Product Name

  • Name

    4-(Bromomethyl)pyridine hydrobromide

  • EINECS 629-462-7
  • CAS No. 73870-24-3
  • Article Data7
  • CAS DataBase
  • Density
  • Solubility Soluble in water
  • Melting Point 189-192 °C(lit.)
  • Formula C6H6BrN.HBr
  • Boiling Point
  • Molecular Weight 252.936
  • Flash Point
  • Transport Information UN 3261
  • Appearance
  • Safety 26-36/37/39-45
  • Risk Codes 34
  • Molecular Structure Molecular Structure of 73870-24-3 (4-(Bromomethyl)pyridine hydrobromide)
  • Hazard Symbols CorrosiveC
  • Synonyms Pyridine,4-(bromomethyl)-, hydrobromide (6CI,9CI);(4-Pyridyl)methyl bromidehydrobromide;4-(Bromomethyl)pyridine hydrobromide;4-Picolyl bromidehydrobromide;
  • PSA 12.89000
  • LogP 2.93460

Synthetic route

4-(hydroxymethyl)pyridine hydrobromide
65737-59-9

4-(hydroxymethyl)pyridine hydrobromide

4-bromomethyl pyridine hydrobromide
73870-24-3

4-bromomethyl pyridine hydrobromide

Conditions
ConditionsYield
With phosphorus tribromide In chloroform at 45℃;93%
With phosphorus tribromide In chloroform for 3h; Heating;91%
With phosphorus tribromide In chloroform for 4.5h; Reflux;78%
pyridine-4-methanol
586-95-8

pyridine-4-methanol

4-bromomethyl pyridine hydrobromide
73870-24-3

4-bromomethyl pyridine hydrobromide

Conditions
ConditionsYield
With phosphorus pentabromide In chloroform58.1%
With hydrogen bromide In water at 150℃;50%
With hydrogen bromide In water for 8h; Product distribution / selectivity; Reflux;
Multi-step reaction with 2 steps
1: hydrogen bromide / water / 4 h / Reflux
2: phosphorus tribromide / chloroform / 4.5 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: hydrogen bromide / 4 h / 100 °C
2: phosphorus tribromide / chloroform / 45 °C
View Scheme
pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

4-bromomethyl pyridine hydrobromide
73870-24-3

4-bromomethyl pyridine hydrobromide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium tetrahydroborate / methanol / 2 h / 0 - 25 °C
2: hydrogen bromide / 4 h / 100 °C
3: phosphorus tribromide / chloroform / 45 °C
View Scheme
4-bromomethyl pyridine hydrobromide
73870-24-3

4-bromomethyl pyridine hydrobromide

4-(2-azidomethyl)pyridine
864528-34-7

4-(2-azidomethyl)pyridine

Conditions
ConditionsYield
Stage #1: 4-bromomethyl pyridine hydrobromide With potassium carbonate In N,N-dimethyl-formamide for 0.25h;
Stage #2: With sodium azide In N,N-dimethyl-formamide at 20℃; for 3h;
100%
Stage #1: 4-bromomethyl pyridine hydrobromide With potassium carbonate at 20℃; for 0.25h; Inert atmosphere;
Stage #2: With sodium azide at 20℃; for 72h; Inert atmosphere;
49%
Stage #1: 4-bromomethyl pyridine hydrobromide With potassium carbonate In N,N-dimethyl-formamide for 0.25h;
Stage #2: With sodium azide In N,N-dimethyl-formamide at 20℃; for 4h;
4-bromomethyl pyridine hydrobromide
73870-24-3

4-bromomethyl pyridine hydrobromide

2-fiuoro-5-nitrophenol
22510-08-3

2-fiuoro-5-nitrophenol

C12H9FN2O3

C12H9FN2O3

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 1h;100%
4-(4-chlorophenyl)-1-(2-methoxyethyl)-6-methyl-2-oxo-3,4-dihydropyridine-5-carboxylic acid

4-(4-chlorophenyl)-1-(2-methoxyethyl)-6-methyl-2-oxo-3,4-dihydropyridine-5-carboxylic acid

4-bromomethyl pyridine hydrobromide
73870-24-3

4-bromomethyl pyridine hydrobromide

4-pyridylmethyl 4-(4-chlorophenyl)-1-(2-methoxyethyl)-6-methyl-2-oxo-3,4-dihydropyridine-5-carboxylate

4-pyridylmethyl 4-(4-chlorophenyl)-1-(2-methoxyethyl)-6-methyl-2-oxo-3,4-dihydropyridine-5-carboxylate

