxy)-6-cyanopyridine were dissolved in 150 ml of glacial acetic acid, admixed with 1.40 g of Pd(OH)2, 20% on charcoal, and hydrogenated under a hydrogen overpressure of 17 bar. After 2 h, the catalyst was removed by filtration and the filtrate was concentrated by evaporation. The residue was taken up in water, admixed with 20 ml of 2 N HCl and subjected to multiple extraction with ethyl acetate. The aqueous phase was subsequently adjusted to a pH of 10 using 2 N NaOH and then subjected to multiple extraction with ethyl acetate. The combined organic extracts were then dried using MgSO4, filtered and concentrated. [0143] Yield 2.58 g (34%); melting point: 44 C. [0144] 1c) 2-(1-Methyl-3-trifluoromethylpyrazol-5-yloxy)-6-(but-2-enoyl-aminomethyl)-pyridine [0145] 0.100 g (0.368 mmol) of 2-(1-methyl-3-trifluoromethylpyrazol-5-yloxy)-6-(aminomethyl)-pyridine was introduced in 5 ml of methylene chloride together with 71.1 mg (0.55 mmol) of diisopropylethylamine, at room temperature 46.1 mg (0.44 mmol) of but-2-enoyl chloride were added and the mixture was stirred at room temperature for 3 h. The crude product was concentrated, subjected to extraction with 1 N HCl and ethyl acetate and then filtered over a silica gel bed. The filtrate was concentrated. The residue was crystalline. [0146] Yield 0.059 g (47%); melting point 75 C. |
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