4-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine

Name: 4-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine
Brand: ChemScene
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CAS No. 944401-55-2
Cat. No. CS-0041737
Purity≥95%
MDL No.MFCD18072554

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4-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine|CS-0041737

Structure of 944401-55-2

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Description

4-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine features a boronate ester group enabling robust Suzuki-Miyaura coupling under mild conditions. The pyrimidine core provides a stable, electron-deficient scaffold for C–N and C–C bond formation. This bench-stable reagent integrates readily into complex molecular architectures with minimal purification requirements.

Application

4-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pyrimidine core provides a robust heterocyclic scaffold with tunable nitrogen functionality, while the pinacol boronate ester enables stable, air-tolerant coupling under mild conditions. This reagent facilitates efficient C–C bond formation in medicinal chemistry and materials synthesis, offering excellent functional group compatibility and straightforward purification by standard chromatographic methods.

General Information

CAS No. 944401-55-2
Cat. No. CS-0041737
Purity ≥95%
MDL No. MFCD18072554
Storage -20°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₈BN₃O₂
Molecular Weight 235.10
Synonym(s) 4-Methyl-2-aminopyrimidine-5-boronic acid pinacol ester
SMILES NC1=NC=C(B2OC(C)(C)C(C)(C)O2)C(C)=N1

Computational Chemistry Data

TPSA 70.26
LogP 0.66642
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 1

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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4-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine

CAS No. 944401-55-2

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