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70258-18-3

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70258-18-3 Usage

Description

2-Chloro-5-chloromethylpyridine is used for the synthesis of various pharmaceutical compounds. It can also be used for the synthesis of new neonicotinoid compounds1, having insecticidal activity. It is the raw material of pesticide products such as imidacloprid, acetamiprid as well as bactericide and herbicide2,3.

Sources

https://www.alfa.com/en/catalog/L19284/ https://www.trc-canada.com/product-detail/?C364715 www.szqhbio.com/wap_news_detailen/id/1.htm

Chemical Properties

beige moist crystals

Uses

2-Chloro-5-(chloromethyl)pyridine is used for the synthesis of various pharmaceutical compounds. It can also be used for the synthesis of new neonicotinoid compounds.

Check Digit Verification of cas no

The CAS Registry Mumber 70258-18-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,0,2,5 and 8 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 70258-18:
(7*7)+(6*0)+(5*2)+(4*5)+(3*8)+(2*1)+(1*8)=113
113 % 10 = 3
So 70258-18-3 is a valid CAS Registry Number.
InChI:InChI=1/C6H5Cl2N/c1-4-2-6(8)9-3-5(4)7/h2-3H,1H3

70258-18-3 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (L19284)  2-Chloro-5-(chloromethyl)pyridine, 96%   

  • 70258-18-3

  • 5g

  • 476.0CNY

  • Detail
  • Alfa Aesar

  • (L19284)  2-Chloro-5-(chloromethyl)pyridine, 96%   

  • 70258-18-3

  • 25g

  • 1229.0CNY

  • Detail
  • Aldrich

  • (516910)  2-Chloro-5-(chloromethyl)pyridine  97%

  • 70258-18-3

  • 516910-5G

  • 542.88CNY

  • Detail
  • Aldrich

  • (516910)  2-Chloro-5-(chloromethyl)pyridine  97%

  • 70258-18-3

  • 516910-25G

  • 2,329.47CNY

  • Detail

70258-18-3Synthetic route

2,-chloro-2-(chloromethyl)-4-cyanobutyraldehyde
150807-86-6

2,-chloro-2-(chloromethyl)-4-cyanobutyraldehyde

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

Conditions
ConditionsYield
With phosgene In toluene at 50℃; for 6h; Temperature;97%
In chlorobenzene at 105 - 110℃; for 0.283333h; Temperature;79.5%
5-(hydroxymethyl)pyridin-2-ol
109205-68-7

5-(hydroxymethyl)pyridin-2-ol

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

Conditions
ConditionsYield
With phosphorus pentachloride In chloroform; water; trichlorophosphate95%
2-chloro-5-methylpyridine
18368-64-4

2-chloro-5-methylpyridine

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

Conditions
ConditionsYield
With chlorine at 115 - 120℃; for 5.5h; Temperature;93.5%
With chlorine at 120℃; under 3750.38 Torr; Temperature; Pressure; Green chemistry;93.2%
With 2,2'-azobis(isobutyronitrile); chlorine In dichloromethane at 120℃; under 7500.75 - 15001.5 Torr; for 1h;70%
2‑chloro‑2-chloromethyl-4-cyanobutyraldehyde

2‑chloro‑2-chloromethyl-4-cyanobutyraldehyde

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

Conditions
ConditionsYield
With phosgene In N,N-dimethyl-formamide; toluene at 20 - 30℃; for 4h; Temperature;91.2%
2-chloro-5-(Trichloromethyl)-pyridine
69045-78-9

2-chloro-5-(Trichloromethyl)-pyridine

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

Conditions
ConditionsYield
With ammonium hydroxide; 5%-palladium/activated carbon; hydrogen In acetic acid methyl ester; water at 55 - 60℃; under 6000.6 Torr; for 7h; Reagent/catalyst; Pressure; Solvent; Temperature; Autoclave;88.6%
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

2,-chloro-2-(chloromethyl)-4-cyanobutyraldehyde
150807-86-6

2,-chloro-2-(chloromethyl)-4-cyanobutyraldehyde

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

Conditions
ConditionsYield
With N,N-dimethyl-formamide In toluene at 90 - 100℃; for 2.5h; Concentration; Temperature; Solvent; Reagent/catalyst;85.8%
C11H13ClOS