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 1h;99%
N-{3-[(4-fluorobenzyl)oxy]phenyl}piperidine-4-carboxamide hydrochloride
1124219-46-0

N-{3-[(4-fluorobenzyl)oxy]phenyl}piperidine-4-carboxamide hydrochloride

4-bromomethyl pyridine hydrobromide
73870-24-3

4-bromomethyl pyridine hydrobromide

N-{3-[(4-fluorobenzyl)oxy]phenyl}-1-(pyridin-4-ylmethyl)piperidine-4-carboxamide
1472647-67-8

N-{3-[(4-fluorobenzyl)oxy]phenyl}-1-(pyridin-4-ylmethyl)piperidine-4-carboxamide

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 48h;97%
tert-butyl 2-(4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl)acetate

tert-butyl 2-(4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl)acetate

4-bromomethyl pyridine hydrobromide
73870-24-3

4-bromomethyl pyridine hydrobromide

rac-tert-butyl 2-[4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]-3-(pyridin-4-yl)propanoate

rac-tert-butyl 2-[4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]-3-(pyridin-4-yl)propanoate

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 2h;96.53%
Stage #1: tert-butyl 2-(4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl)acetate With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.333333h; Inert atmosphere;
Stage #2: 4-bromomethyl pyridine hydrobromide In tetrahydrofuran at -78 - 20℃; for 2h;
Stage #1: tert-butyl 2-(4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl)acetate With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.333333h; Inert atmosphere;
Stage #2: 4-bromomethyl pyridine hydrobromide In tetrahydrofuran at -78 - 20℃; for 2h;
Stage #1: tert-butyl 2-(4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl)acetate With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.333333h; Inert atmosphere;
Stage #2: 4-bromomethyl pyridine hydrobromide at -78 - 20℃; for 2h;
(S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol
22323-82-6

(S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol

4-bromomethyl pyridine hydrobromide
73870-24-3

4-bromomethyl pyridine hydrobromide

(S)-3-(pyridin-4-yl-methoxy)-1,2-O-isopropyliden-propane-1,2-diol

(S)-3-(pyridin-4-yl-methoxy)-1,2-O-isopropyliden-propane-1,2-diol

Conditions
ConditionsYield
Stage #1: (S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil at 0℃; for 0.333333h; Inert atmosphere; Schlenk technique;
Stage #2: 4-bromomethyl pyridine hydrobromide In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 0.5h; Inert atmosphere; Schlenk technique;
95%
4-bromomethyl pyridine hydrobromide
73870-24-3

4-bromomethyl pyridine hydrobromide

3,6-bis(5-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)thiophen-2-yl)-9H-carbazole

3,6-bis(5-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)thiophen-2-yl)-9H-carbazole

9-(pyridin-4-ylmethyl)-3,6-bis(5-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)thiophen-2-yl)-9H-carbazole

9-(pyridin-4-ylmethyl)-3,6-bis(5-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)thiophen-2-yl)-9H-carbazole

Conditions
ConditionsYield
Stage #1: 3,6-bis(5-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)thiophen-2-yl)-9H-carbazole With sodium hydride In tetrahydrofuran; mineral oil at 0℃; Inert atmosphere; Schlenk technique;
Stage #2: 4-bromomethyl pyridine hydrobromide With potassium carbonate In tetrahydrofuran; diethyl ether; water; mineral oil at 20℃; Inert atmosphere; Schlenk technique;
91%
C62H108N2O17
1148015-61-5

C62H108N2O17

4-bromomethyl pyridine hydrobromide
73870-24-3

4-bromomethyl pyridine hydrobromide

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 59.84℃; for 2h;90%
7-Hydroxy-8-methyl-2-(morpholin-4-yl)-4H-1,3-benzoxazin-4-one
952106-37-5

7-Hydroxy-8-methyl-2-(morpholin-4-yl)-4H-1,3-benzoxazin-4-one

4-bromomethyl pyridine hydrobromide
73870-24-3

4-bromomethyl pyridine hydrobromide

8-methyl-2-morpholin-4-yl-7-(pyridin-4-ylmethoxy)-4H-1,3-benzoxazin-4-one
1257411-71-4

8-methyl-2-morpholin-4-yl-7-(pyridin-4-ylmethoxy)-4H-1,3-benzoxazin-4-one

Conditions
ConditionsYield
Stage #1: 7-Hydroxy-8-methyl-2-(morpholin-4-yl)-4H-1,3-benzoxazin-4-one With caesium carbonate In acetonitrile for 2h; Reflux;
Stage #2: 4-bromomethyl pyridine hydrobromide In acetonitrile for 0.5h; Reflux;
90%
4-bromomethyl pyridine hydrobromide
73870-24-3

