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tert-Butyl 6-chloro-3,4-dihydro-2,7-naphthyridine-2(1H)-carboxylate

  • CAS No. 1396777-92-6

  • Cat. No. CS-0132612
  • Molecule weight268.74
  • Purity≥96%
  • MDL No.MFCD24471576

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

tert-Butyl 6-chloro-3,4-dihydro-2,7-naphthyridine-2(1H)-carboxylate|CS-0132612

Structure of 1396777-92-6

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General Information

  • CAS No. 1396777-92-6
  • Cat. No. CS-0132612
  • Purity ≥96%
  • MDL No. MFCD24471576
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₇ClN₂O₂
  • Molecular Weight 268.74
  • Synonym(s) 6-Chloro-3,4-dihydro-1H-2,7phthyridine-2-carboxylic acid tert-butyl ester
  • SMILES O=C(N1CC2=CN=C(Cl)C=C2CC1)OC(C)(C)C

Description

tert-Butyl 6-chloro-3,4-dihydro-2,7-naphthyridine-2(1H)-carboxylate features a sterically hindered tert-butyl ester and a chlorine-substituted naphthyridine core, enabling robust coupling reactions. This bench-stable intermediate integrates seamlessly into medicinal chemistry campaigns requiring electron-deficient heterocycles for transition metal-catalyzed transformations.

Application

tert-Butyl 6-chloro-3,4-dihydro-2,7-naphthyridine-2(1H)-carboxylate serves as a versatile building block for the synthesis of naphthyridine-based scaffolds. The chloro group enables palladium-catalyzed cross-coupling reactions, while the protected carboxylic acid facilitates subsequent functionalization. Its bench-stable nature and compatibility with standard synthetic workflows make it ideal for medicinal chemistry and process development applications.

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

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Computational Chemistry Data

  • TPSA   42.43
  • LogP   3.0282
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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