C11H13ClOS

tert.-butyl lithium
594-19-4

tert.-butyl lithium

2-chloro-5-(4,4, 5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
444120-94-9

2-chloro-5-(4,4, 5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

A

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

B

C15H21BClNO2

C15H21BClNO2

C

1-Methyl-4-((R)-2-methyl-propane-2-sulfinyl)-benzene
1693-83-0

1-Methyl-4-((R)-2-methyl-propane-2-sulfinyl)-benzene

Conditions
ConditionsYield
With zinc(II) chloride In tetrahydrofuran; toluene; pentane at -78 - 20℃; for 22h; Inert atmosphere;A 25%
B 8%
C 69%
3-Methylpyridine
108-99-6

3-Methylpyridine

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

Conditions
ConditionsYield
With chlorine at 250 - 282℃; for 0.25h; Reagent/catalyst; Inert atmosphere;51%
Multi-step reaction with 3 steps
1: sodium amide / ethanol / 2.17 h / 66 °C / Reflux
2: methyl nitrite; hydrogenchloride / methanol / 5 h / 10 - 12 °C
3: methyl nitrite; hydrogenchloride / methanol / 5 h / 10 - 12 °C
View Scheme
2-Chloro-5-hydroxymethylpyridine
21543-49-7

2-Chloro-5-hydroxymethylpyridine

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

Conditions
ConditionsYield
With thionyl chloride In dichloromethane for 3h;
With thionyl chloride In chloroform
With pyridine; thionyl chloride
6-Chloronicotinic acid methyl ester
73781-91-6

6-Chloronicotinic acid methyl ester

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: DIBAL-H / tetrahydrofuran; hexane / 1 h / 0 °C
2: SOCl2 / CH2Cl2 / 3 h
View Scheme
Multi-step reaction with 2 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C
2: thionyl chloride / dichloromethane / 2 h
View Scheme
Multi-step reaction with 2 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere
2: thionyl chloride / dichloromethane / 2 h / Inert atmosphere
View Scheme
2-chloro-5-chloromethylpyridine chydrochloride
82674-16-6

2-chloro-5-chloromethylpyridine chydrochloride

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

Conditions
ConditionsYield
With sodium hydrogencarbonate In dichloromethane; water
6-Chloro-3-pyridinecarboxylic acid
5326-23-8

6-Chloro-3-pyridinecarboxylic acid

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

Conditions
ConditionsYield
With phosphorus pentachloride; trichlorophosphate
Multi-step reaction with 2 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 °C / Reflux
2: thionyl chloride / dichloromethane / 1 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C / Reflux
2: thionyl chloride / dichloromethane / 1 h / 20 °C / Reflux
View Scheme
2,-chloro-2-(chloromethyl)-4-cyanobutyraldehyde
150807-86-6

2,-chloro-2-(chloromethyl)-4-cyanobutyraldehyde

phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

Conditions
ConditionsYield
With sodium hydrogencarbonate In hydrogenchloride; N,N-dimethyl-formamide
4-chloro-4-chloromethyl-5-oxopentamide
150807-87-7

4-chloro-4-chloromethyl-5-oxopentamide

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

Conditions
ConditionsYield
In N,N-dimethyl-formamide
oxalyl dichloride
79-37-8

oxalyl dichloride

2-chloro-5-acetaminomethylpyridine
175424-74-5

2-chloro-5-acetaminomethylpyridine

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

Conditions
ConditionsYield
In N-methyl-acetamide; acetonitrile
(6-methoxypyridin-3-yl)methanol
58584-63-7

(6-methoxypyridin-3-yl)methanol

N,N-dibutylformamide
761-65-9

N,N-dibutylformamide

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

Conditions
ConditionsYield
With nitrogen; sodium carbonate In water; toluene
5-(hydroxymethyl)-1,2-dihydropyridin-2-one
109205-68-7

5-(hydroxymethyl)-1,2-dihydropyridin-2-one

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

Conditions
ConditionsYield
With phosphorus pentachloride; sodium carbonate; trichlorophosphate In ethyl acetate
2-methoxy-5-bis-(methoxy)methyl-pyridine
133735-66-7

