2-CHLORO-5-BORONOBENZAMIDE synthesis
- Product Name:2-CHLORO-5-BORONOBENZAMIDE
- CAS Number:871332-67-1
- Molecular formula:C7H7BClNO3
- Molecular Weight:199.4
288-32-4
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871332-67-1
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1143020-40-9
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Yield:1143020-40-9 39%
Reaction Conditions:
copper(l) iodide in methanol at 65; for 18 h;
Steps:
41
Intermediate 41: 2-Chloro-5-(lH-imidazol-l-yl)benzamide; Copper(I) iodide (9.55 mg, 0.05 mmol) was added to 2-chloro-5-boronobenzamide (0.20 g, 1.00 mmol) and imidazole (82 mg, 1.20 mmol) in MeOH (4 mL) and the solution was heated at 65 0C for 18 hours. The reaction mixture was concentrated in vacuo and the residue was purified by chromatography on silica gel eluting with MeOH/DCM (0 - 10%) to give the title compound as a colourless solid (86 mg, 39%): 1H NMR 57.18 (IH, t), 7.68 - 7.71 (IH, m), 7.75 (IH, s), 7.77 - 7.81 (IH, m), 7.84 (IH, d), 7.88 (IH, t), 8.00 (IH, s), 8.39 (IH, s); MS 222.
References:
WO2009/47558,2009,A1 Location in patent:Page/Page column 39; 148