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137234-74-3

Basic Information
CAS No.: 137234-74-3
Name: 4-Chloro-6-ethyl-5-fluoropyrimidine
Molecular Structure:
Molecular Structure of 137234-74-3 (4-Chloro-6-ethyl-5-fluoropyrimidine)
Formula: C6H6ClFN2
Molecular Weight: 160.5766
Synonyms: Pyrimidine,4-chloro-6-ethyl-5-fluoro-;
EINECS: 604-010-1
Density: 1.286 g/cm3
Melting Point:
Boiling Point: 210.913 °C at 760 mmHg
Flash Point: 81.358 °C
Solubility:
Appearance:
Hazard Symbols: 20/21/22-36/37/38:;
Risk Codes: 20/21/22-36/37/38
Safety: 22-36/37/39-45
Transport Information:
PSA: 25.78000
LogP: 1.83150
Synthetic route
137234-87-8

6-ethyl-5-fluoropyrimidin-4(1H)-one

137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

Conditions
ConditionsYield
With triethylamine; trichlorophosphate In dichloromethane at 48℃; for 6h; Product distribution / selectivity; Industry scale; Heating / reflux;99%
With triethylamine; trichlorophosphate In dichloromethane for 5h; Product distribution / selectivity; Heating / reflux;90%
With triethylamine; trichlorophosphate In dichloromethane at 40℃; for 5.16667h; Reflux;
137234-87-8

6-ethyl-5-fluoro-4-hydroxypyrimidine

137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

Conditions
ConditionsYield
Stage #1: 6-ethyl-5-fluoro-4-hydroxypyrimidine With triethylamine; trichlorophosphate In dichloromethane for 5.5h; Heating / reflux;
Stage #2: With hydrogenchloride; water In dichloromethane at 20℃;
95%
With triethylamine; trichlorophosphate In dichloromethane at 40℃; for 8h; Reflux;90%
With trichlorophosphate In N,N-dimethyl-formamide at 90℃; for 5h;90.2%
188416-35-5

3-(6-chloro-5-fluoropyrimidin-4-yl)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol

A

86404-63-9

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

B

137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

Conditions
ConditionsYield
With hydrogenchloride In water at 60 - 70℃; Temperature; Reagent/catalyst; Solvent;A 88.4%
B n/a
137234-87-8

6-Ethyl-5-fluoropyrimidin-4(3H)-one

137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

Conditions
ConditionsYield
With trichlorophosphate Heating;
759-67-1

2-fluoro-3-oxopentanoic acid ethyl ester

137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1) MeONa, MeOH
2: POCl3 / Heating
View Scheme
Multi-step reaction with 2 steps
1: sodium methylate / methanol / 20 h / 15 °C
2: trichlorophosphate / 3 h / 60 °C
View Scheme
137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

188416-28-6

1-(4-chloro-5-fluoropyrimidin-6-yl)bromoethane

Conditions
ConditionsYield
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In dichloromethane at 55℃; for 16h; Temperature;98%
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In dichloromethane for 12h; Reflux;95.1%
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In dichloromethane for 12h; Reflux;95.1%
106-54-7

p-Chlorothiophenol

137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

1112937-23-1

4-(4-chloro-phenylsulfanyl)-6-ethyl-5-fluoropyrimidine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 10 - 20℃; for 2h;96%
137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

4892-02-8

Methyl thiosalicylate

1258386-27-4

methyl 2-(6-ethyl-5-fluoropyrimidin-4-yl-sulfanyl)benzoate

Conditions
ConditionsYield
Stage #1: Methyl thiosalicylate With sodium hydride In tetrahydrofuran at 5℃; for 0.666667h;
Stage #2: 4-chloro-6-ethyl-5-fluoropyrimidine In tetrahydrofuran at 20 - 25℃;
96%
108-98-5

thiophenol

137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

1112937-27-5

4-(phenylsulfanyl)-6-ethyl-5-fluoropyrimidine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 10℃; for 2h;95%

(3-(3-phenylpropyl)piperidin-3-yl)methanol

137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

(1-(6-ethyl-5-fluoropyrimidin-4-yl)-3-(3-phenylpropyl)piperidin-3-yl)methanol

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 120℃; for 17.3h; Sealed tube;81%

(4-(3-phenylpropyl)piperidin-4-yl)methanol hydrochloride

137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

(1-(6-ethyl-5-fluoropyrimidin-4-yl)-4-(3-phenylpropyl)piperidin-4-yl)methanol

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 120℃; for 18h; Sealed tube;74%
137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

1119241-48-3

6-ethyl-5-fluoropyrimidine-4-thiol

Conditions
ConditionsYield
With sodium hydrogensulfide In acetonitrile at 48 - 52℃; for 8.75h; Product distribution / selectivity; Industry scale;73%
With sodium hydrogensulfide In methanol at 50℃; for 4.25h; Product distribution / selectivity;
13183-79-4

1-methyl-5-mercaptotetrazole

137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

4-ethyl-5-fluoro-6-(1-methyl-1H-tetrazol-5-yl-sulfanyl)pyrimidine

Conditions
ConditionsYield
Stage #1: 1-methyl-5-mercaptotetrazole With sodium hydride In tetrahydrofuran at 5 - 25℃;
Stage #2: 4-chloro-6-ethyl-5-fluoropyrimidine In tetrahydrofuran at 5 - 25℃;
63.4%
137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

130339-49-0

dl-α-methyl-4-pentafluorophenoxybenzylamine

6-ethyl-5-fluoro-4-(α-methyl-4-pentafluorophenoxybenzylamino)pyrimidine

Conditions
ConditionsYield
With triethylamine; dmap In N,N-dimethyl-formamide for 8h; Substitution; Heating;
137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

