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6969-71-7

Basic Information
CAS No.: 6969-71-7
Name: 1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one
Molecular Structure:
Molecular Structure of 6969-71-7 (1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one)
Formula: C6H5N3O
Molecular Weight: 135.12
Synonyms: s-Triazolo[4,3-a]pyridin-3-ol(6CI,7CI,8CI);3-Hydroxytriazolo[4,3-a]pyridine;NSC 68462;
EINECS: 230-191-8
Density: 1.511 g/cm3
Melting Point: 231 °C
Boiling Point:
Flash Point:
Solubility:
Appearance: Powder
Hazard Symbols: R36/37/38:;
Risk Codes: 36/37/38
Safety: 26-36
Transport Information:
PSA: 50.16000
LogP: 0.02260
Synthetic route

N'-(pyridin-2-yl)formic hydrazide

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 140℃; for 24h; Reagent/catalyst; Temperature; Solvent; Schlenk technique; Sealed tube;81%
4930-98-7

pyrid-2-ylhydrazine

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
In neat (no solvent) for 0.0138889h; Microwave irradiation;75%
at 200℃; for 2h; Cyclization;57%
at 130℃; for 3h;15%
at 120 - 160℃; for 4h; Temperature;
N'-(pyridin-2-yl)formic hydrazide

N'-(pyridin-2-yl)formic hydrazide

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 140℃; for 24h; Reagent/catalyst; Temperature; Solvent; Schlenk technique; Sealed tube;81%
4231-61-2

2-benzyl-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In toluene at 150℃; for 0.25h; Microwave irradiation;72%
4930-98-7

pyrid-2-ylhydrazine

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
In neat (no solvent) for 0.0138889h; Microwave irradiation;75%
at 200℃; for 2h; Cyclization;57%
at 130℃; for 3h;15%
at 120 - 160℃; for 4h; Temperature;
4231-61-2

2-benzyl-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In toluene at 150℃; for 0.25h; Microwave irradiation;72%
109-09-1

2-chloropyridine

563-41-7

semicarbazide hydrochloride

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
With sulfuric acid In 2-ethoxy-ethanol for 24h; Reflux;51%
With sulfuric acid In 2-ethoxy-ethanol for 0.0333333h; Microwave irradiation;48%
With sulfuric acid In 2-ethoxy-ethanol; water35.0 g (59%)
109-09-1

2-chloropyridine

563-41-7

semicarbazide hydrochloride

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
With sulfuric acid In 2-ethoxy-ethanol for 24h; Reflux;51%
With sulfuric acid In 2-ethoxy-ethanol for 0.0333333h; Microwave irradiation;48%
With sulfuric acid In 2-ethoxy-ethanol; water35.0 g (59%)
109-89-7

diethylamine

51330-53-1

1-acetyl-1,2,4-triazolo<4,3-a>pyridinium-3-olate

A

685-91-6

diethylacetamide

B

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; Rate constant;
109-89-7

diethylamine

51330-53-1

1-acetyl-1,2,4-triazolo<4,3-a>pyridinium-3-olate

A

685-91-6

diethylacetamide

B

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; Rate constant;
51330-53-1

1-acetyl-1,2,4-triazolo<4,3-a>pyridinium-3-olate

A

64-19-7

acetic acid

B

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
With water at 25℃; Rate constant;
51330-53-1

1-acetyl-1,2,4-triazolo<4,3-a>pyridinium-3-olate

A

64-19-7

acetic acid

B

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
With water at 25℃; Rate constant;
109-04-6

2-bromo-pyridine

<1,3>dioxolan-2-ylidene-malonodinitrile

<1,3>dioxolan-2-ylidene-malonodinitrile

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 100 percent / NH2NH2 / 2 h / 100 °C
2: 57 percent / 2 h / 200 °C
View Scheme
109-04-6

2-bromo-pyridine

<1,3>dioxolan-2-ylidene-malonodinitrile

<1,3>dioxolan-2-ylidene-malonodinitrile

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 100 percent / NH2NH2 / 2 h / 100 °C
2: 57 percent / 2 h / 200 °C
View Scheme
109-09-1

2-chloropyridine

4426-72-6, 51433-48-8

hydrazine carboxamide

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
With sulfuric acid In 2-ethoxy-ethanol; water
109-09-1

