Product Name

  • Name

    6-Bromopyridine-2-carbaldehyde

  • EINECS -0
  • CAS No. 34160-40-2
  • Article Data57
  • CAS DataBase
  • Density 1.683 g/cm3
  • Solubility Soluble in dichloromethane, ether, ethyl acetate and methanol. Insoluble in water.
  • Melting Point 81-85 °C(lit.)
  • Formula C6H4BrNO
  • Boiling Point 248.2 °C at 760 mmHg
  • Molecular Weight 186.008
  • Flash Point 103.9 °C
  • Transport Information
  • Appearance Light yellow flakes
  • Safety 26-36-36/37/39-16
  • Risk Codes 36/37/38-20/21/22-10
  • Molecular Structure Molecular Structure of 34160-40-2 (6-Bromopyridine-2-carbaldehyde)
  • Hazard Symbols HarmfulXn, IrritantXi, FlammableF
  • Synonyms Picolinaldehyde,6-bromo- (8CI);2-Bromo-6-formylpyridine;2-Bromopyridine-6-carboxaldehyde;2-Bromopyridyl-6-carboxaldehyde;2-Formyl-6-bromopyridine;6-Bromo-2-formylpyridine;6-Bromo-2-pyridinecarbaldehyde;6-Bromo-2-pyridinecarboxaldehyde;6-Bromopicolylaldehyde;6-Bromopyridine-2-aldehyde;Bromo-2-pyridinecarboxaldehyde;
  • PSA 29.96000
  • LogP 1.65660

Synthetic route

2-bromo-6-(hydroxymethyl)pyridine
33674-96-3

2-bromo-6-(hydroxymethyl)pyridine

6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

Conditions
ConditionsYield
With fluorosulfonyl fluoride; potassium carbonate; dimethyl sulfoxide at 20℃; for 12h; chemoselective reaction;98%
With phosphoric acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide for 1.5h; Ambient temperature;89%
With 1-iodobenzoic acid In dimethyl sulfoxide at 20℃;
With phosphoric acid; dicyclohexyl-carbodiimide In dimethyl sulfoxide at 25℃; for 1.5h;
With 2-Iodobenzoic acid In dimethyl sulfoxide at 20℃; for 2h;
2,6-Dibromopyridine
626-05-1

2,6-Dibromopyridine

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

Conditions
ConditionsYield
Stage #1: 2,6-Dibromopyridine With n-butyllithium; butyl magnesium bromide In tetrahydrofuran; hexane; toluene at -10 - -5℃; for 3.5h;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane; toluene at -10 - -5℃; for 0.5h; Further stages.;
97%
Stage #1: 2,6-Dibromopyridine With n-butyllithium; butyl magnesium bromide In tetrahydrofuran; hexane; toluene at -10℃; for 3h;
Stage #2: N,N-dimethyl-formamide In toluene at -10 - -5℃; for 1h;
Stage #3: With citric acid at 20℃; for 0.166667h;
95%
Stage #1: 2,6-Dibromopyridine With n-butyllithium In tetrahydrofuran; hexane at -70℃; for 2h;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -70 - 0℃;
94.2%
2,6-Dibromopyridine
626-05-1

2,6-Dibromopyridine

n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

butyl magnesium bromide
693-04-9

butyl magnesium bromide

6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

Conditions
ConditionsYield
With acetic acid In tetrahydrofuran; hexane; N,N-dimethyl-formamide; toluene95%
2-bromo-pyridine
109-04-6

2-bromo-pyridine

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

Conditions
ConditionsYield
Stage #1: 2-bromo-pyridine With n-butyllithium In tetrahydrofuran; hexane at -78 - -70℃; for 2.5h; Inert atmosphere; Schlenk technique;
Stage #2: N,N-dimethyl-formamide With zinc chloride*2(tetrahydrofuran) In tetrahydrofuran; hexane at -78 - 40℃; Inert atmosphere; Schlenk technique;
90.4%
2-bromo-6-(dibromomethyl) pyridine
82315-66-0

