6283-81-4|Ethyl 3-oxo-3-(pyridin-3-yl)propanoate| Ambeed

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Quality Control of [ 6283-81-4 ] Purity: 97% SDS Specification

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Product Details of [ 6283-81-4 ]

CAS No. :	6283-81-4
Formula :	C₁₀H₁₁NO₃
M.W :	193.20
SMILES Code :	O=C(OCC)CC(C1=CC=CN=C1)=O
MDL No. :	MFCD00160418
InChI Key :	APQGYFNHIWMRIJ-UHFFFAOYSA-N
Pubchem ID :	222197

Safety of [ 6283-81-4 ]

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

Application In Synthesis of [ 6283-81-4 ]

* 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 [ 6283-81-4 ]

[ 6283-81-4 ] Synthesis Path-Downstream 1~35

1
[ 51304-64-4 ]
[ 6283-81-4 ]
[ 108013-77-0 ]

References: [1]Helvetica Chimica Acta,1959,vol. 42,p. 1201,1203.

2
[ 500-22-1 ]
[ 6283-81-4 ]
[ 94678-45-2 ]

References: [1]Archiv der Pharmazie,1964,vol. 297,p. 422,430.

3
[ 61-82-5 ]
[ 6283-81-4 ]
5-[3]pyridyl-4<i>H</i>-[1,2,4]triazolo[1,5-<i>a</i>]pyrimidin-7-one [ No CAS ]

References: [1]Patent: US2444605,1945, .

4
[ 614-18-6 ]
[ 141-78-6 ]
[ 6283-81-4 ]

Yield	Reaction Conditions	Operation in experiment
52%	With sodium ethanolate; for 16h;Heating / reflux;	(1). Sodium (38 g, 1.65 mol) was slowly added to 900 mL of ethanol and left to stir at RT for 4 h. Solvent was removed in vacuo. Ethyl acetate (200 mL) was addded to the sodium ethoxide followed by ethyl nicotinate (22.6 mL, 0.166 mol) in 150 mL of ethyl acetate. The reaction was heated to reflux for 16 h. Water (200 mL) was added to the reaction mixture. The aqueous layer was acidified to pH 6 with HCl and extracted with ether. Solvent was removed in vacuo to give a brown oil which was purified by column chromatography (2:1, hexanes-EtOAc), to give 1 (101 g, 52%).
37.1%	With lithium tert-butoxide; for 4h;Reflux;	Add 10 ml of ethyl acetate to a 25 ml round bottom flask.Ethyl nicotinate 1.0g,Lithium tert-butoxide 0.794g,The reaction was refluxed for 4 hours, and the reaction was completed by TLC. The reaction mixture was cooled to room temperature, and 60 ml of 3M HCl solution was added thereto and stirred for 5 minutes. Then, the organic layer was separated and the aqueous layer was extracted with ethyl acetate (90 ml). Dry over sodium sulfate, filter, concentrate,The compound 3-oxo-(3-pyridyl)propionic acid ethyl ester is obtained.The colorless oil was 0.474 g, and the yield was 37.1%.
3 g	With sodium ethanolate; for 20h;Reflux;	Ethyl 3-picolinate (2.5 g, 16 mmol) was weighed out in a 250 mL eggplant flask,Followed by 60 mL of EA,NaOEt 12 g (176 mmol),Heated to reflux after 20h to stop the reaction,Was removed by rotary evaporation EA, with 2mol / L HCl adjusted to pH 8-9, 3 times (3 × 40mL), the combined organic phase was extracted with EA, dried over anhydrous Na2SO4, separation and purification by column chromatography (petroleum ether / ethyl acetate = 3/ 1) to give 3 g of a yellow oily liquid which was used directly in the next step.

References: [1]Patent: US2004/116425,2004,A1 .Location in patent: Page 86.
[2]ChemMedChem,2010,vol. 5,p. 1373 - 1385.
[3]Patent: CN110156761,2019,A .Location in patent: Paragraph 0038; 0081-0082.
[4]Journal of the American Chemical Society,1927,vol. 49,p. 557.
[5]Journal of the American Chemical Society,1948,vol. 70,p. 2755,2757.
[6]Patent: CN106674176,2017,A .Location in patent: Paragraph 0129; 0130.

5
[ 4013-72-3 ]
[ 1007476-32-5 ]
[ 6283-81-4 ]

References: [1]Pharmaceutical bulletin,1955,vol. 3,p. 32 - 33.

6
[ 74-96-4 ]
[ 6283-81-4 ]
[ 6295-08-5 ]

References: [1]Bulletin de la Societe Chimique de France,1955,p. 79,83.

