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Chemical Structure| 62908-85-4 Chemical Structure| 62908-85-4

Structure of 62908-85-4

Chemical Structure| 62908-85-4

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Product Details of [ 62908-85-4 ]

CAS No. :62908-85-4
Formula : C8H7N3O2
M.W : 177.16
SMILES Code : O=C(C1=C2N=C(C)C=CN2N=C1)O
MDL No. :MFCD16990654
InChI Key :CADNVJNUYBVVFU-UHFFFAOYSA-N
Pubchem ID :50987756

Safety of [ 62908-85-4 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 62908-85-4 ]

* 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 [ 62908-85-4 ]

[ 62908-85-4 ] Synthesis Path-Downstream   1~8

  • 1
  • [ 5436-21-5 ]
  • [ 6994-25-8 ]
  • [ 62908-85-4 ]
YieldReaction ConditionsOperation in experiment
A mixture of ethyl 3-amino-4-pyrazolecarboxylate (1.0 g, 6.4 mmol) and acetylacetaldehyde dimethyl acetal (1.7 g, 13 mmol) in toluene (5 mL) was heated at reflux overnight. The resulting mixture was cooled and purified by flash chromatography (hexane /ethyl acetate) to obtain 0.7 g of the ester. The ester was then dissolved in a mixture of methanol and water (1/1, 10 mL) and sodium hydroxide (0.7 g) and heated at reflux overnight. The reaction mixture was cooled, neutralized with an aqueous solution of hydrochloric acid (6 M) to pH 7 and extracted with ethyl acetate. The organic layer was separated, washed with brine, dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure to afford 5-methyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid without further purifications.
  • 2
  • trans-4-amino-1-hydroxyadamantane hydrochloride [ No CAS ]
  • [ 62908-85-4 ]
  • N-(5-hydroxy-2-adamantyl)-5-methyl-pyrazolo[1,5-a]pyrimidine-3-carboxamide [ No CAS ]
  • 3
  • [ 62908-85-4 ]
  • 8-amino-2-(2-chloro-4-fluorophenyl)-2-azaspiro[4.5]decan-1-one [ No CAS ]
  • N-[(cis)-2-(2-chloro-4-fluorophenyl)-1-oxo-2-azaspiro[4.5]dec-8-yl]-5-methylpyrazolo[1,5-a]pyrimidine-3-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
47 mg With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20.0℃; for 16.0h; To a solution of 8-am ino-2-(2-chloro-4-fluorophenyl)-2-azaspiro[4.5]decan- 1-one (isomer 2) (75.0 mg, 253 pmol) in DMF (2.6 ml) was added PYBOP (145 mg, 278 pmol), N,Ndiisopropylethylam me (180 p1, 1 .0 mmol) and 5-methylpyrazolo[1 ,5-a]pyrim idine-3-carboxylicacid (44.8 mg, 253 pmol, CAS 62908-85-4) and the reaction was stirred for 16 hours at room temperature. For work-up sodium chloride solution (45 ml) was added and the resulting precipitate was filtrated. The residue was recrystallized from DMSO to give the title product (47 mg)[C-MS (Method 1): Rt = 1.10 mm; MS (ESIpos): m/z = 456 [M+H]1H-NMR (400 MHz, DMSO-d6) 6 [ppm]: 1.540 (1.03), 1.574 (1.18), 1.771(2.12), 1.794 (2.16), 1.802 (2.13), 1.812 (1.22), 1.943 (1.11), 2.124 (1.35),2.158 (1.41), 2.539 (1.85), 2.679 (16.00), 3.613 (1.68), 3.630 (3.07), 3.648(3.31), 7.157 (3.33), 7.289 (0.72), 7.295 (0.90), 7.310 (1.21), 7.317 (1.29),7.338 (1.08), 7.476 (1.72), 7.491 (1.79), 7.499 (1.50), 7.513 (1.40), 7.577(1.66), 7.598 (1.65), 7.606 (1.61), 8.470 (7.39), 9.144 (3.65), 9.162 (3.51).(1.15), 1.7822.141 (2.64),(1.60), 7.1387.331 (0.94),(1.66), 7.584
  • 4
  • methyl 5-methylpyrazolo[1,5-a]pyrimidine-3-carboxylate [ No CAS ]
  • [ 62908-85-4 ]
YieldReaction ConditionsOperation in experiment
38% With water; potassium hydroxide; In 1,4-dioxane; at 90.0℃; for 2.0h; [00639] To a solution of ethyl 5-methylpyrazolo[1,5-a]pyrimidine-3-carboxylate (0.3 g, 1.46 mmol) in dioxane/H2O (6 mL) was added KOH (328 mg, 5.85 mmol) in one portion. The mixture was stirred at 90 C for 2 h. The reaction mixture was acidified with 1N HCl to pH = 3. To the reaction mixture was added water (5 mL) and then the mixture was extracted with DCM:i-PrOH (3:1) (5 mL x 3). The combined organic layers were washed with brine (5 mL x 2), dried over Na2SO4, filtered and concentrated under reduced pressure to give the crude title compound (0.1 g, 38% yield) as yellow solid.1H NMR (400 MHz, DMSO-d6) δ = 7.03 (d, J = 8.40 Hz, 1H), 6.01 (dd, J = 8.0, 2.4 Hz, 2H), 2.50 (s, 3H).
  • 5
  • [ 62908-85-4 ]
  • 1-(4-methoxyphenyl)propan-1-amine hydrochloride [ No CAS ]
  • N-(1-(4-methoxyphenyl)propyl)-5-methylpyrazolo[1,5-a]-pyrimidine-3-carboxamide [ No CAS ]
  • 7
  • [ 62908-85-4 ]
  • 5-[5-chloro-2-(difluoromethoxy)phenyl]-1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-pyrazol-4-amine [ No CAS ]
  • C24H27ClF2N6O3Si [ No CAS ]
  • 8
  • [ 62908-85-4 ]
  • 5-[5-chloro-2-(difluoromethoxy)phenyl]-1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-pyrazol-4-amine [ No CAS ]
  • N-(3-(5-chloro-2-(difluoromethoxy)phenyl)-1H-pyrazol-4-yl)-5-methylpyrazolo[1,5-a]pyrimidine-3-carboxamide [ No CAS ]
 

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Technical Information

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[ 62908-85-4 ]

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