151229-84-4|2,6-Dichloropyridine-3,5-dicarbonitrile| Ambeed

* 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 [ 151229-84-4 ]

[ 151229-84-4 ] Synthesis Path-Downstream 1~54

1
[ 51768-01-5 ]
[ 151229-84-4 ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.
[2]ACS Medicinal Chemistry Letters,2019,vol. 10,p. 737 - 742.
[3]Synthetic Communications,1993,vol. 23,p. 2605 - 2609.

2
[ 106-49-0 ]
[ 151229-84-4 ]
[ 151229-86-6 ]

References: [1]Synthetic Communications,1993,vol. 23,p. 2605 - 2609.

3
[ 623-51-8 ]
[ 151229-84-4 ]
[ 654664-79-6 ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

4
[ 108-73-6 ]
[ 151229-84-4 ]
4,6,16,18,31,33-hexacyano-25,27,36-triaza-2,8,14,20,29,35-hexaoxabicyclocalix[4]arene [ No CAS ]

References: [1]Organic Letters,2005,vol. 7,p. 3505 - 3507.

5
[ 2150-44-9 ]
[ 151229-84-4 ]
[ 901758-90-5 ]

References: [1]Organic Letters,2006,vol. 8,p. 2755 - 2758.

6
[ 831-61-8 ]
[ 151229-84-4 ]
25,27-diaza-11,23-dicarboethoxy-4,6,16,18-tetracyano-26,28-dihydroxy-2,8,14,20-tetraoxacalix[4]arene [ No CAS ]

References: [1]Organic Letters,2006,vol. 8,p. 2755 - 2758.

7
[ 20481-17-8 ]
[ 151229-84-4 ]
25,27-diaza-11,23-di-tert-butyl-4,6,16,18-tetracyano-26,28-dihydroxy-2,8,14,20-tetraoxacalix[4]arene [ No CAS ]

References: [1]Organic Letters,2006,vol. 8,p. 2755 - 2758.

8
2,6-bis(3-hydroxy-5-carbomethoxy-phenoxy)pyridine-3,5-dicarbonitrile [ No CAS ]
[ 151229-84-4 ]
[ 901758-90-5 ]

References: [1]Organic Letters,2006,vol. 8,p. 2755 - 2758.

9
[ 151229-84-4 ]
[ 500-66-3 ]
25,27-diaza-4,6,16,18-tetracyano-11,23-di-n-pentyl-2,8,14,20-tetraoxacalix[4]arene [ No CAS ]

References: [1]Organic Letters,2006,vol. 8,p. 2755 - 2758.

10
[ 151229-84-4 ]
[ 654664-83-2 ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

11
[ 151229-84-4 ]
2,10-bis(isopropylamino)-3,9-diphenylpyrido[5'',6'':4,5;3'',2'':4',5']dithieno[3,2-d:3',2'-d']dipyrimidine-4,8(3H,9H)-dione [ No CAS ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

12
[ 151229-84-4 ]
[ 654664-85-4 ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

13
[ 151229-84-4 ]
[ 654664-84-3 ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

14
[ 151229-84-4 ]
[ 654664-86-5 ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

15
[ 151229-84-4 ]
2,10-bis(diethylamino)-3,9-diphenylpyrido[5'',6'':4,5;3'',2'':4',5']dithieno[3,2-d:3',2'-d']dipyrimidine-4,8(3H,9H)-dione [ No CAS ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

16
[ 151229-84-4 ]
2,10-bis(isopropylamino)-3,9-di(p-tolyl)pyrido[5'',6'':4,5;3'',2'':4',5']dithieno[3,2-d:3',2'-d']dipyrimidine-4,8(3H,9H)-dione [ No CAS ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

17
[ 151229-84-4 ]
2,10-bis(isopropylamino)-3,9-bis(4-methoxyphenyl)pyrido[5'',6'':4,5;3'',2'':4',5']dithieno[3,2-d:3',2'-d']dipyrimidine-4,8(3H,9H)-dione [ No CAS ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