2-bromo-6-(dibromomethyl) pyridine

6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

Conditions
ConditionsYield
With calcium carbonate In water for 8h; Heating;86%
2,6-Dibromopyridine
626-05-1

2,6-Dibromopyridine

isopropylmagnesium chloride
1068-55-9

isopropylmagnesium chloride

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

A

2,6-Pyridinedicarboxaldehyde
5431-44-7

2,6-Pyridinedicarboxaldehyde

B

6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

C

6-isopropyl-2-pyridinecarboxaldehyde
153646-83-4

6-isopropyl-2-pyridinecarboxaldehyde

Conditions
ConditionsYield
Stage #1: 2,6-Dibromopyridine; isopropylmagnesium chloride In tetrahydrofuran at 20℃; for 5h;
Stage #2: N,N-dimethyl-formamide With acetic acid at 0℃;
A 1%
B 85%
C 6%
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

Conditions
ConditionsYield
With selenium(IV) oxide In 1,4-dioxane at 80℃; for 16h;71%
Multi-step reaction with 2 steps
1: 88 percent / N-bromosuccinimide; benzoylperoxide / CCl4 / 4 h / Heating
2: 86 percent / CaCO3 / H2O / 8 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: 53 percent / KMnO4 / H2O / Heating
2: 1) NEt3, ethyl chloroformate, 2) LiAlH4 / 1) benzene, rt, 1 h, 2) THF, -78 deg C, 30 min
3: 89 percent / DMSO, N,N'-dicyclohexylcarbodiimide, H3PO4 / 1.5 h / Ambient temperature
View Scheme
Stage #1: 2-bromo-6-methylpyridine With bromine In dichloromethane; water at 10 - 50℃; for 10h;
Stage #2: With hexamethylenetetramine In ethanol at 40℃; for 12h;
Stage #3: With sulfuric acid; acetic acid In ethanol at 90℃; for 1h;
62.3 g
N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

Conditions
ConditionsYield
Stage #1: With n-butyllithium; n-BuMgCl In tetrahydrofuran; H2O; hexane; N,N-dimethyl-formamide; toluene at -10℃; for 0.5h;
Stage #2: 2,6-Dibromopyridine In tetrahydrofuran; hexane; toluene at -10℃; for 2.5h;
Stage #3: N,N-dimethyl-formamide With citric acid more than 3 stages;
52%
2,6-Dibromopyridine
626-05-1

2,6-Dibromopyridine

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

A

2,6-Pyridinedicarboxaldehyde
5431-44-7

2,6-Pyridinedicarboxaldehyde

B

6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

Conditions
ConditionsYield
Stage #1: 2,6-Dibromopyridine With n-butyllithium; butyl magnesium bromide In tetrahydrofuran at -10℃;
Stage #2: N,N-dimethyl-formamide at 0℃;
A 43%
B 49%
2-(6-bromopyridinyl)lithium
37709-60-7

2-(6-bromopyridinyl)lithium

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

Conditions
ConditionsYield
In tetrahydrofuran at -75℃; for 0.25h; Yield given;
2,6-Dibromopyridine
626-05-1

2,6-Dibromopyridine

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

A

2-bromo-pyridine
109-04-6

2-bromo-pyridine

B

6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

C

2,6-dibromo-pyridine-3-carbaldehyde
55304-83-1

2,6-dibromo-pyridine-3-carbaldehyde

Conditions
ConditionsYield
Stage #1: 2,6-Dibromopyridine With n-butyllithium In tetrahydrofuran at -78℃;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran Further stages.;
2-Amino-6-methylpyridine
1824-81-3