4-bromomethyl pyridine hydrobromide

(5S,8S)-2,4-dioxo-1,3,7-triazaspiro[4.4]nonane-7,8-dicarboxylic acid 7-benzyl ester 8-tert-butyl ester
526222-96-8

(5S,8S)-2,4-dioxo-1,3,7-triazaspiro[4.4]nonane-7,8-dicarboxylic acid 7-benzyl ester 8-tert-butyl ester

7-benzyl 8-(tert-butyl) (5S,8S)-2,4-dioxo-3-(pyridin-4-ylmethyl)-1,3,7-triazaspiro[4.4]nonane-7,8-dicarboxylate

7-benzyl 8-(tert-butyl) (5S,8S)-2,4-dioxo-3-(pyridin-4-ylmethyl)-1,3,7-triazaspiro[4.4]nonane-7,8-dicarboxylate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h;90%
diphenyl diselenide
1666-13-3

diphenyl diselenide

4-bromomethyl pyridine hydrobromide
73870-24-3

4-bromomethyl pyridine hydrobromide

4-(phenylselenomethyl)pyridine
1268397-89-2

4-(phenylselenomethyl)pyridine

Conditions
ConditionsYield
With sodium tetrahydroborate; sodium hydroxide In ethanol at 20℃; Inert atmosphere;89%
(9H-carbazol-3-yl)(piperidin-1-yl)methanone
1358040-39-7

(9H-carbazol-3-yl)(piperidin-1-yl)methanone

4-bromomethyl pyridine hydrobromide
73870-24-3

4-bromomethyl pyridine hydrobromide

piperidin-1-yl(9-(pyridin-4-ylmethyl)-9H-carbazol-3-yl)methanone
1358039-43-6

piperidin-1-yl(9-(pyridin-4-ylmethyl)-9H-carbazol-3-yl)methanone

Conditions
ConditionsYield
With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 48h;89%
4-bromomethyl pyridine hydrobromide
73870-24-3

4-bromomethyl pyridine hydrobromide

5'-O-tritylthymidine
7791-71-1

5'-O-tritylthymidine

3'-O-(4-picolyl)thymidine

3'-O-(4-picolyl)thymidine

Conditions
ConditionsYield
Stage #1: 5'-O-tritylthymidine With sodium hydride In tetrahydrofuran for 0.333333h; Inert atmosphere; Sonication;
Stage #2: 4-bromomethyl pyridine hydrobromide In tetrahydrofuran; water for 0.75h; Inert atmosphere; Sonication;
Stage #3: With hydrogenchloride In ethanol; water at 80℃; for 1h;
88%
Octanal
124-13-0

Octanal

4-bromomethyl pyridine hydrobromide
73870-24-3

4-bromomethyl pyridine hydrobromide

(R)-2-(pyridin-4-ylmethyl)octanal
1245640-45-2

(R)-2-(pyridin-4-ylmethyl)octanal

Conditions
ConditionsYield
With 2,6-dimethylpyridine; (2R,5S)-5-benzyl-2,3-dimethylimidazolidin-4-one; tris-(2-phenylpyridinato-C(2),N)iridinium(III) In dimethyl sulfoxide at 20℃; for 3h; Inert atmosphere; Fluorescent light; optical yield given as %ee; enantioselective reaction;87%
carbon disulfide
75-15-0

carbon disulfide

1-[2-hydroxy-4-(phenylmethoxy)phenyl]-2-phenylethanone
39604-80-3

1-[2-hydroxy-4-(phenylmethoxy)phenyl]-2-phenylethanone

4-bromomethyl pyridine hydrobromide
73870-24-3

4-bromomethyl pyridine hydrobromide

3-phenyl-7-(phenylmethoxy)-2-[(pyridin-4-ylmethyl)thio]-4H-1-benzopyran-4-one
746640-15-3

3-phenyl-7-(phenylmethoxy)-2-[(pyridin-4-ylmethyl)thio]-4H-1-benzopyran-4-one

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In tetrahydrofuran at 20℃;86%
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In tetrahydrofuran86%
carbon disulfide
75-15-0

carbon disulfide

4-bromomethyl pyridine hydrobromide
73870-24-3

4-bromomethyl pyridine hydrobromide

1-(2-hydroxy-4-methoxyphenyl)-2-(4-methylphenyl)ethanone
474391-07-6

1-(2-hydroxy-4-methoxyphenyl)-2-(4-methylphenyl)ethanone

7-methoxy-3-(4-methylphenyl)-2-[(pyridin-4-ylmethyl)thio]-4H-1-benzopyran-4-one

7-methoxy-3-(4-methylphenyl)-2-[(pyridin-4-ylmethyl)thio]-4H-1-benzopyran-4-one

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In tetrahydrofuran at 20℃;86%
C15H22O4

