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[ CAS No. 478490-01-6 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 478490-01-6
Chemical Structure| 478490-01-6
Chemical Structure| 478490-01-6
Structure of 478490-01-6 * Storage: {[proInfo.prStorage]}
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Product Details of [ 478490-01-6 ]

CAS No. :478490-01-6 MDL No. :MFCD18819032
Formula : C7H9N3O2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W :167.17 Pubchem ID :-
Synonyms :

Safety of [ 478490-01-6 ]

Signal Word:Danger Class:4.1
Precautionary Statements:P240-P210-P241-P264-P280-P302+P352-P370+P378-P337+P313-P305+P351+P338-P362+P364-P332+P313 UN#:1325
Hazard Statements:H315-H319-H228 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 478490-01-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 478490-01-6 ]

[ 478490-01-6 ] Synthesis Path-Downstream   1~8

  • 1
  • [ 478490-01-6 ]
  • [ 86427-02-3 ]
  • [ 478488-88-9 ]
YieldReaction ConditionsOperation in experiment
41 5-(3-Chloro-thiophen-2-yl)-3-(6-methoxy-pyridin-3-yl)-[1,2,4]-oxadiazole EXAMPLE 41 5-(3-Chloro-thiophen-2-yl)-3-(6-methoxy-pyridin-3-yl)-[1,2,4]-oxadiazole The title compound was prepared as in Example 16 from 3-chloro-thiophene-2-carbonyl chloride (0.150 g, 0.828 mmol) and 6-methoxy-pyridine-3-amidoxime (0.138 g, 0.828 mmol) as a white solid (166 mg, 63%). 1H NMR (DMSO-d6): 8.84 (d, J=2.4 Hz, 1H), 8.28 (m, 1H), 8.20 (d, J=6.0 Hz, 1H), 7.42 (d, J=5.1 Hz, 1H), 7.04 (d, J=9.3 Hz, 1H).
YieldReaction ConditionsOperation in experiment
100%
  • 3
  • [ 478490-01-6 ]
  • [ 2516-99-6 ]
  • [ 530-62-1 ]
  • 5-(2,2-di(1H-imidazol-1-yl)vinyl)-3-(6-methoxypyridin-3-yl)1,2,4-oxadiazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
77% Stage #1: 3,3,3-Trifluoropropionic acid; 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃; for 2h; Stage #2: N'-hydroxy-6-methoxypyridine-3-carboximidamide at 100℃; for 6h;
  • 4
  • [ 478490-01-6 ]
  • lithium 2-((1-cyclopentylpyrrolidin-3-yl)oxy)benzoate [ No CAS ]
  • 5-[2-(1-cyclopentylpyrrolidin-3-yl)oxyphenyl]-3-(6-methoxy-3-pyridyl)-1,2,4-oxadiazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: lithium 2-((1-cyclopentylpyrrolidin-3-yl)oxy)benzoate With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: N-hydroxy-6-methoxynicotinimidamide In N,N-dimethyl-formamide at 100℃; for 6h; 4.1.19. 5-[2-(1-Cyclopentylpyrrolidin-3-yl)oxyphenyl]-3-pyrimidin-5-yl-1,2,4-oxadiazole(24) General procedure: A mixture of 20 (0.250 g, 0.889 mmol, 1 eq), HATU (0.406 g, 1.07 mmol, 1.2 eq) andDIPEA (0.372 mL, 2.14 mmol, 2.4 eq) in DMF (3 mL) was stirred at room temperature for15 min. After the addition of N-hydroxypyrimidine-5-carboximidamide (0.123 g, 0.890mmol, 1 eq) [28], the reaction mixture was stirred at room temperature for 6 h and washeated at 100 °C overnight. After cooling to room temperature, the reaction mixture wasdiluted with CH2Cl2 and was washed with sat. NaHCO3. The phases were separated. Theorganic phase was washed with sat. NaHCO3, dried over Na2SO4, filtered, and concentratedunder reduced pressure. The residue was purified by reversed-phase HPLC (YMCActusC18 column,250 × 20 mm, 5µ; 40 to 90% ACN in 20 mM ammonium bicarbonate in20 min) to afford 0.050 g (15%) of the title compound as an off-white solid.
  • 5
  • [ 15871-85-9 ]
  • [ 478490-01-6 ]
YieldReaction ConditionsOperation in experiment