2-chloropyridine

4426-72-6, 51433-48-8

hydrazine carboxamide

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
With sulfuric acid In 2-ethoxy-ethanol; water
109-04-6

2-bromo-pyridine

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrazine hydrate / 1,4-dioxane / Reflux
2: 3 h / 130 °C
View Scheme
Multi-step reaction with 2 steps
1: hydrazine / N,N-dimethyl-formamide / 0.03 h / Microwave irradiation
2: neat (no solvent) / 0.01 h / Microwave irradiation
View Scheme
109-04-6

2-bromo-pyridine

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrazine hydrate / 1,4-dioxane / Reflux
2: 3 h / 130 °C
View Scheme
Multi-step reaction with 2 steps
1: hydrazine / N,N-dimethyl-formamide / 0.03 h / Microwave irradiation
2: neat (no solvent) / 0.01 h / Microwave irradiation
View Scheme
109-09-1

2-chloropyridine

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrazine hydrate / ethanol / 12 h / Reflux
2: Triethoxysilane / N,N-dimethyl-formamide / 20 °C
3: N,N-dimethyl-formamide / 24 h / 140 °C / Schlenk technique; Sealed tube
View Scheme
Multi-step reaction with 2 steps
1: hydrazine / N,N-dimethyl-formamide / 25 h / Heating; Microwave irradiation
2: neat (no solvent) / 0.01 h / Microwave irradiation
View Scheme
109-09-1

2-chloropyridine

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrazine hydrate / ethanol / 12 h / Reflux
2: Triethoxysilane / N,N-dimethyl-formamide / 20 °C
3: N,N-dimethyl-formamide / 24 h / 140 °C / Schlenk technique; Sealed tube
View Scheme
Multi-step reaction with 2 steps
1: hydrazine / N,N-dimethyl-formamide / 25 h / Heating; Microwave irradiation
2: neat (no solvent) / 0.01 h / Microwave irradiation
View Scheme
4930-98-7

pyrid-2-ylhydrazine

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Triethoxysilane / N,N-dimethyl-formamide / 20 °C
2: N,N-dimethyl-formamide / 24 h / 140 °C / Schlenk technique; Sealed tube
View Scheme
4930-98-7

pyrid-2-ylhydrazine

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Triethoxysilane / N,N-dimethyl-formamide / 20 °C
2: N,N-dimethyl-formamide / 24 h / 140 °C / Schlenk technique; Sealed tube
View Scheme
109-04-6

2-bromo-pyridine

563-41-7

semicarbazide hydrochloride

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
With sulfuric acid In 2-ethoxy-ethanol for 0.0333333h; Microwave irradiation;
109-04-6

2-bromo-pyridine

563-41-7

semicarbazide hydrochloride

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
With sulfuric acid In 2-ethoxy-ethanol for 0.0333333h; Microwave irradiation;
6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

74-88-4

methyl iodide

4231-60-1

2-methyl-2H-[1,2,4]triazolo[4,3-a]pyridin-3-one

Conditions
ConditionsYield
In acetone at 40℃; Alkylation;100%
6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

74-88-4

methyl iodide

2-methyl-2H-[1,2,4]triazolo[4,3-a]pyridin-3-one
4231-60-1

2-methyl-2H-[1,2,4]triazolo[4,3-a]pyridin-3-one

Conditions
ConditionsYield
In acetone at 40℃; Alkylation;100%
6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

103-80-0

phenylacetyl chloride

2-phenylacetyl-1,2,4-triazolo<4,3-a>pyridin-3(2H)-one

2-phenylacetyl-1,2,4-triazolo<4,3-a>pyridin-3(2H)-one

Conditions
ConditionsYield
In chloroform Heating;96%
6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

