Electric Literature of 945950-37-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 945950-37-8, name is 4-Methyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C7H7N3, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
Step 3: To a stirred solution of(3R,3aS,6aR)-6-((2-amino-3-chioroquinolin-7- vi)methyi)hexahvdro-2H-cyciopenta[b]furan-2,3,3a-triol (60 mg, 0171 mmol) in thy MeCN (1 mL) under argon was added (E)diazene-1,2diylbis(piperidin-LyImethanone) (64.7 mg, 0257 mmol) in MeCN (0.5 rnL) dropwise at () C. This was followed by the addition of tribulyiphosphine (0.068 n1., 0274 mmoi) in MeCN (C.5 mL) dropwise al 0 C. The resulting solution was stirred al 31) C for -i iv Separately, to a stirred solution of 4-methyi7Hpyrroio[2,3djpyrimidine (43.3 mg, 0.325 mmol) in dry DMF (1 inL) was added Na[1 (1231 mg.60% in mineral oil. 0308 mmol) at room temperature. The suspension was stirred at room temperature for 30 minutes, then the suspension was transferred to the solution originally containing the triol via syringe. The resulting reaction mixture was stirred at room temperature for 1 iv The reaction was quenched with water (10 mL) and extracted with EtOAc (2 x 10 mL).The combined organic layers were dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by reverse phase column chromatography (ACN/water with 10 mM NI-{4HC03 modifier) to afford (2R,3 R.3aS,6S.6aR)-6- ((2-amino-3-chioroquinohn-7-yi)mnethyI)-2-(4-mnethyl7Wpyrrolo[2,3-djpyrimi din-7- vi)hexahydro-2H-cyciopenta[b]furan3.3adioi as a solid. MS: 466 (M + 1). ?H-NMR (400 MHz.DMSOd6) oe 8.69 (s, IH), 8.12 (s, IH), 7.88 (d, J = 3.6 Hz, IH), 7.54 (d, J = 8.0 Hz, 1H), 7.28 (s,1H), 7.08 (dd, J == 8.4, 1.6 Hz, 1H), 6.82 (d, J == 3.6 Hz, 11-1), 6.64 (br s, 2H), 600 (d, J 8.4 Hz,1H), 5.31 (d, J = 6.8 Hz, 1H), 5.12 (s, 1H), 4.22 (t, J = 8.0 Hz, 1H). 400 (d, J = 6.0 Hz, 1H), 285279 (m, 1H), 2.69 (s, 3H), 2.65 2.60 (in, IH). 2.33 — 225 (m, 1H), 1.98 1.93 (in, IH). 1.80167 (m, 2H), 1.58 1.51 (m, IH).
According to the analysis of related databases, 945950-37-8, the application of this compound in the production field has become more and more popular.
Reference:
Patent; MERCK SHARP & DOHME CORP.; IDENIX PHARMACEUTICALS LLC; MACHACEK, Michelle; WITTER, David; GIBEAU, Craig; HUANG, Chunhui; KAWAMURA, Shuhei; SLOMAN, David, L.; SILIPHAIVANH, Phieng; QUIROZ, Ryan; WAN, Murray; SCHNEIDER, Sebastian; YEUNG, Charles, S.; REUTERSHAN, Michael, H.; HENDERSON, Timothy, J.; PAPARIN, Jean-Laurent; RAHALI, Houcine; HUGHES, Jonathan, M., E.; SANYAL, Sulagna; YE, Yingchun; CANDITO, David, A.; FIER, Patrick, S.; SILVERMAN, Steven, M.; (277 pag.)WO2020/33288; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
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