2-Amino-6-methylpyridine

6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: HBr; Br2 / H2O / 0.83 h / -20 °C
1.2: NaNO2 / H2O / 2.5 h / -20 °C
2.1: 88 percent / N-bromosuccinimide; benzoylperoxide / CCl4 / 4 h / Heating
3.1: 86 percent / CaCO3 / H2O / 8 h / Heating
View Scheme
Multi-step reaction with 4 steps
1: 82 percent / NaNO2, Br2, 48percent HBr / 5 °C
2: 53 percent / KMnO4 / H2O / Heating
3: 1) NEt3, ethyl chloroformate, 2) LiAlH4 / 1) benzene, rt, 1 h, 2) THF, -78 deg C, 30 min
4: 89 percent / DMSO, N,N'-dicyclohexylcarbodiimide, H3PO4 / 1.5 h / Ambient temperature
View Scheme
2,6-Dibromopyridine
626-05-1

2,6-Dibromopyridine

6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: n-BuLi / tetrahydrofuran / -78 °C
1.2: tetrahydrofuran / -78 °C
1.3: NaBH4 / tetrahydrofuran / 0 °C
2.1: 1-iodobenzoic acid / dimethylsulfoxide / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: n-BuLi / tetrahydrofuran / -78 °C / addition of 2,6-dibromopyridine to a solution of BuLi
2: n-BuLi / tetrahydrofuran / 0.25 h / -78 °C / addition of 2,6-dibromopyridine into a solution of dilithiopyridine
3: tetrahydrofuran / 0.25 h / -75 °C
View Scheme
With hydrogenchloride; n-butyllithium In N-methyl-acetamide; hexane
With hydrogenchloride
With n-butyllithium; acetic acid In tetrahydrofuran; hexane; water; N,N-dimethyl-formamide3.33 g (18.0 mmol, 84%)
2,6-dilithiopyridine

2,6-dilithiopyridine

6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: n-BuLi / tetrahydrofuran / 0.25 h / -78 °C / addition of 2,6-dibromopyridine into a solution of dilithiopyridine
2: tetrahydrofuran / 0.25 h / -75 °C
View Scheme
6-bromo-pyridine-2-carboxylic acid
21190-87-4

6-bromo-pyridine-2-carboxylic acid

6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1) NEt3, ethyl chloroformate, 2) LiAlH4 / 1) benzene, rt, 1 h, 2) THF, -78 deg C, 30 min
2: 89 percent / DMSO, N,N'-dicyclohexylcarbodiimide, H3PO4 / 1.5 h / Ambient temperature
View Scheme
2,6-Dibromopyridine
626-05-1

2,6-Dibromopyridine

NBuli

NBuli

6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

Conditions
ConditionsYield
With hydrogenchloride In N,N-dimethyl-formamide
2,6-Dibromopyridine
626-05-1

2,6-Dibromopyridine

di-isopropyl ether
108-20-3

di-isopropyl ether

6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

Conditions
ConditionsYield
With n-butyllithium; ammonium chloride In tetrahydrofuran; N,N-dimethyl-formamide
6-bromo-2-(2,6-diisopropylphenyl)iminopyridine
1127647-91-9

6-bromo-2-(2,6-diisopropylphenyl)iminopyridine

1-Naphthylboronic acid
13922-41-3

1-Naphthylboronic acid

A

6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

B

6-(1-naphthyl)-2-[(2,6-diisopropylphenyl)imino]pyridine
1169702-61-7

6-(1-naphthyl)-2-[(2,6-diisopropylphenyl)imino]pyridine

Conditions
ConditionsYield
tetrakis(triphenylphosphine)palladium (0) In ethanol; water; toluene
6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

4-methoxy-aniline
104-94-9

4-methoxy-aniline

C13H11BrN2O

C13H11BrN2O

Conditions
ConditionsYield
for 6h; Molecular sieve; Reflux;100%
In acetonitrile at 20℃; for 0.166667h;
In [D3]acetonitrile at 25℃; for 0.0833333h; Kinetics; Time;
6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