103-80-0

phenylacetyl chloride

2-phenylacetyl-1,2,4-triazolo<4,3-a>pyridin-3(2H)-one

Conditions
ConditionsYield
In chloroform Heating;96%
75-44-5

phosgene

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

50993-36-7

2-chloroformyl-1,2,4-triazolo<4,3-a>pyridin-3-(2H)-one

Conditions
ConditionsYield
In tetrahydrofuran for 2h; Heating;93%
75-44-5

phosgene

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

2-chloroformyl-1,2,4-triazolo<4,3-a>pyridin-3-(2H)-one
50993-36-7

2-chloroformyl-1,2,4-triazolo<4,3-a>pyridin-3-(2H)-one

Conditions
ConditionsYield
In tetrahydrofuran for 2h; Heating;93%
75-36-5

acetyl chloride

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

27191-52-2

2-acetyl-1,2,4-triazolo<4,3-a>pyridin-3(2H)-one

Conditions
ConditionsYield
In chloroform for 4h; Heating;92%
75-36-5

acetyl chloride

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

27191-52-2

2-acetyl-1,2,4-triazolo<4,3-a>pyridin-3(2H)-one

Conditions
ConditionsYield
In chloroform for 4h; Heating;92%
109-70-6

1,3-chlorobromopropane

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

19666-40-1

2-(3-chloropropyl)-1,2,4-triazolo<4,3-a>pyridin-3-one

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In acetonitrile for 0.0222222h; Solvent; Microwave irradiation;92%
With potassium carbonate In acetonitrile for 8h; Heating / reflux;70%
109-70-6

1,3-chlorobromopropane

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

19666-40-1

2-(3-chloropropyl)-1,2,4-triazolo<4,3-a>pyridin-3-one

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In acetonitrile for 0.0222222h; Solvent; Microwave irradiation;92%
With potassium carbonate In acetonitrile for 8h; Heating / reflux;70%
52605-52-4

1-(3-chloropropyl)-4-(3-chlorophenyl)piperazine hydrochloride

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

19794-93-5

trazodone

Conditions
ConditionsYield
With sodium hydroxide In isopropyl alcohol for 26h; Reagent/catalyst; Inert atmosphere; Reflux;92%
With tetrabutylammomium bromide; potassium carbonate In acetonitrile for 0.0222222h; Time; Microwave irradiation;92%
52605-52-4

1-(3-chloropropyl)-4-(3-chlorophenyl)piperazine hydrochloride

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

19794-93-5

trazodone

Conditions
ConditionsYield
With sodium hydroxide In isopropyl alcohol for 26h; Reagent/catalyst; Inert atmosphere; Reflux;92%
With tetrabutylammomium bromide; potassium carbonate In acetonitrile for 0.0222222h; Time; Microwave irradiation;92%
5292-43-3

bromoacetic acid tert-butyl ester

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

tert-butyl 2-{3-oxo-2H,3H-[1,2,4]triazolo[4,3-a]pyridin-2-yl}acetate

tert-butyl 2-{3-oxo-2H,3H-[1,2,4]triazolo[4,3-a]pyridin-2-yl}acetate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 60℃; for 1.5h;70%
5292-43-3

bromoacetic acid tert-butyl ester

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

tert-butyl 2-{3-oxo-2H,3H-[1,2,4]triazolo[4,3-a]pyridin-2-yl}acetate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 60℃; for 1.5h;70%
1,1-dideutero-3-[4-(3-chlorophenyl)piperazin-1-yl]propan-1-ol
1181578-67-5

1,1-dideutero-3-[4-(3-chlorophenyl)piperazin-1-yl]propan-1-ol

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

2-(1,1-dideutero-3-(4-(3-chlorophenyl)piperazin-1-yl)propyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)one
1181577-82-1

2-(1,1-dideutero-3-(4-(3-chlorophenyl)piperazin-1-yl)propyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)one

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃;69%
1181578-67-5

1,1-dideutero-3-[4-(3-chlorophenyl)piperazin-1-yl]propan-1-ol

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

1181577-82-1

2-(1,1-dideutero-3-(4-(3-chlorophenyl)piperazin-1-yl)propyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)one

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃;69%
6940-78-9

4-chlorobutyl bromide

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

2-(4-chlorobutyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

2-(4-chlorobutyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Cooling with ice;69%
6940-78-9

4-chlorobutyl bromide

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

2-(4-chlorobutyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Cooling with ice;69%
142944-48-7

1-(3-bromopropyl)-4-(3-chlorophenyl)-piperazine

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

19794-93-5

trazodone

Conditions
ConditionsYield
Stage #1: 1-(3-bromopropyl)-4-(3-chlorophenyl)-piperazine With sodium hydride In 1,4-dioxane for 1h; Reflux;
Stage #2: [1,2,4]triazolo[4,3-a]pyridin-3(2H)-one In 1,4-dioxane for 20h; Reflux;
65%
1-(3-bromopropyl)-4-(3-chlorophenyl)-piperazine
142944-48-7

