Reference of 702-82-9 ,Some common heterocyclic compound, 702-82-9, molecular formula is C10H17NO, 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.
EXAMPLE 4; This example illustrates the synthesis of the compound of formula (II) in accordance with an embodiment of the invention.Synthesis of (2S,2’S)-1,1′-[[(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)imino]bis(1-oxo-2,1-ethanediyl)]di(2-pyrrolidinecarbonitrile). A 50 mL round bottom flask with magnetic stirring was charged with THF (15 mL), powdered K2CO3 (3.3 g, 24 mmol), 3-amino-1-adamantanol (1 g, 6 mmol), 1-chloroacetyl-2-cyanopyrrolidine (2.6 g, 15 mmol) and KI (50 mg, 0.3 mmol). The resulting slurry was heated to reflux for 5 hours. The suspension was cooled down, filtered at room temperature and the solids washed with 5 mL of THF. Solvents were distilled off under vacuum and the resulting crude was recrystallized in 15 mL of isopropanol to obtain 1.9 g of the compound of formula II (72% yield): mp 181-183 C.; IR (KBr) 3420, 2920, 2906, 2880, 2851, 2239, 1650 1450, 1424, 1403, 1311, 1003 cm-1; 1H-NMR (DMSO-d6) 1.30-1.67 (m, 12H), 1.75-2.36 (m, 10H), 3.10-3.29 (m, 1.3H), 3.38-3.84 (m, 6.7H), 4.40-4.51 (m, 1H), 4.57-4.70 (m, 1.5H), 5.95-6.07 (m, 0.4H); 13C-NMR (DMSO-d6, 80 C.) 24.4, 28.9, 29.9, 34.5, 37.8, 43.9, 45.3, 45.9, 46.8, 49.9, 57.5, 67.5, 118.8, 170.0; MS (ESI+) 440 (M++1); [alpha]D25=111 (c 1.0, MeOH).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 702-82-9, 3-Aminoadamantan-1-ol, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; Medichem, S.A.; US2008/167479; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts