2,3,5-TRICHLOROBENZENEBORONIC ACID

2. 2. A mixture of 4, 6-dichloropyrimidin-2-amine (100 mg, 0.64 mmol), (2, 3, 5- trichlorophenyl)boronic acid (120 mg, 0.53 mmol), potassium carbonate (220 m g, 1.6 mmol), and palladium tetrakis(triphenylphosphine)palladium (0) (31 mg, 0.027 mmol) in 1, 4-dioxane/water (5.0 mL; 4:1) was heated in a sealed tube at 60 00 for 4 h. The mixture was then diluted with NaHCO3 (aq) and extracted with DCM x3. The combined organics were dried, concentrated, and purified by silica gel chromatography. LCMS [M+H] 308.Step 1. A mixture of 4, 6-dichloropyrimidin-2-amine (0.10 g, 0.64 mmol), (2, 3, 5- trichlorophenyl)boronic acid (0.12 g, 0.53 mmol), potassium carbonate (0.22 g, 1.60 mmol) and palladium tetrakis(triphenylphosphine)palladium (0) (0.031 g, 0.027 mmol) in 1 , 4-dioxane/water (5 ml4:1) was heated in a sealed tube at 60C for 4 h. The mixture was then diluted with NaHC03 and extracted with DCM x3. The combined organics were concentrated and purified by silica gel chromatography. LCMS [M+H]+ 308.Compound number 261 (i.e., 6-chloro-5-(2, 3, 5-trichlorophenyl)-2-trifluoromethylbenzimidazole) was prepared as follows. A 100-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen. Example 642-(2', 3', 5'-Trichlorobiphenyl-2-yl)acetamide 2-Bromoacetamide (3.84 g), Example 147 1-{4-[2-Amino-6-(2, 3, 5-trichloro-phenyl)-pyrimidin-4-ylamino]-phenyl}-ethanone oxime A mixture of Method A N-(6-Amino-5-chloropyrazin-2-yl)-1-methyl-1H-pyrazole-5-carboxamide (Preparation 2, 0.05 g, 0.198 mmol) was combined with Step 1: N-Methyl-N'-(2, 3, 5-trichloro-phenyl)-hydrazinecarboxylic acid tert-butyl ester A mixture of N-methyl-hydrazinecarboxylic acid tert-butyl ester (Intermediate 1; 500 mg, 3.4 mmol),

Used in the synthesis of anti-tuberculosis drugs thiosemicarbazide and sulfonamide drugs, as pesticide intermediates, rubber additives, synthetic resin additives and analytical reagents, etc.

Molecular Weight:225.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:223.936993
Monoisotopic Mass:223.936993
Topological Polar Surface Area:40.5
Heavy Atom Count:12
Complexity:158
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes