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356783-28-3

Basic Information
CAS No.: 356783-28-3
Name: 3,6-Difluoropyrazine-2-carbonitrile
Article Data: 17
Molecular Structure:
Molecular Structure of 356783-28-3 (3,6-Difluoropyrazine-2-carbonitrile)
Formula: C5HF2N3
Molecular Weight: 141.08
Synonyms: QC-769;2-Pyrazinecarbonitrile,3,6-difluoro;3,6-difluoro-2-pyrazinecarbonitrile;
EINECS: 202-303-5
Density: 1.47±0.1 g/cm3(Predicted)
Boiling Point: 206.5±35.0 °C(Predicted)
PSA: 49.57000
LogP: 0.62648
Synthetic route
356783-16-9

3,6-dichloropyrazine-2-carbonitrile

356783-28-3

3,6-difluoropyrazine-2-carbonitrile

Conditions
ConditionsYield
With potassium fluoride; tetrabutylammomium bromide In dimethyl sulfoxide; toluene at 60℃; for 2.5h;92.3%
With potassium fluoride In dimethyl sulfoxide at 60 - 90℃; Large scale;85%
With tetrabutyl ammonium fluoride; tetrabutylammomium bromide at 60℃; for 3h; Reagent/catalyst; Temperature; Solvent; Sealed tube;62.37%

6-chloro-3-bromo-2-cyanopyrazine

356783-28-3

3,6-difluoropyrazine-2-carbonitrile

Conditions
ConditionsYield
With potassium fluoride In N,N-dimethyl-formamide at 80 - 85℃; for 20h;91.2%
1257072-34-6

6-bromo-3-chloropyrazine-2-carbonitrile

356783-28-3

3,6-difluoropyrazine-2-carbonitrile

Conditions
ConditionsYield
With potassium fluoride; tetrabutylammomium bromide In dimethyl sulfoxide; toluene at 70 - 100℃; for 4h;49%
With potassium fluoride; tetrabutylammomium bromide In dimethyl sulfoxide; toluene at 70 - 100℃; for 4h;49%
With potassium fluoride; tetrabutylammomium bromide In dimethyl sulfoxide at 70 - 100℃; for 4h;49%
With potassium fluoride; tetrabutylammomium bromide In dimethyl sulfoxide; toluene at 70 - 100℃; for 3h;49%
356783-59-0

6-fluoro-3-(phenylsulfonyl)-2-pyrazinecarbonitrile

356783-28-3

3,6-difluoropyrazine-2-carbonitrile

Conditions
ConditionsYield
With potassium fluoride; tetrabutylammomium bromide In water; dimethyl sulfoxide; ethyl acetate
55321-99-8

2-hydroxypyrazine-3-carboxamide

356783-28-3

3,6-difluoropyrazine-2-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: bromine / acetonitrile / 6 h / 0 - 40 °C
2.1: trichlorophosphate / chlorobenzene / 0.5 h / 60 °C
2.2: 2.67 h / 90 - 100 °C
3.1: potassium fluoride; tetrabutylammomium bromide / toluene; dimethyl sulfoxide / 2.5 h / 60 °C
View Scheme
Multi-step reaction with 3 steps
1: tetrabutylammomium bromide; 2,6-dimethylpyridine / N,N-dimethyl-formamide / 17 h / 20 °C
2: trichlorophosphate; N-ethyl-N,N-diisopropylamine / chlorobenzene / 17 h / 0 - 100 °C
3: tetrabutylammomium bromide; potassium fluoride / dimethyl sulfoxide; toluene / 4 h / 70 - 100 °C
View Scheme
Multi-step reaction with 3 steps
1: 2,6-dimethylpyridine; tetrabutylammomium bromide / N,N-dimethyl-formamide / 17 h / 20 °C
2: trichlorophosphate; N-ethyl-N,N-diisopropylamine / chlorobenzene / 17 h / 0 - 100 °C
3: potassium fluoride; tetrabutylammomium bromide / dimethyl sulfoxide; toluene / 4 h / 70 - 100 °C
View Scheme

