5-CHLORO-1H-BENZOIMIDAZOL-2-OL

H-(5-chloro-lH-benzordlimidazol-2-yl)-l-(9H-purin-6-yl)piperidin-4-yl)methanamine 66A. 5-chloro-lH-benzordlimidazol-2(3H)-one4-Chloro-l, 2-phenylenediamine (20 g, 140.27 mmol) was dissolved in THF (250 mL), to this was added portionwise l, l'-Carbonyldiimidazole (27.3 g, 168.32 mmol) and the reaction was stirred overnight at 25 General procedure: A mixture of amine (4 mmol or 2 mmol), or substituted OPDA (2 mmol), urea (2.4mmol), or N-phenylurea (2 mmol) and sulfated polyborate (10 wtpercent) was heated at 120°C in an oil bath. The reaction was monitored by thin layer chromatography. After completion of the reaction, the mixture was cooled to room temperature and quenched by water (5 mL); solid precipitated was filtered at vacuum pump, washed with water (3×5 mL), dried under vacuum and recrystallized from ethanol to afford the pure product.General procedure: A mixture of 2-phenoxycarbonyl-4, 5-dichloropyridazin-3(2H)-one (2a, 1.2 equiv), compounds 4 (1 equiv), and toluene (10 mL)was stirred at reflux conditions until amide intermediate wasconsumed (monitored by TLC). After cooling to r.t., the resultingprecipitate was filtered off and the solvent was evaporatedunder reduced pressure. The residue was transferred to anopen-bed silica gel column (3 × 7 cm). The column was elutedwith n-hexane–THF (1:2, v/v). Fractions containing compounds5 were combined and evaporated under reduced pressure togive compounds 5.

Molecular Weight:168.58
XLogP3:1.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:1
Exact Mass:168.0090405
Monoisotopic Mass:168.0090405
Topological Polar Surface Area:41.1
Heavy Atom Count:11
Complexity:185
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes