(5-(Methoxycarbonyl)-1H-pyrrol-2-yl)boronic acid

Name: (5-(Methoxycarbonyl)-1H-pyrrol-2-yl)boronic acid
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CAS No. 1217500-64-5
Cat. No. CS-0043675
Purity≥97%
MDL No.MFCD15143454

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(5-(Methoxycarbonyl)-1H-pyrrol-2-yl)boronic acid|CS-0043675

Structure of 1217500-64-5

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General Information

CAS No. 1217500-64-5
Cat. No. CS-0043675
Purity ≥97%
MDL No. MFCD15143454
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₈BNO₄
Molecular Weight 168.94
Synonym(s) 5-(Methoxycarbonyl)pyrrole-2-boronic acid
SMILES O=C(C1=CC=C(B(O)O)N1)OC

Description

This boronate moiety integrates a methoxycarbonyl group at the 5-position of a pyrrol-2-yl scaffold, delivering enhanced stability and solubility in polar solvents. The electron-deficient pyrrole ring facilitates efficient Suzuki-Miyaura coupling under mild conditions, enabling precise C–C bond formation in complex molecular architectures.

Application

(5-(Methoxycarbonyl)-1H-pyrrol-2-yl)boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient construction of biaryl and heteroaryl architectures. Its pyrrole core provides a rigid, electron-rich scaffold compatible with diverse functional groups. The methoxycarbonyl substituent enhances solubility and facilitates downstream derivatization, while the boronic acid moiety offers excellent bench stability and ease of purification. This compound functions reliably in standard cross-coupling protocols, supporting scalable synthesis of complex molecular frameworks relevant to medicinal chemistry and materials science.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 82.55
LogP -1.5189
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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(5-(Methoxycarbonyl)-1H-pyrrol-2-yl)boronic acid

CAS No. 1217500-64-5

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