18
[ 151229-84-4 ]
3,9-bis(4-chlorophenyl)-2,10-bis(isopropylamino)pyrido[5'',6'':4,5;3'',2'':4',5']dithieno[3,2-d:3',2'-d']dipyrimidine-4,8(3H,9H)-dione [ No CAS ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

19
[ 151229-84-4 ]
2,10-bis(butylamino)-3,9-diphenylpyrido[5'',6'':4,5;3'',2'':4',5']dithieno[3,2-d:3',2'-d']dipyrimidine-4,8(3H,9H)-dione [ No CAS ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

20
[ 151229-84-4 ]
3,9-diphenyl-2,10-di(thiomorpholino)pyrido[5'',6'':4,5;3'',2'':4',5']dithieno[3,2-d:3',2'-d']dipyrimidine-4,8(3H,9H)-dione [ No CAS ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

21
[ 151229-84-4 ]
3,9-diphenyl-2,10-dimorpholinopyrido[5'',6'':4,5;3'',2'':4',5']dithieno[3,2-d:3',2'-d']dipyrimidine-4,8(3H,9H)-dione [ No CAS ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

22
[ 151229-84-4 ]
3,9-diphenyl-2,10-dipiperidinopyrido[5'',6'':4,5;3'',2'':4',5']dithieno[3,2-d:3',2'-d']dipyrimidine-4,8(3H,9H)-dione [ No CAS ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

23
[ 151229-84-4 ]
[ 654664-93-4 ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

24
[ 151229-84-4 ]
2,10-dimorpholino-3,9-di(p-tolyl)pyrido[5'',6'':4,5;3'',2'':4',5']dithieno[3,2-d:3',2'-d']dipyrimidine-4,8(3H,9H)-dione [ No CAS ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

25
[ 151229-84-4 ]
[ 654664-89-8 ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

26
[ 151229-84-4 ]
3,9-bis(4-chlorophenyl)-2,10-dimorpholinopyrido[5'',6'':4,5;3'',2'':4',5']dithieno[3,2-d:3',2'-d']dipyrimidine-4,8(3H,9H)-dione [ No CAS ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

27
[ 151229-84-4 ]
3,5-bis-(N'-isopropyl-N''-p-tolyl-guanidino)-1,7-dithia-8-aza-s-indacene-2,6-dicarboxylic acid diethyl ester [ No CAS ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

28
[ 151229-84-4 ]
2,10-dipiperidino-3,9-di(p-tolyl)pyrido[5'',6'':4,5;3'',2'':4',5']dithieno[3,2-d:3',2'-d']dipyrimidine-4,8(3H,9H)-dione [ No CAS ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

29
[ 151229-84-4 ]
3,9-bis(4-methoxyphenyl)-2,10-dimorpholinopyrido[5'',6'':4,5;3'',2'':4',5']dithieno[3,2-d:3',2'-d']dipyrimidine-4,8(3H,9H)-dione [ No CAS ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

30
[ 151229-84-4 ]
3,5-bis-[N'-isopropyl-N''-(4-methoxy-phenyl)-guanidino]-1,7-dithia-8-aza-s-indacene-2,6-dicarboxylic acid diethyl ester [ No CAS ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

31
[ 151229-84-4 ]
3,5-bis-[N'-(4-chloro-phenyl)-N''-isopropyl-guanidino]-1,7-dithia-8-aza-s-indacene-2,6-dicarboxylic acid diethyl ester [ No CAS ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

32
[ 151229-84-4 ]
3,9-bis(4-methoxyphenyl)-2,10-dipiperidinopyrido[5'',6'':4,5;3'',2'':4',5']dithieno[3,2-d:3',2'-d']dipyrimidine-4,8(3H,9H)-dione [ No CAS ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

33
[ 151229-84-4 ]
3,9-bis(4-chlorophenyl)-2,10-dipiperidinopyrido[5'',6'':4,5;3'',2'':4',5']dithieno[3,2-d:3',2'-d']dipyrimidine-4,8(3H,9H)-dione [ No CAS ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