3-hydroxy-6-bromopyrazine-2-carboxamide

356783-28-3

3,6-difluoropyrazine-2-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: trichlorophosphate / chlorobenzene / 0.5 h / 60 °C
1.2: 2.67 h / 90 - 100 °C
2.1: potassium fluoride; tetrabutylammomium bromide / toluene; dimethyl sulfoxide / 2.5 h / 60 °C
View Scheme
Multi-step reaction with 2 steps
1: trichlorophosphate; N-ethyl-N,N-diisopropylamine / chlorobenzene / 17 h / 0 - 100 °C
2: potassium fluoride; tetrabutylammomium bromide / dimethyl sulfoxide; toluene / 4 h / 70 - 100 °C
View Scheme
Multi-step reaction with 2 steps
1: trichlorophosphate; N-ethyl-N,N-diisopropylamine / water / 8 h / 60 - 100 °C
2: potassium fluoride; tetrabutylammomium bromide / toluene; dimethyl sulfoxide / 3 h / 55 °C
View Scheme
Multi-step reaction with 2 steps
1.1: trichlorophosphate / 0.25 h / 70 °C
1.2: 6 h / 20 - 100 °C
1.3: 1 h
2.1: potassium fluoride dihydrate; tetrabutylammomium bromide / dimethyl sulfoxide / 3 h / 50 °C
View Scheme
Multi-step reaction with 2 steps
1: trichlorophosphate; N-ethyl-N,N-diisopropylamine / chlorobenzene / 17 h / 0 - 100 °C
2: potassium fluoride; tetrabutylammomium bromide / dimethyl sulfoxide; toluene / 3 h / 70 - 100 °C
View Scheme
19847-12-2

2-pyrazine carbonitrile

356783-28-3

3,6-difluoropyrazine-2-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: acetic acid; dihydrogen peroxide / 22 h / -5 - 95 °C
2.1: trichlorophosphate / 1.83 h / 50 - 70 °C
2.2: 6 h / 96 °C
3.1: potassium fluoride; tetrabutylammomium bromide / dimethyl sulfoxide / 3 h / 55 °C / Sealed tube
View Scheme
18960-19-5

1,4-dioxopyrazinamide

356783-28-3

3,6-difluoropyrazine-2-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: trichlorophosphate / 1.83 h / 50 - 70 °C
1.2: 6 h / 96 °C
2.1: potassium fluoride; tetrabutylammomium bromide / dimethyl sulfoxide / 3 h / 55 °C / Sealed tube
View Scheme
Multi-step reaction with 2 steps
1.1: trichlorophosphate / chlorobenzene / 1.83 h / 50 - 70 °C
1.2: 8 h / 110 °C
2.1: tetrabutyl ammonium fluoride; tetrabutylammomium bromide / 3 h / 60 °C / Sealed tube
View Scheme
5424-01-1

3-aminopyrazinoic acid

356783-28-3

3,6-difluoropyrazine-2-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: sulfuric acid / 20 °C / Cooling with ice
2: N-Bromosuccinimide / acetonitrile / 20 °C
3: sulfuric acid; sodium nitrite / 2 h / -5 - 20 °C
4: ammonium hydroxide / 3 h / 20 °C
5: trichlorophosphate; N-ethyl-N,N-diisopropylamine / water / 8 h / 60 - 100 °C
6: potassium fluoride; tetrabutylammomium bromide / toluene; dimethyl sulfoxide / 3 h / 55 °C
View Scheme
Multi-step reaction with 6 steps
1.1: sulfuric acid / 48 h / Cooling with ice
2.1: N-Bromosuccinimide / acetonitrile / 24 h / 20 °C / Inert atmosphere
3.1: sulfuric acid; sodium nitrite / 2 h / -5 - 25 °C
3.2: 1.5 h
4.1: ammonium hydroxide / 3 h / 20 °C
5.1: trichlorophosphate / 0.25 h / 70 °C
5.2: 6 h / 20 - 100 °C
5.3: 1 h
6.1: potassium fluoride dihydrate; tetrabutylammomium bromide / dimethyl sulfoxide / 3 h / 50 °C
View Scheme
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

356783-28-3

3,6-difluoropyrazine-2-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: N-Bromosuccinimide / acetonitrile / 20 °C
2: sulfuric acid; sodium nitrite / 2 h / -5 - 20 °C
3: ammonium hydroxide / 3 h / 20 °C
4: trichlorophosphate; N-ethyl-N,N-diisopropylamine / water / 8 h / 60 - 100 °C
5: potassium fluoride; tetrabutylammomium bromide / toluene; dimethyl sulfoxide / 3 h / 55 °C
View Scheme
Multi-step reaction with 5 steps
1.1: N-Bromosuccinimide / acetonitrile / 24 h / 20 °C / Inert atmosphere
2.1: sulfuric acid; sodium nitrite / 2 h / -5 - 25 °C
2.2: 1.5 h
3.1: ammonium hydroxide / 3 h / 20 °C
4.1: trichlorophosphate / 0.25 h / 70 °C
4.2: 6 h / 20 - 100 °C
4.3: 1 h
5.1: potassium fluoride dihydrate; tetrabutylammomium bromide / dimethyl sulfoxide / 3 h / 50 °C
View Scheme
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