6-bromopyridine-2-carbaldehyde oxime

6-bromopyridine-2-carbaldehyde oxime

Conditions
ConditionsYield
With sodium acetate; hydroxylamine sulfate In ethanol at 20℃; for 16h; Inert atmosphere;100%
With hydroxylamine hydrochloride; sodium acetate In ethanol at 90℃;99%
With hydroxylamine hydrochloride; sodium acetate In ethanol at 20℃; for 16h;90%
With hydroxylamine hydrochloride; sodium acetate In ethanol at 20℃;
6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

dibenzo[b,d]thiophen-3-ylboronic acid

dibenzo[b,d]thiophen-3-ylboronic acid

6-(dibenzo[b,d]thiophen-3-yl)picolinaldehyde

6-(dibenzo[b,d]thiophen-3-yl)picolinaldehyde

Conditions
ConditionsYield
With potassium phosphate monohydrate; C66H84O10P2Pd In water; ethyl acetate; toluene at 45℃; for 14h; Suzuki-Miyaura Coupling; Inert atmosphere;100%
N-methyl-N-(pyridin-2-yl)hydrazine
4231-74-7

N-methyl-N-(pyridin-2-yl)hydrazine

6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

C12H11BrN4

C12H11BrN4

Conditions
ConditionsYield
for 6h; Molecular sieve; Reflux;100%
In [D3]acetonitrile at 25℃; for 0.0833333h; Time;
3,5-di-tert-butyl-2-methoxyphenyl boronic acid
245434-15-5

3,5-di-tert-butyl-2-methoxyphenyl boronic acid

6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

6-(3,5-di-tert-butyl-2-methoxyphenyl)picolinaldehyde

6-(3,5-di-tert-butyl-2-methoxyphenyl)picolinaldehyde

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; toluene at 90℃; for 20h; Suzuki Coupling;100%
6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

2-bromo-6-(hydroxymethyl)pyridine
33674-96-3

2-bromo-6-(hydroxymethyl)pyridine

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at 20℃; for 1h;99%
With sodium tetrahydroborate In ethanol99%
With methanol; sodium tetrahydroborate In methanol at 0 - 20℃; for 0.5h;99%
6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

trimethyl orthoformate
149-73-5

trimethyl orthoformate

2-bromo-6-(dimethoxymethyl)pyridin
128507-76-6

2-bromo-6-(dimethoxymethyl)pyridin

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol for 4h; Reflux; Inert atmosphere; Schlenk technique;99%
With toluene-4-sulfonic acid In methanol for 4h; Reflux;98%
toluene-4-sulfonic acid In methanol for 1h; Heating;96%
6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

phenylboronic acid
98-80-6

phenylboronic acid

6-phenylpyridine-2-carbaldehyde
157402-44-3

6-phenylpyridine-2-carbaldehyde

Conditions
ConditionsYield
With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine In tetrahydrofuran for 18h; Inert atmosphere; Reflux;99%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; toluene at 120℃; for 6h; Inert atmosphere;98%
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine tetrafluoroborate In 1,4-dioxane; water at 100℃; for 16h;94.6%
6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

4-(N,N-dimethylaminocarbonyl)phenylboronic acid
405520-68-5

4-(N,N-dimethylaminocarbonyl)phenylboronic acid

4-(6-formylpyridin-2-yl)-N,N-dimethylbenzamide
1610373-10-8

4-(6-formylpyridin-2-yl)-N,N-dimethylbenzamide

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 90℃; for 3h; Inert atmosphere;99%
6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

diethylamine
109-89-7

diethylamine

(6-bromopyridin-2-ylmethyl)diethylamine
174608-36-7

(6-bromopyridin-2-ylmethyl)diethylamine

Conditions
ConditionsYield
Stage #1: 6-bromo-2-pyridinecarbaldehyde; diethylamine In 1,2-dichloro-ethane at 20℃; for 0.0166667h; Inert atmosphere; Schlenk technique;
Stage #2: With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; for 1.5h; Inert atmosphere; Schlenk technique;
99%
With sodium tris(acetoxy)borohydride In dichloromethane at 0 - 20℃; for 2h;2.31 g
propylamine
107-10-8