34
[ 151229-84-4 ]
3,5-bis-(N'-butyl-N''-phenyl-guanidino)-1,7-dithia-8-aza-s-indacene-2,6-dicarboxylic acid diethyl ester [ No CAS ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

35
[ 151229-84-4 ]
[ 654664-81-0 ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

36
[ 151229-84-4 ]
[ 654664-90-1 ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

37
[ 151229-84-4 ]
[ 654664-88-7 ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

38
[ 151229-84-4 ]
3,5-bis-[(1-phenyl-piperidine-1-carboximidoyl)-amino]-1,7-dithia-8-aza-s-indacene-2,6-dicarboxylic acid diethyl ester [ No CAS ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

39
[ 151229-84-4 ]
3,5-bis-[(4-p-tolyl-morpholine-4-carboximidoyl)-amino]-1,7-dithia-8-aza-s-indacene-2,6-dicarboxylic acid diethyl ester [ No CAS ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

40
[ 151229-84-4 ]
3,5-bis-[4-(4-chloro-phenyl)-morpholine-4-carboximidoyl]-amino}-1,7-dithia-8-aza-s-indacene-2,6-dicarboxylic acid diethyl ester [ No CAS ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

41
[ 151229-84-4 ]
[ 654664-91-2 ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

42
[ 151229-84-4 ]
3,5-bis-[(1-p-tolyl-piperidine-1-carboximidoyl)-amino]-1,7-dithia-8-aza-s-indacene-2,6-dicarboxylic acid diethyl ester [ No CAS ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

43
[ 151229-84-4 ]
[ 654664-92-3 ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

44
[ 151229-84-4 ]
3,5-bis-[1-(4-methoxy-phenyl)-piperidine-1-carboximidoyl]-amino}-1,7-dithia-8-aza-s-indacene-2,6-dicarboxylic acid diethyl ester [ No CAS ]

References: [1]Tetrahedron,2004,vol. 60,p. 275 - 283.

45
[ 32019-26-4 ]
[ 151229-84-4 ]

References: [1]Synthetic Communications,1993,vol. 23,p. 2605 - 2609.

46
[ 151229-84-4 ]
2,10-dimethyl-12,14-dioxodibenz<b,i>anthyridine [ No CAS ]

References: [1]Synthetic Communications,1993,vol. 23,p. 2605 - 2609.

47
[ 712343-52-7 ]
[ 151229-84-4 ]
[ 1284249-35-9 ]

References: [1]Chemical Communications,2011,vol. 47,p. 2318 - 2320.

48
[ 151229-84-4 ]
[ 1251854-32-6 ]

References: [1]Russian Chemical Bulletin,2009,vol. 58,p. 2097 - 2102.

49
[ 68-12-2 ]
[ 151229-84-4 ]
[ 1322622-16-1 ]

References: [1]Synthetic Communications,2011,vol. 41,p. 2859 - 2869.

50
[ 35161-71-8 ]
[ 151229-84-4 ]
[ 1335032-42-2 ]
[ 1335032-43-3 ]

Yield	Reaction Conditions	Operation in experiment
66%; 21%	With triethylamine; In tetrahydrofuran; ethanol; for 1.5h;Reflux;	General procedure: The corresponding 2-amino-6-chloropyridine-3,5-dicarbonitrile (12 [36]-13 [37]) or <strong>[151229-84-4]2,6-dichloropyridine-3,5-dicarbonitrile</strong>s (14 [27]-15 [28]) were suspended in a mixture of THF/EtOH (2:1, v:v). Then, the corresponding amine, followed by triethylamine, was added, and the mixture heated under reflux. After cooling, the solvent was removed in vacuo and the resulting crude submitted to flash column chromatography, to give compounds 16-19.

References: [1]European Journal of Medicinal Chemistry,2011,vol. 46,p. 4665 - 4668.

