Basic information Application Application Safety Supplier Related

2-CHLORO-4-(ETHOXYCARBONYL)BENZENEBORONIC ACID 98

Basic information Application Application Safety Supplier Related

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
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2-CHLORO-4-(ETHOXYCARBONYL)BENZENEBORONIC ACID 98 Chemical Properties

Melting point:
115-118
storage temp. 
Sealed in dry,2-8°C
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Safety Information

Hazard Codes 
Xi
Hazard Note 
Irritant/Keep Cold
HS Code 
2931900090
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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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