2-methoxy-5-bis-(methoxy)methyl-pyridine

phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

Conditions
ConditionsYield
With sodium hydroxide; trichlorophosphate
2-Chloro-5-hydroxymethylpyridine
21543-49-7

2-Chloro-5-hydroxymethylpyridine

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

Conditions
ConditionsYield
With thionyl chloride; sodium bicarbonate In chloroform; water
2-((6-chloropyridin-3-yl)oxy)acetic acid
234109-28-5

2-((6-chloropyridin-3-yl)oxy)acetic acid

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol / 16 h / 20 °C / Inert atmosphere
2: triphenylphosphine; tetrachloromethane / acetonitrile / 12 h / 20 °C / Inert atmosphere
View Scheme
(5-methyl-pyridin-2-yl)amine
1603-41-4

(5-methyl-pyridin-2-yl)amine

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methyl nitrite; hydrogenchloride / methanol / 5 h / 10 - 12 °C
2: methyl nitrite; hydrogenchloride / methanol / 5 h / 10 - 12 °C
View Scheme
2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

ethylenediamine
107-15-3

ethylenediamine

N'-((6-chloropyridin-3-yl)methyl)ethane-1,2-diamine
101990-44-7

N'-((6-chloropyridin-3-yl)methyl)ethane-1,2-diamine

Conditions
ConditionsYield
100%
100%
With sodium hydroxide In acetonitrile at 20℃; for 24h;99%
pyrrolidine
123-75-1

pyrrolidine

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

2-chloro-5-(pyrrolidin-1-ylmethyl)pyridine
230617-66-0

2-chloro-5-(pyrrolidin-1-ylmethyl)pyridine

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 3.5h; Reflux;100%
With potassium carbonate In acetonitrile Heating;96%
3-(4-t-butylphenyl)-N-2,2-trimethylpropylamine

3-(4-t-butylphenyl)-N-2,2-trimethylpropylamine

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

N-[3-(4-t-butylphenyl)-2,2-dimethylpropyl]-6-chloro-N-methyl-3-pyridylmethylamine
374075-54-4

N-[3-(4-t-butylphenyl)-2,2-dimethylpropyl]-6-chloro-N-methyl-3-pyridylmethylamine

Conditions
ConditionsYield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 50℃; for 8h;100%
2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

(S)-2-methyl-1-((2-nitrophenyl)sulfonyl)piperazine

(S)-2-methyl-1-((2-nitrophenyl)sulfonyl)piperazine

(S)-4-((6-chloropyridin-3-yl)methyl)-2-methyl-1-((2-nitrophenyl)sulfonyl)piperazine

(S)-4-((6-chloropyridin-3-yl)methyl)-2-methyl-1-((2-nitrophenyl)sulfonyl)piperazine

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 60℃; for 5.5h; Inert atmosphere;100%
2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

cis-13-1,4,7,10-tetraazatetracyclo<5.5.2.04,14010,13>tetradecane
74199-09-0, 79236-92-3

cis-13-1,4,7,10-tetraazatetracyclo<5.5.2.04,14010,13>tetradecane

2a,6a-bis[(6-chloropyridin-3-yl)methyl]decahydro-4a,8a-dizaz-2a,6a-diazoniacyclopenta[fg]acenaphthene diiodide

2a,6a-bis[(6-chloropyridin-3-yl)methyl]decahydro-4a,8a-dizaz-2a,6a-diazoniacyclopenta[fg]acenaphthene diiodide

Conditions
ConditionsYield
With sodium iodide In acetonitrile at 92℃; for 20 - 60h;99%
2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

methylamine
74-89-5

methylamine

1-(6-chloropyridin-3-yl)-N-methylmethanamine
120739-62-0

1-(6-chloropyridin-3-yl)-N-methylmethanamine

Conditions
ConditionsYield
Stage #1: methylamine In toluene at -5 - 5℃; Large scale;
Stage #2: 2-chloro-5-(chloromethyl)pyridine In toluene at -5 - 2℃; Large scale;
98.5%
In water at 62℃; under 1650.17 Torr; for 1h; Temperature; Pressure;97.7%
In water at 60℃; for 6h;95.6%
2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