16% With hydroxyamino hydrochloride; potassium carbonate In ethanol at 80℃; 4.1.22. 5-[2-(1-Cyclopentylpyrrolidin-3-yl)oxyphenyl]-3-(6-methoxy-3-pyridyl)-1,2,4-oxadiazole (27) A mixture of 6-methoxynicotinonitrile (1.0 g, 7.45 mmol, 1 eq), hydroxylamine hydrochloride(0.777 g, 11.2 mmol, 1.5 eq) and K2CO3 (3.09 g, 22.4 mmol, 3 eq) in EtOH (50mL) was heated at 80 °C overnight. The reaction mixture was concentrated under reducedpressure. The residue was partitioned between EtOAc and water. The phases were separated.The organic phase was dried over Na2SO4, filtered, and concentrated under reducedpressure. The residue was purified by flash chromatography on silica gel using a gradientof THF (0-40%) in hexane to afford 0.200 g (16%) of N-hydroxy-6-methoxynicotinimidamideas an off-white solid. LC-MS (ESI, m/z): 168 [M + H]+. 1H NMR (400 MHz, DMSO-d6) d9.62 (s, 1H), 8.43 (s, 1H), 7.93 (m, 1H), 6.83 (d, J = 8.4 Hz, 1H), 5.86 (br. s., 2H), 3.86 (s, 3H).
With hydroxyamino hydrochloride; Sodium hydrogenocarbonate In methanol Reflux;
  • 6
  • [ 65873-72-5 ]
  • [ 478490-01-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: ammonium hydroxide; iodine / tetrahydrofuran / 20 °C 2: hydroxyamino hydrochloride; Sodium hydrogenocarbonate / methanol / Reflux
  • 7
  • [ 478490-01-6 ]
  • C13H14F2N2O3 [ No CAS ]
  • (S)‐N‐(3,5‐difluorobenzyl)‐2‐[3‐(6‐methoxypyridin‐3‐yl)‐1,2,4‐oxadiazol‐5‐yl]pyrrolidine‐1‐carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
30% Stage #1: N-hydroxy-6-methoxynicotinimidamide; C13H14F2N2O3 With 1-hydroxy-7-aza-benzotriazole; N-[3-(N,N-dimethylamino)-propyl]-N'-ethyl-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 24h; Stage #2: With triethylamine In N,N-dimethyl-formamide at 100℃; for 3h;
  • 8
  • [ 478490-01-6 ]
  • [ 704-91-6 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
50% Stage #1: 1H-indazole-6-carboxylic acid With 1-hydroxy-7-aza-benzotriazole; N-[3-(N,N-dimethylamino)-propyl]-N'-ethyl-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: (Z)-N'-hydroxy-6-methoxynicotinimidamide In N,N-dimethyl-formamide at 20℃; for 24h; 4.1.1. General procedures for the synthesis of amidoximes 6a-v General procedure: To a solution of 1H-indazole-6-carboxylic acid 5 (1 mmol) in DMF (5 mL), EDC (1.3 mmol) and HOAt (1 mmol) were added. The amidoximes 3a-v (1 mmol) were added after 30 min of stirring at room temperature. The resulting mixture was stirred for 24 h at room temperature. The mixture was extracted with EtOAc after adding 30 mL of water, washed three times with water, and once with brine. The mixed organic layer was dried with Na2SO4 and then evaporated at reduced pressure. Finally, using silica gel column chromatography, the resulting compounds 6a-v were purified and isolated as white powders in 50-70% yields.
50% Stage #1: 1H-indazole-6-carboxylic acid With 1-hydroxy-7-aza-benzotriazole; N-[3-(N,N-dimethylamino)-propyl]-N'-ethyl-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: (Z)-N'-hydroxy-6-methoxynicotinimidamide In N,N-dimethyl-formamide at 20℃; for 24h; 4.1.1. General procedures for the synthesis of amidoximes 6a-v General procedure: To a solution of 1H-indazole-6-carboxylic acid 5 (1 mmol) in DMF (5 mL), EDC (1.3 mmol) and HOAt (1 mmol) were added. The amidoximes 3a-v (1 mmol) were added after 30 min of stirring at room temperature. The resulting mixture was stirred for 24 h at room temperature. The mixture was extracted with EtOAc after adding 30 mL of water, washed three times with water, and once with brine. The mixed organic layer was dried with Na2SO4 and then evaporated at reduced pressure. Finally, using silica gel column chromatography, the resulting compounds 6a-v were purified and isolated as white powders in 50-70% yields.
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