1-(3-bromopropyl)-4-(3-chlorophenyl)-piperazine

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

19794-93-5

trazodone

Conditions
ConditionsYield
Stage #1: 1-(3-bromopropyl)-4-(3-chlorophenyl)-piperazine With sodium hydride In 1,4-dioxane for 1h; Reflux;
Stage #2: [1,2,4]triazolo[4,3-a]pyridin-3(2H)-one In 1,4-dioxane for 20h; Reflux;
65%
100-39-0

benzyl bromide

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

A

42238-98-2

1-benzyl-[1,2,4]triazolo[4,3-a]pyridinium-3-olate

B

4231-61-2

2-benzyl-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
With potassium carbonate In 1,4-dioxane at 80℃; for 10h; Alkylation;A 60%
B 32%
100-39-0

benzyl bromide

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

A

42238-98-2

1-benzyl-[1,2,4]triazolo[4,3-a]pyridinium-3-olate

B

4231-61-2

2-benzyl-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
With potassium carbonate In 1,4-dioxane at 80℃; for 10h; Alkylation;A 60%
B 32%
632-02-0

3-chloropropyl p-toluenesulfonate

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

19666-40-1

2-(3-chloropropyl)-1,2,4-triazolo<4,3-a>pyridin-3-one

Conditions
ConditionsYield
Stage #1: [1,2,4]triazolo[4,3-a]pyridin-3(2H)-one With sodium hydride In DMF (N,N-dimethyl-formamide) for 0.5h;
Stage #2: 3-chloropropyl p-toluenesulfonate In DMF (N,N-dimethyl-formamide) at 50℃; for 4h;
58%
632-02-0

3-chloropropyl p-toluenesulfonate

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

19666-40-1

2-(3-chloropropyl)-1,2,4-triazolo<4,3-a>pyridin-3-one

Conditions
ConditionsYield
Stage #1: [1,2,4]triazolo[4,3-a]pyridin-3(2H)-one With sodium hydride In DMF (N,N-dimethyl-formamide) for 0.5h;
Stage #2: 3-chloropropyl p-toluenesulfonate In DMF (N,N-dimethyl-formamide) at 50℃; for 4h;
58%
6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

tert-butyl 2-{3-oxo-2H,3H-[1,2,4]triazolo[4,3-a]pyridin-2-yl}propanoate

tert-butyl 2-{3-oxo-2H,3H-[1,2,4]triazolo[4,3-a]pyridin-2-yl}propanoate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 60℃; for 20h;58%
6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

tert-butyl 2-{3-oxo-2H,3H-[1,2,4]triazolo[4,3-a]pyridin-2-yl}propanoate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 60℃; for 20h;58%
106-93-4

ethylene dibromide

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

2-(2-bromoethyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 6h;54.7%
106-93-4

ethylene dibromide

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

2-(2-bromoethyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

2-(2-bromoethyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 6h;54.7%
501-53-1

benzyl chloroformate

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

50739-45-2

1-benzyloxycarbonyl-1,2,4-triazolo<4,3-a>pyridinium-3-olate

Conditions
ConditionsYield
at 90℃; for 1h;52%
501-53-1

benzyl chloroformate

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

50739-45-2

1-benzyloxycarbonyl-1,2,4-triazolo<4,3-a>pyridinium-3-olate

Conditions
ConditionsYield
at 90℃; for 1h;52%
6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

(1S,2R,5S)-2-(4'-Chloro-biphenyl-4-ylsulfanyl)-5-methanesulfonyloxymethyl-cyclopentanecarboxylic acid tert-butyl ester

2-(4'-chloro-biphenyl-4-ylsulfanyl)-5-(3-oxo-[1,2,4]triazolo[4,3-a]pyridin-2-ylmethyl)-cyclopentanecarboxylic acid tert-butyl ester

Conditions
ConditionsYield
With 15-crown-5; sodium hydride In N,N-dimethyl-formamide at 40℃; for 12h;46%
6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

(1S,2R,5S)-2-(4'-Chloro-biphenyl-4-ylsulfanyl)-5-methanesulfonyloxymethyl-cyclopentanecarboxylic acid tert-butyl ester