Kryptofix 21
31249-95-3

Kryptofix 21

7,13-bis[(6-chloropyridin-3-yl)methyl]-1,4,10-trioxa-7,13-diazacyclopentadecane

7,13-bis[(6-chloropyridin-3-yl)methyl]-1,4,10-trioxa-7,13-diazacyclopentadecane

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In acetonitrile Reflux;98%
2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
23978-55-4

1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

7,16-bis[(6-chloropyridin-3-yl)methyl]-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

7,16-bis[(6-chloropyridin-3-yl)methyl]-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In acetonitrile Reflux;98%
2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

N-(2,2-difluoroethyl)prop-2-en-1-amine
1178819-40-3

N-(2,2-difluoroethyl)prop-2-en-1-amine

N-[(6-chloropyridin-3-yl)methyl]-N-(2,2-difluoroethyl)prop-2-en-1-amine
1375635-65-6

N-[(6-chloropyridin-3-yl)methyl]-N-(2,2-difluoroethyl)prop-2-en-1-amine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine at 70℃; for 16h;97.9%
2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

2-cyanomethylidene-1,3-thiazolidine

2-cyanomethylidene-1,3-thiazolidine

thiacloprid

thiacloprid

Conditions
ConditionsYield
With N,N,N',N'-tetramethylguanidine In dichloromethane at 10 - 45℃; for 15h; Temperature; Solvent; Reagent/catalyst; Large scale; Green chemistry;97.6%
2-thiazolylamine
96-50-4

2-thiazolylamine

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

3-(6-chloro-pyridin-3-ylmethyl)-3H-thiazol-2-ylideneamine
147670-59-5

3-(6-chloro-pyridin-3-ylmethyl)-3H-thiazol-2-ylideneamine

Conditions
ConditionsYield
In isopropyl alcohol for 40h; Heating;97%
2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

dimethyl amine
124-40-3

dimethyl amine

N,N-dimethyl-6-chloro-nicotinamide
54864-83-4

N,N-dimethyl-6-chloro-nicotinamide

Conditions
ConditionsYield
In tetrahydrofuran; dichloromethane at 0 - 20℃;97%
(S)‐2‐nitro‐6,7‐dihydro‐5H‐imidazo[2,1‐b][1,3]oxazin‐6‐ol
187235-08-1

(S)‐2‐nitro‐6,7‐dihydro‐5H‐imidazo[2,1‐b][1,3]oxazin‐6‐ol

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

(6S)-6-[(6-chloro-3-pyridinyl)methoxy]-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine
1257426-57-5

(6S)-6-[(6-chloro-3-pyridinyl)methoxy]-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 5 - 20℃;97%
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 5 - 20℃; for 16h;97%
With sodium hydride In N,N-dimethyl-formamide at 5 - 20℃;
2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

sodium cyanide
143-33-9

sodium cyanide

(6-chloro-pyridin-3-yl)-acetonitrile
39891-09-3

(6-chloro-pyridin-3-yl)-acetonitrile

Conditions
ConditionsYield
In ethanol; water at 0 - 100℃; for 20h;96%
With potassium iodide In ethanol; water at 85℃; for 5h;45.6%
In ethanol; water for 10h; Heating;
2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

5-(azidomethyl)-2-chloro-pyridine

5-(azidomethyl)-2-chloro-pyridine

Conditions
ConditionsYield
With sodium azide In ethanol for 6h; Reflux;95%
With sodium azide In ethanol Reflux;95%
With sodium azide In ethanol Heating;
With sodium azide In ethanol Reflux;
With sodium azide In ethanol Reflux;
N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

