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Chemical Structure| 69045-79-0 Chemical Structure| 69045-79-0
Chemical Structure| 69045-79-0

2-Chloro-5-iodopyridine

CAS No.: 69045-79-0

4.5 *For Research Use Only !

Cat. No.: A285613 Purity: 98%

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Product Details of 2-Chloro-5-iodopyridine

CAS No. :69045-79-0
Formula : C5H3ClIN
M.W : 239.44
SMILES Code : C1=NC(=CC=C1I)Cl
MDL No. :MFCD01863635
InChI Key :QWLGCWXSNYKKDO-UHFFFAOYSA-N
Pubchem ID :4397176

Safety of 2-Chloro-5-iodopyridine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302+H312+H332-H315-H319-H335
Precautionary Statements:P261-P280-P305+P351+P338

Application In Synthesis of 2-Chloro-5-iodopyridine

* 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.

  • Downstream synthetic route of [ 69045-79-0 ]

[ 69045-79-0 ] Synthesis Path-Downstream   1~4

  • 2
  • [ 69045-79-0 ]
  • [ 73177-35-2 ]
  • 1-(6-chloropyridin-3-yl)-2-methyl-1H-pyrrolo[3,2-b]pyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
49% sealed tube, a solution of compound XXIII (Example 2) (0.500 g, 3.70 mmol) in dimethylsulfoxide (50 mL) was treated with potassium carbonate (1.30 g, 9.40 mmol), 2- chloro 5- iodo pyridine (0.906 g, 3.78 mmol), and 8-hydroxy quinnoline (0.109 g, 7.00 mmol). The mixture was sparged with nitrogen gas for 30 min and then copper (I) iodide 10 (0.085 g, 0.700 mmol) was added to the reaction mixture. The system was sealed and then heated at 110 C for 8 h. After cooling to room temperature, the reaction mixture was diluted with cold water (100 mL) and extracted with ethyl acetate (3 x 250 mL). The combined organic extracts were washed with brine (25 mL) and then dried over anhydrous sodium sulfate. The organic layer was then concentrated under reduced pressure and the remaining 15 residue was purified by chromatography on silica to afford XXIV (0.4 g, 49%) as yellow solid; 1H NMR (400 MHz, CDCl3 ) delta 8.46-8.43 (m, 2H), 7.66 (dd, J= 8.4, 2.6 Hz, 1H), 7.54 (d, J= 8.4 Hz, 1H), 7.31 (d, J= 8.2 Hz, 1H), 7.04 (dd, J= 8.2, 4.8 Hz 1H), 6.66 (s, 1H), 2.36 (s, 3H); MS (ESI, positive mode) m/z 244 (MH+)
  • 3
  • [ 13472-79-2 ]
  • [ 69045-79-0 ]
  • 4
  • [ 109-11-5 ]
  • [ 69045-79-0 ]
  • 4-(6-chloropyridin-3-yl)morpholin-3-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
41% With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine; In 1,4-dioxane; at 110℃; for 1h;Microwave irradiation; Inert atmosphere; Compound 2-chloro-5-iodopyridine 75a (1 g, 4.18 mmol), <strong>[109-11-5]morpholin-3-one</strong> (422 mg, 4.17 mmol),N1, N2-dimethylethane-1,2-diamine (220 mg, 2.50 mmol),Cuprous iodide (318mg, 0.67mmol), potassium carbonate (1.154g, 8.35mmol) and 1,4-dioxane (15mL) were mixed,After deoxygenation, it was heated to 110 C in a microwave reactor under a nitrogen atmosphere and stirred for 1 hour.After cooling to room temperature, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography (dichloromethane / methanol = 100/0 to 19/1),The target product 4- (6-chloropyridin-3-yl) <strong>[109-11-5]morpholin-3-one</strong> 75b (363 mg, orange solid) was obtained in a yield of 41%.
41% With copper(l) iodide; potassium carbonate; N,N'-dimethyl-1,2-phenylenediamine; In 1,4-dioxane; at 110℃; for 1h;Inert atmosphere; Microwave irradiation; Compound 2-chloro-5-iodopyridine 75a (1 g, 4.18 mmol), <strong>[109-11-5]morpholin-3-one</strong> (422 mg, 4.17 mmol), N1,N2-dimethylethane-1,2-diamine ( 220mg, 2.50mmol), cuprous iodide (318mg, 0.67mmol), potassium carbonate (1.154g, 8.35mmol) and 1,4-dioxane (15mL) were mixed, deoxygenated and reacted with microwave under nitrogen atmosphere was heated to 110C and stirred for 1 hour.After cooling to room temperature, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography (dichloromethane/methanol=100/0 to 19/1) to obtain the target product 4-(6-chloropyridin-3-yl)? Linn-3-one 75b (363 mg, orange solid), yield: 41%.
 

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