51
[ 50541-93-0 ]
[ 151229-84-4 ]
[ 1335032-54-6 ]
[ 1335032-57-9 ]

Yield	Reaction Conditions	Operation in experiment
75%; 21%	With triethylamine; In tetrahydrofuran; ethanol; for 12.0h;Reflux;	General procedure: The <strong>[151229-84-4]2,6-dichloropyridine-3,5-dicarbonitrile</strong>s 14 [27]-15 [28] were suspended in a mixture of THF/EtOH (2:1, v:v). Then, amine 22 or 24 [41] followed by triethylamine, were added. The mixture was then heated under reflux. After cooling, the solvent was removed in vacuo and the resulting crude submitted to flash column chromatography.
75%; 21%	With triethylamine; In tetrahydrofuran; ethanol; at 20℃;	General procedure: 2,6-Dichloro-4-phenylpyridine-3,5-dicarbonitrile 13 or <strong>[151229-84-4]2,6-dichloropyridine-3,5-dicarbonitrile</strong> 14 was suspended in a mixture of THF/EtOH (2:1, v:v). The corresponding amines 9-12, followed by triethylamine, were then added. The mixture was then heated under reflux. After cooling, the solvent was removed in vacuum and the resulting crude submitted to flash column chromatography, to give compounds 1-8.

References: [1]European Journal of Medicinal Chemistry,2011,vol. 46,p. 4665 - 4668.
[2]European Journal of Medicinal Chemistry,2013,vol. 67,p. 64 - 74.

52
[ 86945-25-7 ]
[ 151229-84-4 ]
[ 1335032-55-7 ]

Yield	Reaction Conditions	Operation in experiment
70%	With triethylamine; In tetrahydrofuran; ethanol; at 20℃;Reflux;	General procedure: The <strong>[151229-84-4]2,6-dichloropyridine-3,5-dicarbonitrile</strong>s 14 [27]-15 [28] were suspended in a mixture of THF/EtOH (2:1, v:v). Then, amine 22 or 24 [41] followed by triethylamine, were added. The mixture was then heated under reflux. After cooling, the solvent was removed in vacuo and the resulting crude submitted to flash column chromatography.
70%	With triethylamine; In tetrahydrofuran; ethanol; for 1.0h;Reflux;	General procedure: 2,6-Dichloro-4-phenylpyridine-3,5-dicarbonitrile 13 or <strong>[151229-84-4]2,6-dichloropyridine-3,5-dicarbonitrile</strong> 14 was suspended in a mixture of THF/EtOH (2:1, v:v). The corresponding amines 9-12, followed by triethylamine, were then added. The mixture was then heated under reflux. After cooling, the solvent was removed in vacuum and the resulting crude submitted to flash column chromatography, to give compounds 1-8.

References: [1]European Journal of Medicinal Chemistry,2011,vol. 46,p. 4665 - 4668.
[2]European Journal of Medicinal Chemistry,2013,vol. 67,p. 64 - 74.

53
[ 151229-84-4 ]
[ 1335032-34-2 ]

References: [1]European Journal of Medicinal Chemistry,2011,vol. 46,p. 4665 - 4668.

54
[ 151229-84-4 ]
2-((2-(1-benzylpiperidin-4-yl)ethyl)amino)-6-(methyl(prop-2-yn-1-yl)amino)pyridine-3,5-dicarbonitrile hydrochloride [ No CAS ]

References: [1]European Journal of Medicinal Chemistry,2011,vol. 46,p. 4665 - 4668.

Historical Records

Technical Information

• Alkyl Halide Occurrence • Blaise Reaction • Catalytic Hydrogenation • Complex Metal Hydride Reductions • General Reactivity • Grignard Reaction • Hiyama Cross-Coupling Reaction • Hydride Reductions • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Preparation of Aldehydes and Ketones • Preparation of Amines • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Ritter Reaction • Stille Coupling • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Thorpe-Ziegler Reaction

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H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 151229-84-4

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CAS No.: 151229-84-4

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[ 151229-84-4 ] Synthesis Path-Downstream 1~54

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