C15H22O4

4-bromomethyl pyridine hydrobromide
73870-24-3

4-bromomethyl pyridine hydrobromide

C21H27NO4

C21H27NO4

Conditions
ConditionsYield
Stage #1: C15H22O4 With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 4-bromomethyl pyridine hydrobromide In tetrahydrofuran at 0 - 23℃; Inert atmosphere;
86%
carbon disulfide
75-15-0

carbon disulfide

1-[2-hydroxy-4-(phenylmethoxy)phenyl]-2-(4-methoxyphenyl)ethanone
95307-71-4

1-[2-hydroxy-4-(phenylmethoxy)phenyl]-2-(4-methoxyphenyl)ethanone

4-bromomethyl pyridine hydrobromide
73870-24-3

4-bromomethyl pyridine hydrobromide

3-(4-methoxyphenyl)-7-(phenylmethoxy)-2-[(pyridin-4-ylmethyl)thio]-4H-1-benzopyran-4-one
746640-16-4

3-(4-methoxyphenyl)-7-(phenylmethoxy)-2-[(pyridin-4-ylmethyl)thio]-4H-1-benzopyran-4-one

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In tetrahydrofuran at 20℃;84%
carbon disulfide
75-15-0

carbon disulfide

1-(2-hydroxy-4-methoxyphenyl)-2-(4-methoxyphenyl)ethanone
39604-64-3

1-(2-hydroxy-4-methoxyphenyl)-2-(4-methoxyphenyl)ethanone

4-bromomethyl pyridine hydrobromide
73870-24-3

4-bromomethyl pyridine hydrobromide

7-methoxy-3-(4-methoxyphenyl)-2-[(pyridin-4-ylmethyl)thio]-4H-1-benzopyran-4-one

7-methoxy-3-(4-methoxyphenyl)-2-[(pyridin-4-ylmethyl)thio]-4H-1-benzopyran-4-one

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In tetrahydrofuran at 20℃;82%
carbon disulfide
75-15-0

carbon disulfide

1-(2-hydroxy-4-methoxyphenyl)-2-phenylethanone
18439-96-8

1-(2-hydroxy-4-methoxyphenyl)-2-phenylethanone

4-bromomethyl pyridine hydrobromide
73870-24-3

4-bromomethyl pyridine hydrobromide

7-methoxy-3-phenyl-2-[(pyridin-4-ylmethyl)thio]-4H-1-benzopyran-4-one
746640-10-8

7-methoxy-3-phenyl-2-[(pyridin-4-ylmethyl)thio]-4H-1-benzopyran-4-one

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In tetrahydrofuran at 20℃;81%
Betulinic acid
472-15-1

Betulinic acid

4-bromomethyl pyridine hydrobromide
73870-24-3

4-bromomethyl pyridine hydrobromide

pyridin-4-ylmethyl 3-hydroxylup-20(29)-en-28-oate

pyridin-4-ylmethyl 3-hydroxylup-20(29)-en-28-oate

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 20℃;80%

4-(Bromomethyl)pyridine hydrobromide Specification

The 4-(Bromomethyl)pyridine hydrobromide, with CAS registry number 73870-24-3, belongs to the following product categories: (1)Heterocyclic Building Blocks; (2)Halogenated Heterocycles; (3)Pyridines. It has the systematic name of 4-(bromomethyl)pyridine hydrobromide (1:1). And the chemical formula of this chemical is C6H6BrN.HBr.

When you are using this chemical, please be cautious about it as the following:
The 4-(Bromomethyl)pyridine hydrobromide may cause burns. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: c1cnccc1CBr.Br
(2)InChI: InChI=1/C6H6BrN.BrH/c7-5-6-1-3-8-4-2-6;/h1-4H,5H2;1H
(3)InChIKey: VAJUUDUWDNCECT-UHFFFAOYAF
(4)Std. InChI: InChI=1S/C6H6BrN.BrH/c7-5-6-1-3-8-4-2-6;/h1-4H,5H2;1H
(5)Std. InChIKey: VAJUUDUWDNCECT-UHFFFAOYSA-N

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