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[ CAS No. 10400-19-8 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
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Chemical Structure| 10400-19-8
Chemical Structure| 10400-19-8
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Product Details of [ 10400-19-8 ]

CAS No. :10400-19-8 MDL No. :MFCD00464814
Formula : C6H4ClNO Boiling Point : -
Linear Structure Formula :C5H4NC(O)Cl InChI Key :-
M.W : 141.56 Pubchem ID :-
Synonyms :

Safety of [ 10400-19-8 ]

Signal Word:Danger Class:8
Precautionary Statements:P264-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P403+P233-P501 UN#:3265
Hazard Statements:H302-H314 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 10400-19-8 ]

* 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 [ 10400-19-8 ]

[ 10400-19-8 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 10400-19-8 ]
  • [ 773-76-2 ]
  • [ 5541-78-6 ]
Reference： [1]Archiv der Pharmazie,1958,vol. 291,p. 330,336
  • 2
  • [ 10400-19-8 ]
  • [ 494-52-0 ]
  • (<i>S</i>)-1-Nicotinoyl-1,2,3,4,5,6-hexahydro-[2,3']bipyridyl [ No CAS ]
Reference： [1]Zhurnal Obshchei Khimii,1945,vol. 15,p. 255,257
    Chem.Abstr.,1946,p. 2160
  • 3
  • [ 10400-19-8 ]
  • [ 1081-04-5 ]
  • 5-Bromo-1-(pyridine-3-carbonyl)-1H-indazole-3-carboxylic acid ethyl ester [ No CAS ]
Reference： [1]Farmaco, Edizione Scientifica,1981,vol. 36,p. 315 - 333
  • 4
  • [ 10400-19-8 ]
  • [ 17672-21-8 ]
  • [ 1175529-53-9 ]
YieldReaction ConditionsOperation in experiment
79% Example 138 Amethyl 2-hydroxy-3-(nicotinamido)benzoate; Thionyl chloride (10 mL) was added to nicotinic acid (370 mg, 3.0 mmol) and the mixture was stirred under reflux for 6 hr. Thionyl chloride was evaporated under reduced pressure and the residues was dried in vacuum to yield nicotinoyl chloride. Methyl 2-amino-3-hydroxybenzoate (167 mg, 1.0 mmol) and pyridine (240 mg, 3.0 mmol) were added to toluene (10 mL) and the mixture was stirred at room temperature for 30 min. Then nicotinoyl chloride (420 mg, 3.0 mmol) was added. The mixture was stirred at room temperature for 30 min then at 80 C. for 2 hr. The resulting mixture was extracted with ethyl acetate (100 mL×4) and concentrated. The crude product was purified by column chromatography (silica gel, petroleum ether:ethyl acetate 20: to 5:1) to obtain methyl 2-hydroxy-3-(nicotinamido)benzoate as a solid (215 mg, yield 79%). LC-MS (ESI) m/z 273 [M+1]+.
Reference： [1]Patent: US2009/197863,2009,A1 .Location in patent: Page/Page column 65
  • 5
  • [ 10400-19-8 ]
  • [ 718632-46-3 ]
  • C21H27N5O5 [ No CAS ]
Reference： [1]Bioorganic and Medicinal Chemistry,2010,vol. 18,p. 1844 - 1853
  • 6
  • [ 10400-19-8 ]
  • [ 71-36-3 ]
  • [ 6938-06-3 ]
Reference： [1]Green Chemistry,2010,vol. 12,p. 650 - 655
  • 7
  • [ 10400-19-8 ]
  • [ 138377-80-7 ]
  • [ 1352127-79-7 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate; In dichloromethane; water; Reference Example 11 : 3-(Pyridin-3'-carbonylamino)tetrahydropyridin-2- one:; Oxalyl chloride (20 mmol) was added to a solution of nicotinic acid (10 mmol) in DCM (40 mL), along with one drop of catalytic DMF. The reaction mixture was stirred for 16 h and then the solvent was removed under high vacuum. The resulting crystals were dissolved in DCM (10 mL). In a separate flask, 3- aminotetrahydropyridin-2-one hydrochloride (10 mmol) and 2C03 (30 mmol) were added to water (30 mL) and stirred, giving a solution to which the acid chloride solution was added. The reaction was worked-up as above to give the product (0.10 g, 5percent):Vmax cm"' 3257 (N-H, amide), 1642, 1541 (secondary CONH, lactam, NH), 1591 , 1479 (aromatic pyridine ring). NMR: deltaEta (400MHz, CDC13) 9.03 (I H, d, J 2.0, 2'-aryl CH), 8.71 (I H, dd, J 5.0, 1.5, 6'-aryl CH), 8.12 (I H, dt, J 8.0, 2.0, 4'-aryl CH), 7.36 (IH, dd, J 8.0, 5.0, 5'-aryl CH), 7.27 (I H, br d, J2.0, C5H4N-CONH), 5.91 (IH, br s, CONH-CH2), 4.45 (IH, dt, J 1 1.0, 5.5, CH-CO), 3.44-3.32 (2H, m, CH2NH), 2.72 (IH, dt, J 14.5, 4.5, NHCH- C 2), 2.06-1.93 (2H, m, lactam CH2), 1.70-1.54 (I H, m, lactam CH2).13C NMR: 6c (100MHz, CDC13) 171.8 (lactam C=0), 166.0 (aryl C=0), 152.5 (aryl N- CH), 148.6 (aryl N-CH), 135.3 (ortho-C(-C )), 133.4 (ipso-C), 123.6 (meta-C), 51.2 (CH-CO), 42.0 (CH2-NH), 27.3 (lactam CH2), 21.3 (lactam CH2). HRMS (+ESI) C, ,H 13N302 + H+: calcd 220.1081 ; found 220.1085.