7
[ 6283-81-4 ]
[ 623-46-1 ]
[ 858271-74-6 ]
[ 55484-08-7 ]

References: [1]Journal and Proceedings - Royal Society of New South Wales,1940,vol. 74,p. 110,115.

8
[ 6283-81-4 ]
[ 114094-45-0 ]
2-(1-methyl-pyrrolidin-2-yl)-1-[3]pyridyl-ethanone [ No CAS ]

References: [1]Australian Journal of Scientific Research, Series A: Physical Sciences,1949,vol. <A> 2,p. 616,620.

9
[ 6283-81-4 ]
[ 4001-61-0 ]
5,8-dimethyl-2-[3]pyridyl-thiochromen-4-one [ No CAS ]

References: [1]Patent: GB803803,1956, .

10
[ 6283-81-4 ]
[ 79-19-6 ]
5-oxo-3-[3]pyridyl-2,5-dihydro-pyrazole-1-carbothioic acid amide [ No CAS ]

References: [1]Roczniki Chemii,1958,vol. 32,p. 779,783, 785.
Chem.Abstr.,1959,p. 10187.

11
[ 6283-81-4 ]
[ 105-36-2 ]
[ 54109-95-4 ]

References: [1]Pharmaceutical bulletin,1954,vol. 2,p. 39 - 41.

12
[ 6283-81-4 ]
[ 108-98-5 ]
[ 109497-16-7 ]

References: [1]Patent: GB803803,1956, .

13
[ 6283-81-4 ]
[ 100-63-0 ]
2-phenyl-5-pyridin-3-yl-1,2-dihydro-pyrazol-3-one [ No CAS ]

References: [1]Journal of the Chemical Society,1934,p. 1739.

14
[ 6283-81-4 ]
[ 623-46-1 ]
[ 74-89-5 ]
2-nicotinoyl-4-oxo-butyric acid ethyl ester [ No CAS ]

References: [1]Journal of the Chemical Society,1934,p. 1739.

15
[ 6283-81-4 ]
[ 74-88-4 ]
[ 90280-26-5 ]

References: [1]Patent: US2710867,1954, .

16
[ 6283-81-4 ]
[ 350-03-8 ]

Yield	Reaction Conditions	Operation in experiment
11.5 g		Condensation reaction: HPLC detection of 99.85% of ethyl nicotinate, the reaction is over, and the temperature is lowered to 0 C.Then add 66g of ethyl acetate, add 0.04g of TiO2 and sodium ethoxide 8.16g, and heat to reflux at 76 C for 5h; Hydrolysis, refining: reduce the temperature to 0 C, add 50 ml of water, add 100 g of concentrated hydrochloric acid, and then heat to reflux for 5 h.Cool to room temperature, add sodium carbonate solution to adjust pH = 9, extract with chloroform, dry chloroform layer,100-110 C fraction (-0.095 MPa) collected by vacuum distillation 11.5 g of 3-acetylpyridine was obtained in an amount of 99.0%, and the molar yield was 95%.

References: [1]Journal of the American Chemical Society,1927,vol. 49,p. 557.
[2]Patent: CN109053554,2018,A .Location in patent: Paragraph 0041-0043; 0046-0048; 0051-0054; 0056-0058.

17
[ 6283-81-4 ]
[ 6221-12-1 ]

References: [1]Journal fur praktische Chemie (Leipzig 1954),1955,vol. <4> 2,p. 302,306.
[2]Pharmazie,1985,vol. 40,p. 384 - 387.

18
[ 6283-81-4 ]
3-(3-pyridyl)-5(2H)-isoxazolone [ No CAS ]

References: [1]Acta Crystallographica, Section C: Crystal Structure Communications,1996,vol. 52,p. 2102 - 2105.
[2]Roczniki Chemii,1958,vol. 32,p. 779,783, 785.
Chem.Abstr.,1959,p. 10187.

19
[ 6283-81-4 ]
[ 90280-24-3 ]

References: [1]Journal of the Chemical Society,1934,p. 1739.
[2]Roczniki Chemii,1958,vol. 32,p. 779,783, 785.
Chem.Abstr.,1959,p. 10187.

20
[ 6283-81-4 ]
[ 64107-54-6 ]

References: [1]Journal of Organic Chemistry,1946,vol. 11,p. 257,263.

21
[ 6283-81-4 ]
[ 61296-12-6 ]

References: [1]Chemische Berichte,1935,vol. 68,p. 1710,1715.
Yakugaku Zasshi,1935,vol. 55,p. 1213,1221.
[2]Journal of the American Chemical Society,1945,vol. 67,p. 1468,1469.

