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CS-W001157 4
Total: USD 88.00

tert-Butyl (2-chloropyrimidin-4-yl)carbamate

  • CAS No. 849751-48-0

  • Cat. No. CS-0102855
  • Purity≥97%
  • MDL No.MFCD16036511

*For research and further manufacturing use only, not for direct human use.

tert-Butyl (2-chloropyrimidin-4-yl)carbamate|CS-0102855

Structure of 849751-48-0

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General Information

  • CAS No. 849751-48-0
  • Cat. No. CS-0102855
  • Purity ≥97%
  • MDL No. MFCD16036511
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₂ClN₃O₂
  • Molecular Weight 229.66
  • Synonym(s) Carbamic acid, N-(2-chloro-4-pyrimidinyl)-, 1,1-dimethylethyl ester
  • SMILES O=C(OC(C)(C)C)NC1=NC(Cl)=NC=C1

Description

tert-Butyl (2-chloropyrimidin-4-yl)carbamate delivers a protected pyrimidine amine scaffold with enhanced stability and solubility. The chloropyrimidine moiety enables direct functionalization, while the tert-butyl carbamate group facilitates selective deprotection under mild acidic conditions. This compound integrates seamlessly into medicinal chemistry campaigns requiring late-stage diversification.

Application

tert-Butyl (2-chloropyrimidin-4-yl)carbamate serves as a versatile building block in medicinal chemistry, enabling efficient introduction of a chloropyrimidine moiety with orthogonal protection. The carbamate group provides bench stability and facilitates selective deprotection under mild acidic conditions. It reacts readily in palladium-catalyzed cross-coupling reactions, particularly Suzuki-Miyaura and Buchwald-Hartwig aminations, making it ideal for constructing functionalized pyrimidine scaffolds commonly found in kinase inhibitors and antiviral agents.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   64.11
  • LogP   2.477
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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