Electric Literature of 17193-28-1, A common heterocyclic compound, 17193-28-1, name is 1-Amino-1-cyclopentanecarboxamide, molecular formula is C6H12N2O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
1 -Fluoropentanoic acid (22, 350 mg, 2.91 mmol) were dissolved in dry dimethylfor- mamide (= DMF) (5 ml_) and triethylamine (= Et3N) (486 mI_, 353 mg, 3.49 mmol) was added. Then 1 -aminocyclopentanecaroxamide (373 mg, 2.91 mmol) and (2- (1 FI-benzotriazol-1 -yl)-1 ,1 ,3,3-tetramethyluronium hexafluorophosphate) (= FIBTU) (1324 mg, 3.49 mmol) were added. The mixture was stirred for 24 h at room tem- perature (= r.t.). Then water was added and the mixture was extracted wit ethyl ac- etate (3x). The combined organic layer was washed with water, saturated NaFIC03 solution and brine (2x), dried over Na2S04, filtered and evaporated to dryness in vacuo. The residue was purified by flash column chromatography (dichloro- methane/methanol = 98/2; Rf = 0.2) to yield 23 (668 mg, 99%) as colorless solid.1H NMR (400 MHz, CDCIs): d = 4.76 (t, J = 5.7 Hz, 1 H), 4.61 (t, J = 5.7 Hz, 1 H), 2.43 – 2.34 (m, 2H), 2.30 – 2.22 (m, 2H), 2.07 – 1 .99 (m, 2H), 1 .94 – 1 .73 (m, 8H) ppm.13C NMR (101 MHz, CDCIs): d = 175.57, 170.07, 82.94, 69.19, 34.94, 34.64,29.77, 29.62, 23.00, 21 .95 ppm.MS: 231 .05 [M+H]+
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; JULIUS-MAXIMILIANS-UNIVERSITAET WUERZBURG; CHEN, Xinyu; DECKER, Michael; HIGUCHI, Takahiro; HOFFMANN, Matthias; (0 pag.)WO2019/134765; (2019); A1;,
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