AcetaMide, 2,2,2-trifluoro-N-2-propynyl-

To a stirred mixture of propargylamine (4.0 mL, 62.45 mmol) and diisopropylethylamine (21.8 mL, 124.9 mmol), in THF (150 mL) at 0° C. was added trifluoroacetic anhydride (13.1 mL, 93.68 mmol) drop wise. The mixture was allowed to warm to room temperature over 3 hours, at which point the reaction was judged complete by TLC. The mixture was poured into 1N HCl solution (300 mL) an extracted (3×) with ethyl acetate. The combined organic extracts were rinsed sequentially with saturated NaHCOExample 7. Synthesis of a labeled compound of the present invention [a fluorescent labeling, 2'-deoxycytidine-5'-triphosphate derivative]; Mononucleotide (2'-deoxycytidine-5'-triphosphate) labeled with the compound [1] of the present invention was synthesized as follows according to the above-described synthesis route.(1) Synthesis of the partial linker (A); (i) Trifluoroacetylation (Tfa) (the first step); To 21 g of propagylamine, [the compound (51) in the above synthesis route], (manufactured by Tokyo Chemical Industry Co., Ltd.), methyl trifluoroacetate (MeOTfa) (54 g) and triethylamine (EtPropargyl amine (4.00 g, 72.62 mmol, 1.00 equiv.) was added dropwise to methyl trifluoroacetate (11.16 g, 87.15 mmol, 1.20 equiv.) at 0° C. The reaction mixture was stirred at 0° C. for 2 h and then concentrated under reduced pressure to remove methanol. The product was purified by vacuum distillation yielding propargyltrifluoroacetamide as a colorless liquid (9.59 g, 87percent). The structure was confirmed by Propargyl amine (4.00 g, 72.62 mmol, 1.00 equiv.) was added dropwise to methyl trifluoroacetate (11.16 g, 87.15 mmol, 1.20 equiv.) at 0°C. The reaction mixture was stirred at 0C for 2 h and then concentrated under reduced pressure to remove methanol. The product was purified by vacuum distillation yielding propargyltrifluoroacetamide as a colorless liquid (9.59 g, 87 percent). The structure was confirmed by A single jar was charged with 60 ml of methanol, Ice water bath under stirring, was added propargylamine (60mmol, 3.3042g), After stirring for 15 min, methyl trifluoroacetate (86.7 mmol, 11.9057 g) was slowly added and the ice bath was removed after 10 min. The reaction was carried out at room temperature for 24 hours. The reaction was monitored by TLC plates, PE: EA = 8:1, baking sheet, Rf=0.5 to produce a new point for the product F2. Vacuum distillation (51 °C, 280 Pa), 3.53 g, yield 39percent.Reaction of methyl trifluoroacetate and propynyl amine in organic solvent to obtain compound F2 is as follows: 60 ml of methanol is added to a single-necked flask, stirred under ice-water bath, propargyl amine (60 mmol, 3.3042 g) is added and stirred for 15 minutes Methyl trifluoroacetate (86.7 mmol, 11.0957 g) was added slowly and after 10 minutes the ice-water bath was removed and the reaction was allowed to proceed for 24 hours at room temperature. The reaction was monitored with a TLC plate, PE: EA = 8: 1, baking plate, Rf = 0.5 to give a new spot as product F2. The mixture was distilled under reduced pressure (51 ° C, 280 Pa) to give 23.53 g of trifluoroethylpropynylamine, yield 39percent.To a single-necked flask was added 60ml of methanol, Under ice-water bath and stirring, propynylamine (60 mmol, 3.3042 g) was added, After stirring for 15 minutes, methyl trifluoroacetate (86.7 mmol, 11.0957 g) was slowly added. After 10 minutes, the ice-water bath was removed and the reaction was carried out for 24 hours at room temperature.The reaction was monitored with a TLC plate, PE: EA = 8: 1, baking plate, Rf = 0.5 to give a new spot as product F2. Vacuum distillation (51 ° C, 280 Pa) gave 3.53 g, yield 39percent.

Molecular Weight:151.09
XLogP3:0.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:151.02449824
Monoisotopic Mass:151.02449824
Topological Polar Surface Area:29.1
Heavy Atom Count:10
Complexity:175
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes