2-CHLORO-4-(ETHOXYCARBONYL)BENZENEBORONIC ACID 98
2-CHLORO-4-(ETHOXYCARBONYL)BENZENEBORONIC ACID 98 Basic information
- Product Name:
- 2-CHLORO-4-(ETHOXYCARBONYL)BENZENEBORONIC ACID 98
- Synonyms:
-
- 2-CHLORO-4-(ETHOXYCARBONYL)BENZENEBORONIC ACID
- 2-CHLORO-4-(ETHOXYCARBONYL)PHENYLBORONIC ACID
- ETHYL 4-BORONO-3-CHLOROBENZOATE
- 2-CHLORO-4-(ETHOXYCARBONYL)BENZENEBORONIC ACID 98
- 2-Chloro-4-(ethoxycarbonyl)benzeneboronic acid 98%
- Benzoic acid, 4-borono-3-chloro-, 1-ethyl ester
- CAS:
- 913835-94-6
- MF:
- C9H10BClO4
- MW:
- 228.44
- Product Categories:
-
- blocks
- BoronicAcids
- Mol File:
- 913835-94-6.mol
2-CHLORO-4-(ETHOXYCARBONYL)BENZENEBORONIC ACID 98 Chemical Properties
- Melting point:
- 115-118
- storage temp.
- Sealed in dry,2-8°C
Safety Information
- Hazard Codes
- Xi
- Hazard Note
- Irritant/Keep Cold
- HS Code
- 2931900090
2-CHLORO-4-(ETHOXYCARBONYL)BENZENEBORONIC ACID 98 Usage And Synthesis
Application
Ethyl 4-boron-3-chlorobenzoate can be used as a pharmaceutical synthesis intermediate in the Suzuki coupling reaction. CN107207488 reports that ethyl 4-boron-3-chlorobenzoate can be used to prepare 3-chloro-4-(5-(4,7-dimethylbenzofuran-2-yl)-1,2,4-thiadiazol-3-yl)benzoic acid, which selectively activates retinoic acid receptor β (RARβ) (e.g., RARβ2) in vitro or in vivo.
Application
Preparation of methyl 3-chloro-4-(5-(4,7-dimethylbenzofuran-2-yl)-1,2,4-thiadiazole-3-yl)benzoate: 0.323 mmol of 3-bromo-5-(4,7-dimethylbenzofuran-2-yl)-1,2,4-thiadiazole, ethyl 4-boron-3-chlorobenzoate, 0.388 mmol of K3PO4·H2O, 0.647 mmol of Pd(Ph3P)4, 0.03 mmol of DMF (2 mL), and 0.5 mL of H2O were added to a sealed tube. The mixture was heated in a microwave reactor at 130 °C for 15 min. The mixture was cooled to RT and partitioned between DCM (10 mL) and H2O (3 mL). The organic solution was washed with water (3 mL), passed through a phase separation column, and concentrated under vacuum. The residue was purified by silica gel chromatography in isohexane (0-10% EtOAc) to give methyl 3-chloro-4-(5-(4,7-dimethylbenzofuran-2-yl)-1,2,4-thiadiazol-3-yl)benzoate.
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