propylamine

6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

N-[(6-bromopyridin-2-yl)methyl]propan-1-amine
1366406-65-6

N-[(6-bromopyridin-2-yl)methyl]propan-1-amine

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In chloroform at 20℃; for 0.75h;99%
6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

phosphorohydrazidic acid diethyl ester
56183-69-8

phosphorohydrazidic acid diethyl ester

diethyl N'-(6-bromopyridin-2-yl)methylenephosphorohydrazidate

diethyl N'-(6-bromopyridin-2-yl)methylenephosphorohydrazidate

Conditions
ConditionsYield
In dichloromethane for 1.5h; Reflux; Dean-Stark; Inert atmosphere;99%
6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

diethyl 1-cyanomethylphosphonate
2537-48-6

diethyl 1-cyanomethylphosphonate

C8H5BrN2

C8H5BrN2

Conditions
ConditionsYield
Stage #1: diethyl 1-cyanomethylphosphonate With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: 6-bromo-2-pyridinecarbaldehyde In tetrahydrofuran at 0℃; for 0.5h;
99%
6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

C14H13BrN2

C14H13BrN2

Conditions
ConditionsYield
In ethanol for 4h; Inert atmosphere; Reflux;99%
6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

2,6-diisopropylbenzenamine
24544-04-5

2,6-diisopropylbenzenamine

(6-bromo-pyridin-2-yl-methylene)-(2,6-diisopropyl-phenyl)-amine
706819-98-9

(6-bromo-pyridin-2-yl-methylene)-(2,6-diisopropyl-phenyl)-amine

Conditions
ConditionsYield
With formic acid In ethanol for 2 - 3h; Inert atmosphere; Schlenk technique; Reflux;98%
With magnesium sulfate In diethyl ether at 20℃; Inert atmosphere; Schlenk technique;98%
With toluene-4-sulfonic acid In toluene at 70℃; for 12h; Molecular sieve;90.5%
methanol
67-56-1

methanol

6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

methyl 6-Bromopicolinate
26218-75-7

methyl 6-Bromopicolinate

Conditions
ConditionsYield
With water; iodine; sodium nitrite at 20 - 70℃; chemoselective reaction;98%
6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

acetic acid
64-19-7

acetic acid

(E)-3-(6-bromopyridin-2-yl)acrylic acid

(E)-3-(6-bromopyridin-2-yl)acrylic acid

Conditions
ConditionsYield
Stage #1: 6-bromo-2-pyridinecarbaldehyde; acetic acid With titanium tetrachloride In dichloromethane at 25℃; for 0.333333h; Inert atmosphere;
Stage #2: With triethylamine In dichloromethane at 25℃; Inert atmosphere; stereoselective reaction;
98%
6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

2-(6-bromopyridin-2-yl)benzo[d]thiazole

2-(6-bromopyridin-2-yl)benzo[d]thiazole

Conditions
ConditionsYield
In ethanol at 20℃;98%
With amberlite IR-120(H)resin In water at 85℃; Sonication; Microwave irradiation;96%
In water at 60℃; for 1h; Sonication;90%
6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

(Z)-3-bromocyclooct-1-ene
7422-06-2

(Z)-3-bromocyclooct-1-ene

(6-bromopyridin-2-yl)((Z)-cyclooct-2-en-1-yl)methanol

(6-bromopyridin-2-yl)((Z)-cyclooct-2-en-1-yl)methanol

Conditions
ConditionsYield
With bismuth; lithium iodide In N,N-dimethyl-formamide at 20℃; for 12h; diastereoselective reaction;98%
6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