2-(4'-chloro-biphenyl-4-ylsulfanyl)-5-(3-oxo-[1,2,4]triazolo[4,3-a]pyridin-2-ylmethyl)-cyclopentanecarboxylic acid tert-butyl ester

Conditions
ConditionsYield
With 15-crown-5; sodium hydride In N,N-dimethyl-formamide at 40℃; for 12h;46%
1084812-30-5

C17H16BrF2NO

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

1084811-05-1

2-(5-(3,5-difluorophenoxy)-2-methyl-2,3,4,5-tetrahydro-1H-benzo[c]azepin-8-yl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
With potassium phosphate; N,N`-dimethylethylenediamine; copper(l) iodide In 1,4-dioxane at 110℃; for 16h; Product distribution / selectivity;46%
64528-94-5

1,3-dibromo-1,1,3,3-d4-propane

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

1181578-69-7

2-(1,1,3,3-tetradeutero-3-bromopropyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 60℃; for 18h;31%
C17H16BrF2NO
1084812-30-5

C17H16BrF2NO

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

1084811-05-1

2-(5-(3,5-difluorophenoxy)-2-methyl-2,3,4,5-tetrahydro-1H-benzo[c]azepin-8-yl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
With potassium phosphate; N,N`-dimethylethylenediamine; copper(l) iodide In 1,4-dioxane at 110℃; for 16h; Product distribution / selectivity;46%
349097-88-7

3-chloro-1-[4-(3-chlorophenyl)piperazin-1-yl]propan-1-one

6969-71-7

[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

53689-32-0

1-(3-chloro-phenyl)-4-[3-(3-oxo-[1,2,4]triazolo[4,3-a]pyridin-2-yl)-propionyl]-piperazine

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium hydroxide In toluene at 110℃; for 16h;30%
Downstream Products
19794-93-5
19666-40-1
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Specification

The 1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one is an organic compound with the formula C6H5N3O. The IUPAC name of this chemical is 2H-[1,2,4]triazolo[4,3-a]pyridin-3-one. With the CAS registry number 6969-71-7 and EINECS 230-191-8, it is also named as 3-Hydroxytriazolo[4,3-a]pyridine. The product's categories are APIs & Intermediate; Pyrimidine; Pyridines; Fused Ring Systems. It is pale yellow crystalline powder which is used as pharmaceutical intermediate.

The other characteristics of this product can be summarized as: (1)# of Rule of 5 Violations: 0; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 18.995; (5)ACD/KOC (pH 7.4): 14.175; (6)#H bond acceptors: 4; (7)#H bond donors: 1; (8)#Freely Rotating Bonds: 0; (9)Polar Surface Area: 44.7 Å2; (10)Index of Refraction: 1.739; (11)Molar Refractivity: 36.01 cm3; (12)Molar Volume: 89.418 cm3; (13)Polarizability: 14.276×10-24 cm3; (14)Surface Tension: 66.89 dyne/cm; (15)Density: 1.511 g/cm3; (16)Tautomer Count: 2; (17)Exact Mass: 135.043262; (18)MonoIsotopic Mass: 135.043262; (19)Topological Polar Surface Area: 44.7; (20)Heavy Atom Count: 10; (21)Complexity: 264.

Preparation of 1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one: It can be obtained by 2-hydrazino-pyridine and urea. This reaction is a kind of cyclization at temperature of 200 °C. The reaction time is 2 hours. The yield is 57%.

1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one can be obtained by 2-hydrazino-pyridine and urea

Uses of 1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one: It can react with carbonochloridic acid ethyl ester to get 1-Ethoxycarbonyl-3-oxy-sym.-triazolo[4,3-a]pyridin. This reaction needs heating. The reaction time is 3 hours and the yield is 71%.

1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one can react with carbonochloridic acid ethyl ester to get 1-Ethoxycarbonyl-3-oxy-sym.-triazolo[4,3-a]pyridin

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

People can use the following data to convert to the molecule structure. 
1. SMILES:c1ccn2c(c1)n[nH]c2=O
2. InChI:InChI=1/C6H5N3O/c10-6-8-7-5-3-1-2-4-9(5)6/h1-4H,(H,8,10)
3. InChIKey:LJRXNXBFJXXRNQ-UHFFFAOYAU