Reference： [1]Patent: WO2011/154696,2011,A1 .Location in patent: Page/Page column 29-30
  • 8
  • [ 10400-19-8 ]
  • [ 6148-64-7 ]
  • [ 6283-81-4 ]
YieldReaction ConditionsOperation in experiment
Step 1: ethyl 3-oxo-3-(pyridin-3-yl)propanoateA solution of nicotinic acid (15.0 g, 0.134 mol, Sinopharm) in DCM (75 mL) was added oxalyl chloride (12 mL, 0.134 mol) and then DMF (0.1 mL) was added drop wise. The reaction mixture was refluxed for 1 .5 hr. The resulting solution was concentrated in vacuo. The carbonyl chloride was obtained as a brown solid. A solution of ethyl potassium malonate (26g, 0.152 mol) in MeCN (340 mL) was added TEA (43 mL) and cooled in an ice-salt bath and MgCI2 (17.5 g, 0.183 mol) was added and the resulting mixture was stirred at same temperature for 2 hr. The carbonyl chloride prepared above was added dropwise and the reaction mixture was warmed to rt and stirred overnight. After the reaction was completed (monitored by TLC), the mixture was cooled in an ice bath and the intermediate was decarboxylated by careful addition of 2N HCI (240 mL). This mixture was stirred in the ice bath for 1 .5 hr and then transferred to a separating funnel and extracted with EA (300 ml. x 3). The combined organic layers were washed with sat. NaHC03 (250 ml_), brine (250 ml_), dried over anhydrous Na2S04. After the removal of the solvent, it afforded the crude product ethyl 3-oxo-3-(pyridin-3-yl)propanoate (13.84 g, 53.6%) as a red brown oil.
Reference： [1]Patent: WO2012/67664,2012,A1 .Location in patent: Page/Page column 28-29
  • 9
  • [ 10400-19-8 ]
  • [ 436-77-1 ]
  • 7-O-nicotinoyl-fangchinoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
53% General procedure: Fangchinoline (100 mg, 0.16 mmol) was dissolved in 8 mL of CH2Cl2. The mixture was cooled to 0 C under N2. Pyridine (25 mg, 0.32 mmol) was added to the mixture. The solution was stirred for 1 h and various types of acyl chlorides (0.24 mmol, in 2 mL of CH2Cl2) were added dropwise over 10 min. The mixture was stirred for 1 h at 0 C and was stirred another hour at room temperature. The mixture was washed with water, dried over anhydrous Na2SO4 and filtered. After being concentrated under vacuum, the residue was purified by flash chromatography on silica gel using CH2Cl2/CH3OH as eluant to afford the desired products 6a-6p.
Reference： [1]Bioorganic and Medicinal Chemistry Letters,2017,vol. 27,p. 533 - 536
  • 10
  • [ 10400-19-8 ]
  • [ 50786-37-3 ]
  • N-(4,6-dibromo-3-pyridyl)pyridine-3-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
20.0 g 4,6-Dibromopyridine-3-amine (40.9 g, 164 mmol) was dissolved in CH2C12 (200 ml), and triethylamine (49.3 g, 487 mmol) was added. The mixture was stirred at room temperature for 10 mm, and the solution of the acid chloride was then added slowly. The reaction mixture was stirred at room temperature for 16 h, the solvent was removed under reduced pressure and the residue was separated chromatographically by column chromatography on silica gel (gradient: ethyl acetate/petroleum ether 50:50-75:25). This gave 20.0 g (34% yield) of N-(4,6-dibromo-3-pyridyl)pyridine-3-carboxamide.
Reference： [1]Patent: US2018/282347,2018,A1 .Location in patent: Paragraph 0923

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