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CS-W001157 4
Total: USD 88.00

4-(4-Bromothiazol-2-yl)morpholine

  • CAS No. 1017781-60-0

  • Cat. No. CS-0054862
  • Purity≥97%
  • MDL No.MFCD09607696

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

4-(4-Bromothiazol-2-yl)morpholine|CS-0054862

Structure of 1017781-60-0

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General Information

  • CAS No. 1017781-60-0
  • Cat. No. CS-0054862
  • Purity ≥97%
  • MDL No. MFCD09607696
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉BrN₂OS
  • Molecular Weight 249.13
  • Synonym(s) 4-(4-Bromo-1,3-thiazol-2-yl)morpholine
  • SMILES BrC1=CSC(N2CCOCC2)=N1

Description

4-(4-Bromothiazol-2-yl)morpholine features a brominated thiazole moiety linked to a morpholine ring, delivering a potent electrophilic handle for cross-coupling reactions. This bench-stable, moisture-tolerant building block integrates seamlessly into medicinal chemistry programs requiring heteroaryl-functionalized scaffolds.

Application

4-(4-Bromothiazol-2-yl)morpholine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions for the construction of thiazole-containing pharmaceutical scaffolds. The bromo group exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the morpholine moiety provides solubility and hydrogen-bonding capacity. Bench-stable and readily purified by flash chromatography, it functions efficiently in late-stage functionalization and API synthesis.

Synthesis

  • Route1
    • null|null
      110-91-8
    • In-stock
      2,4-Dibromothiazole|CS-D1059
      4175-77-3
    • ~89%
    • In-stock
      4-(4-Bromothiazol-2-yl)morpholine|CS-0054862
      1017781-60-0

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH and CO. KG Patent: WO2008/70507 A2, 2008 ; Location in patent: Page/Page column 179 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   25.36
  • LogP   1.7422
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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