2,6-dimethylbenzene boronic acid
100379-00-8

2,6-dimethylbenzene boronic acid

6-(2,6-dimethylphenyl)picolinaldehyde

6-(2,6-dimethylphenyl)picolinaldehyde

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water at 90℃; for 16h; Inert atmosphere;97%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In methanol; toluene at 80℃;
6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

2,6-diisopropylbenzenamine
24544-04-5

2,6-diisopropylbenzenamine

N-[(1E)-(6-bromopyridin-2-yl)methylene]-2,6-diisopropylaniline

N-[(1E)-(6-bromopyridin-2-yl)methylene]-2,6-diisopropylaniline

Conditions
ConditionsYield
In ethanol for 2h; Heating;97%
In ethanol for 8h; Reflux;
With toluene-4-sulfonic acid In toluene for 0.25h; Reflux;23.9 g
6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

methyl 2-[(6-bromopyridin-2-yl)(hydroxy)methyl]prop-2-enoate

methyl 2-[(6-bromopyridin-2-yl)(hydroxy)methyl]prop-2-enoate

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane at 20℃; for 7h; Sonication;97%
With 1,4-diaza-bicyclo[2.2.2]octane In 1,4-dioxane; water at 20℃; for 3h; Morita-Baylis-Hillman Alkylation;
6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

2-bromo-6-(diethoxymethyl)pyridine
147133-45-7

2-bromo-6-(diethoxymethyl)pyridine

Conditions
ConditionsYield
With toluene-4-sulfonic acid In ethanethiol at 20℃; for 3h; Inert atmosphere; Schlenk technique;97%
With toluene-4-sulfonic acid In ethanol at 20℃; for 3h; Inert atmosphere; Schlenk technique;96%
With toluene-4-sulfonic acid In ethanol Inert atmosphere; Reflux;76.5%
6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

6-(4-chlorophenyl)-2-pyridinecarboxaldehyde
61704-30-1

6-(4-chlorophenyl)-2-pyridinecarboxaldehyde

Conditions
ConditionsYield
With C64H118O20; C54H72NO6PPdS; triethylamine In water at 45℃; for 16h; Reagent/catalyst; Suzuki-Miyaura Coupling; Inert atmosphere;97%
With C35H47O3P*C15H16N(1-)*CH3O3S(1-)*Pd(2+); triethylamine In water at 45℃; for 15h; Suzuki-Miyaura Coupling;94%
With TPGS-750-M; palladacycle A; triethylamine In tetrahydrofuran; water at 45℃; for 16h; Inert atmosphere;
2-amino-5-ethyl-1,3,4-thiadiazole
14068-53-2

2-amino-5-ethyl-1,3,4-thiadiazole

6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

diethyl ((6-bromopyridin-2-yl)((5-5-ethyl-1,3,4-thiadiazol-2-yl)amino)methyl)phosphonate

diethyl ((6-bromopyridin-2-yl)((5-5-ethyl-1,3,4-thiadiazol-2-yl)amino)methyl)phosphonate

Conditions
ConditionsYield
With phospho sulphonic acid In neat (no solvent) for 0.108333h; Kabachnik-Fields Reaction; Microwave irradiation; Green chemistry;96.5%
6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

ethylene glycol
107-21-1

ethylene glycol

2-bromo-6-(1,3-dioxolan-2-yl)pyridine
34199-87-6

2-bromo-6-(1,3-dioxolan-2-yl)pyridine

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene at 100℃; for 24h; Inert atmosphere; Dean-Stark;96%
With toluene-4-sulfonic acid In benzene at 100℃; for 24h; Dean-Stark; Inert atmosphere;96%
With toluene-4-sulfonic acid In toluene at 130℃; for 48h; Inert atmosphere; Dean-Stark;95%
6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