(6-chloro-pyridin-3-ylmethyl)-cyclohexyl-methyl-amine
764715-44-8

(6-chloro-pyridin-3-ylmethyl)-cyclohexyl-methyl-amine

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 80℃; for 20h;95%
tert-butyl 2,7-diazaspiro[3.5]nonane-7-carboxylate hydrochloride
1023301-84-9

tert-butyl 2,7-diazaspiro[3.5]nonane-7-carboxylate hydrochloride

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

tert-butyl 2-((6-chloropyridin-3-yl)methyl)-2,7-diazaspiro[3.5]nonane-7-carboxylate

tert-butyl 2-((6-chloropyridin-3-yl)methyl)-2,7-diazaspiro[3.5]nonane-7-carboxylate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 70℃; for 16h;95%
2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

tert-butyl (1R,5S)-3,8-diazabicyclo[3.2.1]octane-3-carboxylate
201162-53-0

tert-butyl (1R,5S)-3,8-diazabicyclo[3.2.1]octane-3-carboxylate

tert-butyl 8-[(6-chloropyridin-3-yl)methyl]-3,8-diazabicyclo[3.2.1]octane-3-carboxylate

tert-butyl 8-[(6-chloropyridin-3-yl)methyl]-3,8-diazabicyclo[3.2.1]octane-3-carboxylate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 70℃; for 16h;95%
2-aminopyridine
504-29-0

2-aminopyridine

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

N-[1-[(6-chloro-3-pyridinyl)methyl]-2(1H)-pyridinylidene]-2,2,2-trifluoro-acetamide
1363400-41-2

N-[1-[(6-chloro-3-pyridinyl)methyl]-2(1H)-pyridinylidene]-2,2,2-trifluoro-acetamide

Conditions
ConditionsYield
Stage #1: 2-aminopyridine; ethyl trifluoroacetate, With sodium methylate In methanol; N,N-dimethyl-formamide at 20 - 25℃; for 1h;
Stage #2: 2-chloro-5-(chloromethyl)pyridine In N,N-dimethyl-formamide at 60℃; for 3.25h; Temperature; Solvent; Reagent/catalyst;
94.7%
Stage #1: 2-aminopyridine; ethyl trifluoroacetate, In N,N-dimethyl-formamide; toluene at 60 - 65℃; for 8h;
Stage #2: 2-chloro-5-(chloromethyl)pyridine With potassium carbonate In N,N-dimethyl-formamide; toluene at 60 - 65℃; for 15h; Solvent;
81.2%
2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

sodium thiomethoxide
5188-07-8

sodium thiomethoxide

2-chloro-5-[(methylthio)methyl]-pyridine
1021870-94-9

2-chloro-5-[(methylthio)methyl]-pyridine

Conditions
ConditionsYield
In ethanol94%
In ethanol at 20℃;94%
In methanol at 50℃; for 20h; Solvent; Temperature;
2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

potassium ethyl xanthogenate
140-89-6

potassium ethyl xanthogenate

S-[(6-chloropyridin-3-yl)methyl] O-ethyl carbonodithioate
1092444-77-3

S-[(6-chloropyridin-3-yl)methyl] O-ethyl carbonodithioate

Conditions
ConditionsYield
In acetone Inert atmosphere;94%
In acetone at 23℃; for 16h; Inert atmosphere; stereoselective reaction;94%
4-ethylpiperazine
5308-25-8

4-ethylpiperazine

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

5-((4-ethylpiperazin-1-yl)methyl)-6-methylpyridin-2-amine
1180132-17-5

5-((4-ethylpiperazin-1-yl)methyl)-6-methylpyridin-2-amine

Conditions
ConditionsYield
at 60 - 70℃; for 2h; Time; Green chemistry;94%
2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

potassium phtalimide
1074-82-4

potassium phtalimide

((2-chloro-5-pyridinyl)methyl)isoindol-1,3-dione
120739-60-8

((2-chloro-5-pyridinyl)methyl)isoindol-1,3-dione

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 5h;93.3%
In N,N-dimethyl-formamide at 20℃;19.5 g
2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

5-(ethoxycarbonyl)-4-(4-methoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-thione
113697-57-7

