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Product Details of 3-Chloropyridine

CAS No. :626-60-8
Formula : C5H4ClN
M.W : 113.55
SMILES Code : ClC1=CC=CN=C1
MDL No. :MFCD00006375
InChI Key :PWRBCZZQRRPXAB-UHFFFAOYSA-N
Pubchem ID :12287

Safety of 3-Chloropyridine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H227-H302-H315-H319-H335
Precautionary Statements:P210-P241-P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P330-P370+P378-P362+P364-P403+P233-P501

Application In Synthesis of 3-Chloropyridine

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 626-60-8 ]
  • Downstream synthetic route of [ 626-60-8 ]

[ 626-60-8 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 626-60-8 ]
  • [ 22353-34-0 ]
References: [1] Roczniki Chemii, 1938, vol. 18, p. 210[2] Chemisches Zentralblatt, 1939, vol. 110, # II, p. 2779.
  • 2
  • [ 626-60-8 ]
  • [ 77332-79-7 ]
YieldReaction ConditionsOperation in experiment
0.5 g
Stage #1: With lithium diisopropyl amide In tetrahydrofuran at -75℃; for 4 h;
Stage #2: With iodine In tetrahydrofuran at -75℃; for 1 h;
To a cold solution of 3-chloro pyridine (1.0 g, 8.88 mmol) in THF (30.0 mL) was added LDA (5.9 mL, 8.88 mmol) at -75°C. The reaction mixture was stirred at -75°C for 4 h. Iodine (2.2 g, 8.88 mmol) was added and continued stirring at -75°C for 1 h. The reaction mixture was quenched in water at -70°C, extracted with ethyl acetate and concentrated to afford 0.500 g of desired product. 1H NMR (300 MHz, DMSO d6): δ 8.01 (d, J = 5.1 Hz, 1H), 8.14 (d, / = 4.8 Hz, 1H), 8.63 (s, 1H).
References: [1] Angewandte Chemie - International Edition, 2008, vol. 47, # 5, p. 888 - 890.
[2] Tetrahedron Letters, 2004, vol. 45, # 42, p. 7873 - 7877.
[3] Tetrahedron, 1993, vol. 49, # 1, p. 49 - 64.
[4] Patent: US6169086, 2001, A, .
[5] Patent: WO2008/57209, 2008, A1, . Location in patent: Page/Page column 54-55.
[6] Patent: WO2008/18639, 2008, A2, . Location in patent: Page/Page column 108-109.
[7] Patent: WO2013/186692, 2013, A1, . Location in patent: Page/Page column 61; 62.
  • 3
  • [ 626-60-8 ]
  • [ 77332-79-7 ]
  • [ 77332-90-2 ]
  • [ 77332-89-9 ]
  • [ 77332-88-8 ]
References: [1] Tetrahedron Letters, 1980, vol. 21, # 43, p. 4137 - 4140.
[2] Heterocycles, 1993, vol. 35, # 1, p. 151 - 169.
[3] Heterocycles, 1993, vol. 35, # 1, p. 151 - 169.
[4] Heterocycles, 1993, vol. 35, # 1, p. 151 - 169.
  • 4
  • [ 626-60-8 ]
  • [ 437383-99-8 ]
References: [1] Archives of Pharmacal Research, 2018, vol. 41, # 12, p. 1149 - 1161.
 

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