4-AMINOCARBONYLPHENYLBORONIC ACID, PINACOL ESTER synthesis
- Product Name:4-AMINOCARBONYLPHENYLBORONIC ACID, PINACOL ESTER
- CAS Number:179117-44-3
- Molecular formula:C13H18BNO3
- Molecular Weight:247.1
180516-87-4
247 suppliers
$8.00/1g
179117-44-3
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$8.00/250mg
Yield: 45%
Reaction Conditions:
with ammonia;benzotriazol-1-ol;1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;triethylamine in dichloromethane at 20; for 3 h;
Steps:
62.1
Step 1 4-(4,4,5,5-Metramethyl-1,3,2-dioxaborolan-2-yl)benzamide Procedure To a mixture of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid (200 mg, 0.746 mmol), EDCI (214 mg, 1.12 mmol), HOBt (151 mg, 1.12 mmol) and Et3N (151 mg, 1.49 mmol) in DCM (20 mL) was bubbled ammonia until saturation. The mixture was stirred at room temperature for 3 h, then was filtered and the filtrate was concentrated to give residue which was purified by column chromatography (DCM:MeOH=50:1) to afford 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (90 mg, 45%) as a yellow solid. LC-MS: 248 [M+H]+, tR=1.421 min.
References:
Hermann, Johannes Cornelius;Lowrie, JR., Lee Edwin;Lucas, Matthew C.;Luk, Kin-Chun Thomas;Padilla, Fernando;Wanner, Jutta;Xie, Wenwei;Zhang, Xiaohu US2012/252777, 2012, A1 Location in patent:Page/Page column 96
698-67-9
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73183-34-3
593 suppliers
$6.00/5g
179117-44-3
82 suppliers
$8.00/250mg
73183-34-3
593 suppliers
$6.00/5g
619-56-7
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$30.00/25 g
179117-44-3
82 suppliers
$8.00/250mg
3956-07-8
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$27.00/1g
25015-63-8
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$22.39/5G
179117-44-3
82 suppliers
$8.00/250mg
3956-07-8
83 suppliers
$27.00/1g
73183-34-3
593 suppliers
$6.00/5g
179117-44-3
82 suppliers
$8.00/250mg