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2-[N,N-BIS(TRIFLUOROMETHANESULFONYL)AMINO]-5-CHLOROPYRIDINE

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2-[N,N-BIS(TRIFLUOROMETHANESULFONYL)AMINO]-5-CHLOROPYRIDINE Basic information

Product Name:
2-[N,N-BIS(TRIFLUOROMETHANESULFONYL)AMINO]-5-CHLOROPYRIDINE
Synonyms:
  • Comins Reagent, N,N-Bis(trifluoromethylsulfonyl)-5-chloro-2-pyridylamine, 2-[N,N-Bis(trifluoromethylsulfonyl)amino]-5-chloropyridine
  • N-(5-CHLORO-2-PYRIDYL)BIS(TRILFUOROMETHANESULFONIMIDE)
  • N-(5-Chloropyridin-2-yl)-1,1,1-trifluoro-N-(trifluoromethylsulfonyl)methanesulfonamide
  • 2-[N,N-Bis(trifluoromethanesulfonyl)amino]-5-chloropyridine ,98%
  • Comins Triflating Reagent
  • N-(5-Chloro-2-pyridyl)triflimide N-(5-Chloro-2-pyridyl)bis(trifluoromethanesulfonyl)imide Comins Triflating Reagent
  • N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-(trifluoroMethane)sulfonylMethanesulfonaMide
  • 2-{Bis[(trifluoromethyl)sulphonyl]amino}-5-chloropyridine
CAS:
145100-51-2
MF:
C7H3ClF6N2O4S2
MW:
392.68
EINECS:
629-110-2
Product Categories:
  • Chloropyridines
  • Halopyridines
Mol File:
145100-51-2.mol
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2-[N,N-BIS(TRIFLUOROMETHANESULFONYL)AMINO]-5-CHLOROPYRIDINE Chemical Properties

Melting point:
45-47 °C(lit.)
Boiling point:
77-90°C/0.2mmHg
Density 
1.892±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Benzene (Slightly)
form 
Solid
pka
-7.71±0.10(Predicted)
color 
yellow
Water Solubility 
Reacts with water.
Sensitive 
Moisture Sensitive
BRN 
5833971
Stability:
Moisture Sensitive, Unstable in DMSO Solution
InChIKey
TUFGVZMNGTYAQD-UHFFFAOYSA-N
CAS DataBase Reference
145100-51-2(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
9
Hazard Note 
Irritant
HazardClass 
AIR SENSITIVE, IRRITANT-HARMFUL, KEEP COLD
HS Code 
29350090

MSDS

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2-[N,N-BIS(TRIFLUOROMETHANESULFONYL)AMINO]-5-CHLOROPYRIDINE Usage And Synthesis

Chemical Properties

White to pale yellow crystalline solid

Uses

2-[N,N-Bis(trifluoromethylsulfonyl)amino]-5-chloropyridine provides good yields of vinyl triflates from the corresponding ketone enolates or dienolates. It is used in the total synthesis of (-)-porantheridine and the trans decahydroquinoline alkaloid (+)-219A. It is also used as a reactant for Suzuki-Miyaura cross coupling, synthesis of nicotinic acetylcholine receptor-selective ligands, enantioselective desymmetrizing palladium catalyzed carbonylation reactions, synthesis of high affinity niacin receptor GPR109A agonists and in preparation of heteroaromatics.

Uses

Reactant for:
Suzuki-Miyaura cross coupling
Synthesis of nicotinic acetylcholine receptor-selective ligands
Enantioselective desymmetrizing palladium catalyzed carbonylation reactions
Synthesis of high affinity niacin receptor GPR109A agonists
Preparation of heteroaromatics

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