5-(ethoxycarbonyl)-4-(4-methoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-thione

ethyl 1-[1-(6-chloropyridin-3-yl-methyl)-2-(6-chloropyridin-3-yl-methylthio)-6-(4-methoxyphenyl)-4-methyl-1,6-dihydropyrimidin-5-yl]carboxylate
1313193-59-7

ethyl 1-[1-(6-chloropyridin-3-yl-methyl)-2-(6-chloropyridin-3-yl-methylthio)-6-(4-methoxyphenyl)-4-methyl-1,6-dihydropyrimidin-5-yl]carboxylate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃;93%
2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

nitroguanidine
556-88-7

nitroguanidine

ethylenediamine
107-15-3

ethylenediamine

1-(6-chloronicotinyl)-2-nitroiminoimidazoline
105827-78-9

1-(6-chloronicotinyl)-2-nitroiminoimidazoline

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water at 50℃; for 3h; pH=4 - 5; Reagent/catalyst; Temperature; pH-value; Ionic liquid;93%
2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

methyl N-cyanoacetimidate
5652-84-6

methyl N-cyanoacetimidate

methylamine
74-89-5

methylamine

acetamiprid

acetamiprid

Conditions
ConditionsYield
Stage #1: 2-chloro-5-(chloromethyl)pyridine; methylamine In toluene at 3 - 25℃; for 6h; Large scale;
Stage #2: methyl N-cyanoacetimidate With ethanol In toluene at 35℃; for 4h; Temperature; Large scale;
93%
potassium cyanide

potassium cyanide

2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

(6-chloro-pyridin-3-yl)-acetonitrile
39891-09-3

(6-chloro-pyridin-3-yl)-acetonitrile

Conditions
ConditionsYield
In ethanol; water at 50℃; for 20h;92%

70258-18-3Relevant articles and documents

1,4,9-Triazaspiro[5.5]undecan-2-one Derivatives as Potent and Selective METTL3 Inhibitors

Dolbois, Aymeric,Bedi, Rajiv K.,Bochenkova, Elena,Müller, Anna,Moroz-Omori, Elena V.,Huang, Danzhi,Caflisch, Amedeo

, p. 12738 - 12760 (2021/09/13)

N6-methyladenosine (m6A) is the most frequent of the 160 RNA modifications reported so far. Accumulating evidence suggests that the METTL3/METTL14 protein complex, part of the m6A regulation machinery, is a key player in a variety of diseases including several types of cancer, type 2 diabetes, and viral infections. Here we report on a protein crystallography-based medicinal chemistry optimization of a METTL3 hit compound that has resulted in a 1400-fold potency improvement (IC50 of 5 nM for the lead compound 22 (UZH2) in a time-resolved F?rster resonance energy transfer (TR-FRET) assay). The series has favorable ADME properties as physicochemical characteristics were taken into account during hit optimization. UZH2 shows target engagement in cells and is able to reduce the m6A/A level of polyadenylated RNA in MOLM-13 (acute myeloid leukemia) and PC-3 (prostate cancer) cell lines.

Method for preparing chloromethylpyridine 2- chloride -5. (by machine translation)

-

Paragraph 0034; 0040-0186, (2019/12/29)

The mass percentage of, the precious metal in 2 - the precious metal catalyst of the noble metal 2 - catalyst of the " invention is that the mass percentage of 1%-10%; the noble 2 - metal 2 - in the precious metal; catalyst, 2 - containing the active, carbon or, aluminum oxide as the carrier is, the mass percent of the noble metal catalyst in the precious metal catalyst with the active carbon or alumina as the carrier 0.1%-0.5%; 2 - 2 - 82%, 98%, ". (by machine translation)

Method for continuously preparing 2-chloro-5-chloromethylpyridine by microchannel reactor

-

Paragraph 0017-0026, (2019/04/17)

The invention discloses a method for continuously preparing 2-chloro-5-chloromethylpyridine by a microchannel reactor. The method includes the following steps: simultaneously injecting 2-chloro-5-methylpyridine and chlorine as raw materials into the microchannel reactor for chlorination, collecting a reaction product after the reaction, and crystallizing and distilling the reaction product to obtain the 2-chloro-5-chloromethylpyridine. The method has the advantages that the microchannel reactor is applied to carry out the reaction, the mixing uniformity is high, and the reaction time is greatly shortened; the inner diameter of a microchannel is small while the specific surface area thereof is large, reaction materials are instantaneously mixed uniformly in a precise ratio, the raw materialutilization rate and the product quality are improved, and the selectivity of the product is high, so that the productivity and purity of the product are improved while the production cost is lowered; in addition, the use of organic solvents is avoided in the preparation process, no waste polluting the environment is discharged in the production process, and environmental pollution and harm to the human body are reduced.

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