22
[ 6283-81-4 ]
4-phenyl-5-[3]pyridyl-[1,2]dithiol-3-thione [ No CAS ]

References: [1]Bulletin de la Societe Chimique de France,1955,p. 79,83.

23
[ 6283-81-4 ]
4-methylsulfanyl-2-nicotinoyl-butyric acid ethyl ester [ No CAS ]

References: [1]Chemicke Listy,1950,vol. 44,p. 91.
Chem.Abstr.,1951,p. 8013.

24
[ 110-91-8 ]
[ 6283-81-4 ]
[ 92293-26-0 ]

References: [1]Helvetica Chimica Acta,1962,vol. 45,p. 1018 - 1026.

25
[ 110-91-8 ]
[ 6283-81-4 ]
[ 91567-57-6 ]

References: [1]Helvetica Chimica Acta,1962,vol. 45,p. 1018 - 1026.

26
[ 98-01-1 ]
[ 6283-81-4 ]
[ 70076-30-1 ]

References: [1]Archiv der Pharmazie,1964,vol. 297,p. 412 - 423.

27
[ 10140-87-1 ]
[ 6283-81-4 ]
[ 31557-62-7 ]

References: [1]Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques,1975,vol. 280,p. 293 - 296.

28
[ 108-73-6 ]
[ 6283-81-4 ]
[ 107942-61-0 ]

References: [1]Bulletin de la Societe Chimique de France,1960,p. 95 - 98.

29
[ 108-73-6 ]
[ 6283-81-4 ]
[ 19484-69-6 ]

References: [1]Bulletin de la Societe Chimique de France,1960,p. 95 - 98.

30
[ 90-59-5 ]
[ 6283-81-4 ]
[ 100913-95-9 ]

References: [1]Bulletin de la Societe Chimique de France,1960,p. 95 - 98.

31
[ 6283-81-4 ]
[ 642-71-7 ]
[ 13180-02-4 ]

References: [1]Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques,1966,vol. 263,p. 1022 - 1025.

32
[ 6283-81-4 ]
[ 608-25-3 ]
[ 109258-27-7 ]

Yield	Reaction Conditions	Operation in experiment
61.03%	With sulfuric acid; In ethanol; at 20℃; for 4h;Cooling with ice; Inert atmosphere;	1 g (5 mmol) of ethyl 3-pyridylacetoacetate was weighed,2,6-dihydroxytoluene 0.64 g (5 mmol) in 100 mL eggplant vials,Then add 5mL of anhydrous ethanol,Ice bath drop concentrated H2SO4 2.5mL,N2 gas protection room temperature stirring reaction 4h,(Chloroform / methanol = 40/1) to give 0.8 g of a white solid, which was purified by column chromatography on a white solid, filtered, dried and purified by column chromatography.Yield 61.03%,

References: [1]Patent: CN106674176,2017,A .Location in patent: Paragraph 0131; 0132.
[2]Bulletin de la Societe Chimique de France,1960,p. 95 - 98.

33
[ 6283-81-4 ]
[ 608-25-3 ]
[ 106474-21-9 ]

References: [1]Bulletin de la Societe Chimique de France,1960,p. 95 - 98.

34
[ 6283-81-4 ]
[ 90-02-8 ]
[ 92424-66-3 ]

References: [1]Archiv der Pharmazie,1964,vol. 297,p. 412 - 423.
[2]Bulletin de la Societe Chimique de France,1960,p. 95 - 98.

35
[ 6283-81-4 ]
[ 1761-61-1 ]
[ 100914-05-4 ]

References: [1]Bulletin de la Societe Chimique de France,1960,p. 95 - 98.

Historical Records

Technical Information

• Acyl Group Substitution • Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Baylis-Hillman Reaction • Bouveault-Blanc Reduction • Bucherer-Bergs Reaction • Catalytic Hydrogenation • Clemmensen Reduction • Complex Metal Hydride Reductions • Corey-Bakshi-Shibata (CBS) Reduction • Corey-Chaykovsky Reaction • Ester Cleavage • Fischer Indole Synthesis • Grignard Reaction • Henry Nitroaldol Reaction • Horner-Wadsworth-Emmons Reaction • Hydride Reductions • Lawesson's Reagent • Leuckart-Wallach Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Peterson Olefination • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Amines • Prins Reaction • Reactions of Aldehydes and Ketones • Reactions of Amines • Reactions with Organometallic Reagents • Reformatsky Reaction • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Stobbe Condensation • Tebbe Olefination • Ugi Reaction • Wittig Reaction • Wolff-Kishner Reduction

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CAS No.: 6283-81-4

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CAS No.: 6283-81-4

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Application In Synthesis of [ 6283-81-4 ]

[ 6283-81-4 ] Synthesis Path-Downstream 1~35

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