2-methoxyethylamine
109-85-3

2-methoxyethylamine

N-[(6-bromopyridin-2-yl)methyl]-2-methoxyethaneamine
866327-71-1

N-[(6-bromopyridin-2-yl)methyl]-2-methoxyethaneamine

Conditions
ConditionsYield
Stage #1: 6-bromo-2-pyridinecarbaldehyde; 2-methoxyethylamine In dichloromethane at 20℃; for 0.166667h;
Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane at 20℃;
Stage #3: With hydrogenchloride; water In dichloromethane pH=4;
96%
diethoxyphosphoryl-acetic acid ethyl ester
867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

6-bromo-2-pyridinecarbaldehyde
34160-40-2

6-bromo-2-pyridinecarbaldehyde

C10H10BrNO2
229008-97-3

C10H10BrNO2

Conditions
ConditionsYield
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 6-bromo-2-pyridinecarbaldehyde In tetrahydrofuran at 0 - 20℃; Horner-Wadsworth-Emmons reaction; Inert atmosphere;
96%
With sodium hydride In tetrahydrofuran at 0 - 20℃; for 15h; Horner-Wadsworth-Emmons Olefination;56%
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.25h;
Stage #2: 6-bromo-2-pyridinecarbaldehyde In tetrahydrofuran; mineral oil at 0 - 20℃;
56%

6-Bromopyridine-2-carbaldehyde Chemical Properties

Molecule structure of 6-Bromo-2-pyridinecarboxaldehyde (CAS NO.34160-40-2) :

IUPAC Name: 6-bromopyridine-2-carbaldehyde 
Molecular Weight: 186.00606 g/mol
Molecular Formula: C6H4BrNO 
Density: 1.683 g/cm3 
Melting Point:  81-85 °C(lit.)
Boiling Point: 248.2 °C at 760 mmHg
Flash Point: 103.9 °C
Molar Volume: 110.5 cm3
Polarizability: 15.37*10-24 cm3
Surface Tension: 52.1 dyne/cm 
Enthalpy of Vaporization: 48.54 kJ/mol
Vapour Pressure: 0.0246 mmHg at 25 °C 
Storage temp.: Refrigerator (+4 °C)
Sensitive: air sensitive 
Appreance: light yellow flakes
XLogP3-AA: 1.7
H-Bond Acceptor: 2
Rotatable Bond Count: 1
Exact Mass: 184.947626
MonoIsotopic Mass: 184.947626
Topological Polar Surface Area: 30
Heavy Atom Count: 9
Complexity: 107
Canonical SMILES: C1=CC(=NC(=C1)Br)C=O
InChI: InChI=1S/C6H4BrNO/c7-6-3-1-2-5(4-9)8-6/h1-4H
InChIKey: QWFHFNGMCPMOCD-UHFFFAOYSA-N
Product Categories: Pyridine; Aldehydes; Pyridines; Nucleotides and Nucleosides; Bases & Related Reagents; Nucleotides; C6Heterocyclic Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks; Building Blocks

6-Bromopyridine-2-carbaldehyde Uses

 6-Bromo-2-pyridinecarboxaldehyde (CAS NO.34160-40-2) is a useful synthetic intermediate.

6-Bromopyridine-2-carbaldehyde Safety Profile

Hazard Codes: IrritantXi, HarmfulXn, FlammableF
Risk Statements: 36/37/38-20/21/22-10 
R36/37/38: Irritating to eyes, respiratory system and skin
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed
R10: Flammable
Safety Statements: 26-36-36/37/39-16 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
S36: Wear suitable protective clothing 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection 
S16: Keep away from sources of ignition
WGK Germany: 3
Hazard Note: Irritant

6-Bromopyridine-2-carbaldehyde Specification

 6-Bromo-2-pyridinecarboxaldehyde (CAS NO.34160-40-2)  is also called 6-Bromopyridine-2-carbaldehyde ; 6-Bromo-2-formylpyridine ; 6-Bromopyridine-2-barboxaldehyde .

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