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[ CAS No. 25016-11-9 ] {[proInfo.proName]}

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Chemical Structure| 25016-11-9
Chemical Structure| 25016-11-9
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Product Details of [ 25016-11-9 ]

CAS No. :25016-11-9 MDL No. :MFCD00460465
Formula : C5H6N2O Boiling Point : -
Linear Structure Formula :- InChI Key :MYFZXSOYJVWTBL-UHFFFAOYSA-N
M.W : 110.11 Pubchem ID :573117
Synonyms :
Chemical Name :1-Methyl-1H-pyrazole-4-carbaldehyde

Safety of [ 25016-11-9 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P305+P351+P338 UN#:N/A
Hazard Statements:H302-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 25016-11-9 ]

* 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 [ 25016-11-9 ]

[ 25016-11-9 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 25016-11-9 ]
  • [ 112029-98-8 ]
YieldReaction ConditionsOperation in experiment
97% The compound of formula IX (3.48 g, 31.6 mmol) was dissolved in methanol (25 ml_) and sodium borohydride (2.50 g, 66.1 mmol, 2.09 equiv.) was added portion-wise with vigorous gas evolution. After stirring for 3 hours at room temperature, the reaction was cooled to 0 0C and slowly acidified to pH ~ 1 with 4N aqueous hydrochloric acid (20 ml_) over 55 minutes. A thick white slurry formed and this was stirred one hour at room temperature. The reaction was then basified by the gradual addition of saturated aqueous potassium carbonate solution (53.4 wtpercent K2CU3, 6.04 M; 10 ml_). This resulted in a clear, colorless solution (pH = 1.1), which was diluted with additional saturated potassium carbonate solution (200 ml_) and was extracted with ethyl acetate (2 x 200 ml_). The ethyl acetate extracts were combined, dried over sodium sulfate, filtered and concentrated to yield the compound of formula X as a light yellow oil (3.44 g, 97percent yield).
60.5% With methanol; sodium tetrahydroborate; at 0 - 20℃; for 1h; Step A (1-methyl-1,1-pyrazol-4-yl)methanol To a solution of 1-methyl-1H-pyrazole-4-carbaldehyde (0.500 g, 4.54 mmol) in methanol (10 mL, 200 mmol) at 0° C. was added sodium tetrahydroboride (0.515 g, 13.6 mmol). The reaction was stirred at room temperature for 1 h, and then quenched with brine, and extracted with ethyl acetate (EtOAc) (3*). The combined organic phases were washed with water, brine, dried over Na2SO4, and concentrated to give 0.308 g (60.5percent yield) of the final product as colorless oil, which was used directly for the next step without further purification. LC/MS found: 113.1 (M+1)+.
400 mg With lithium aluminium tetrahydride; In tetrahydrofuran; at 20℃; for 2h;Cooling with ice; Intermediate 69 (600mg, 1 eq.) was dissolved in tetrahydrofuran, and lithium aluminum hydride (210 mg, 1 eq.) was added under ice bath and the mixture was reacted at room temperature for 2 h. After completion of the reaction, 210 mul of water, 210 mul of 10percent aqueous sodium hydroxide solution, and 630 mul of water were successively added, followed by addition of anhydrous magnesium sulfate. The mixture was stirred for a while, filtered and evaporated to dryness to give 400 mg of an oil. MS (ESI): 113(M+H)
  • 2
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  • [ 1152582-56-3 ]
  • 3
  • [ 25016-11-9 ]
  • [ 891494-63-6 ]
  • 4
  • [ 25016-11-9 ]
  • [ 27757-86-4 ]
  • C10H11N3S [ No CAS ]
  • 5
  • [ 25016-11-9 ]
  • [ 27757-86-4 ]
  • [ 1355660-06-8 ]
  • 6
  • [ 35344-95-7 ]
  • [ 74-88-4 ]
  • [ 25016-11-9 ]
YieldReaction ConditionsOperation in experiment
87% With caesium carbonate; In N,N-dimethyl-formamide; at 60℃; To a solution of lH-<strong>[35344-95-7]pyrazole-4-carbaldehyde</strong> (1.00 g, 10.4 mmol) in DMF (40 mL) was added iodomethane (1.48 g, 10.4 mmol) and CS2CO3 (10 g, 31.2 mmol). After stirring at 60°C overnight, the reaction mixture was added water (20 mL) and extracted with EtOAc (50 mL x 3). The organic phase was washed with brine, dried over Na2S04 and concentrated to give intermediate 48 (1.00 g, 87percent yield).
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