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Chemical Structure| 1192801-25-4 Chemical Structure| 1192801-25-4

Structure of 1192801-25-4

Chemical Structure| 1192801-25-4

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Product Details of [ 1192801-25-4 ]

CAS No. :1192801-25-4
Formula : C10H12N2O2
M.W : 192.21
SMILES Code : O=C(C1=NC(C2CC2)=NC=C1)OCC
MDL No. :MFCD28365669

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Application In Synthesis of [ 1192801-25-4 ]

* 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 [ 1192801-25-4 ]

[ 1192801-25-4 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 65260-58-4 ]
  • [ 57297-29-7 ]
  • [ 1192801-25-4 ]
YieldReaction ConditionsOperation in experiment
46% With sodium ethanolate; In ethanol; at 140℃; for 0.333333h;Microwave irradiation; Preparation 11 : 2-Cvclopropyl-pyrimidine-4-carboxylic acid ethyl ester; <n="23"/> Reference: Riley, T.A.; Hennen, W.J.; Dalley, N.K.; Wilson, B. E.; J. Heterocyclic Chem., 1987, 24, 955-964. Heat a mixture of cyclopropylcarbamidine hydrochloride (2.05 g, 17 mmol), (E)-4-ethoxy-2-oxo-but-3-enoic acid ethyl ester (4.39 g, 25.5 mmol), ethanol (12 mL), and sodium ethoxide (1.16 g, 17 mmol) in a microwave at 140 0C for 20 min. Concentrate the reaction mixture under reduced pressure and partition the residue between ethyl acetate and brine. Separate the organic layer and concentrate under reduced pressure. Purify the residue by silica gel chromatography (10-30% ethyl acetate/hexane) to give 2-cyclopropyl-pyrimidine-4-carboxylic acid ethyl ester (1.5 g, 46%) as light yellow oil. MS (m/z): 193.0 (M+H) +.
  • 2
  • [ 76240-19-2 ]
  • [ 57297-29-7 ]
  • [ 1192801-25-4 ]
YieldReaction ConditionsOperation in experiment
73% With triethylamine; In 1,4-dioxane; at 100℃; for 48h; General procedure: Et3N (27.9 mL, 20.2 g, 0.200 mol) was added to a stirred mixture of b-alkoxyvinyl ester 1-3 (0.100 mol) and the corresponding amidine/guanidine 4-15 (0.120 mol) in 1,4-dioxane (200 mL). The resulting mixture was stirred at 100 C for 48 h, then cooled to rt and evaporated in vacuo. The residue was diluted with H2O (150 mL) and extracted with t-BuOMe (2x100 mL). The combined organic extracts were washed with water (50 mL), dried over Na2SO4, filtered through silica gel and evaporated in vacuo.
 

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