136123-72-3

dl-α-methyl-4-difluoromethoxybenzylamine

6-ethyl-5fluoro-4-(α-methyl-4-difluoromethoxybenzylamino)pyrimidine

Conditions
ConditionsYield
With triethylamine at 20℃; Substitution;
137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

(2S,3R)-2-(2,4-difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: LDA / tetrahydrofuran
2: H2, AcONa / Pd/C / ethanol / 20 °C
View Scheme
137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

137234-62-9

voriconazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: LDA / tetrahydrofuran
2: H2, AcONa / Pd/C / ethanol / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: diisopropylamine; n-butyllithium / n-heptane; hexane; tetrahydrofuran / 0.25 h / -80 - -70 °C / Inert atmosphere
1.2: 2 h / -80 - -55 °C
1.3: -70 - -10 °C
2.1: sodium acetate / ethyl acetate; water / 0.5 h / 25 - 30 °C
2.2: 25 - 30 °C / 3677.86 Torr
2.3: 0.5 h / 20 - 25 °C
3.1: acetone; methanol / 15 h / -20 - 25 °C
4.1: sodium hydroxide / dichloromethane; water / 0.25 h / pH 11 - 14
View Scheme
Multi-step reaction with 5 steps
1.1: diisopropylamine; n-butyllithium / n-heptane; hexane; tetrahydrofuran / 0.25 h / -80 - -70 °C / Inert atmosphere
1.2: 2 h / -80 - -55 °C
1.3: -70 - -10 °C
2.1: hydrogen; sodium acetate / palladium 10% on activated carbon / ethyl acetate; water / 25 - 30 °C / 3677.86 Torr
2.2: 0.5 h / 20 - 25 °C
2.3: 12.5 h / 25 - 30 °C
3.1: sodium hydroxide / dichloromethane; water / 0.5 h / pH 9 - 12
4.1: acetone; methanol / 15 h / -20 - 25 °C
5.1: sodium hydroxide / dichloromethane; water / 0.25 h / pH 11 - 14
View Scheme

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone

137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

188416-35-5

3-(6-chloro-5-fluoropyrimidin-4-yl)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran; n-heptane at -70 - -65℃; for 3 - 4h; pH=5 - 8;
1289106-56-4

1-[2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine-5-yl]methanamine

137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

6-ethyl-5-fluoro-N-{[2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]methyl}-4-pyrimidinamine hydrochloride

Conditions
ConditionsYield
Stage #1: 1-[2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine-5-yl]methanamine; 4-chloro-6-ethyl-5-fluoropyrimidine With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 0℃;
Stage #2: With hydrogenchloride In 1,4-dioxane; methanol
137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

2-(2,4-difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butane-2-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: diisopropylamine; n-butyllithium / n-heptane; hexane; tetrahydrofuran / 0.25 h / -80 - -70 °C / Inert atmosphere
1.2: 2 h / -80 - -55 °C
1.3: -70 - -10 °C
2.1: sodium acetate / ethyl acetate; water / 0.5 h / 25 - 30 °C
2.2: 25 - 30 °C / 3677.86 Torr
2.3: 0.5 h / 20 - 25 °C
View Scheme
Multi-step reaction with 3 steps
1.1: diisopropylamine; n-butyllithium / n-heptane; hexane; tetrahydrofuran / 0.25 h / -80 - -70 °C / Inert atmosphere
1.2: 2 h / -80 - -55 °C
1.3: -70 - -10 °C
2.1: hydrogen; sodium acetate / palladium 10% on activated carbon / ethyl acetate; water / 25 - 30 °C / 3677.86 Torr
2.2: 0.5 h / 20 - 25 °C
2.3: 12.5 h / 25 - 30 °C
3.1: sodium hydroxide / dichloromethane; water / 0.5 h / pH 9 - 12
View Scheme
Multi-step reaction with 3 steps
1.1: diisopropylamine; n-butyllithium / n-heptane; hexane; tetrahydrofuran / 0.25 h / -80 - -70 °C / Inert atmosphere
1.2: 2 h / -80 - -55 °C
1.3: -70 - -10 °C
2.1: hydrogen; sodium acetate; sodium carbonate / palladium 10% on activated carbon / ethyl acetate; water / 25 - 30 °C / 3677.86 Torr
2.2: 0.5 h / 20 - 25 °C
2.3: 10 - 25 °C
3.1: potassium carbonate / dichloromethane; water / 0.5 h / pH 8 - 10
View Scheme
137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

188416-34-4, 137234-71-0

(2R,3S)-2-(2,4-difluorophenyl)-3-(5-fluoro-4-pyrimidinyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol (1R)-10-camphorsulfonate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: diisopropylamine; n-butyllithium / n-heptane; hexane; tetrahydrofuran / 0.25 h / -80 - -70 °C / Inert atmosphere
1.2: 2 h / -80 - -55 °C
1.3: -70 - -10 °C
2.1: sodium acetate / ethyl acetate; water / 0.5 h / 25 - 30 °C
2.2: 25 - 30 °C / 3677.86 Torr
2.3: 0.5 h / 20 - 25 °C
3.1: acetone; methanol / 15 h / -20 - 25 °C
View Scheme
Multi-step reaction with 4 steps
1.1: diisopropylamine; n-butyllithium / n-heptane; hexane; tetrahydrofuran / 0.25 h / -80 - -70 °C / Inert atmosphere
1.2: 2 h / -80 - -55 °C
1.3: -70 - -10 °C
2.1: hydrogen; sodium acetate / palladium 10% on activated carbon / ethyl acetate; water / 25 - 30 °C / 3677.86 Torr
2.2: 0.5 h / 20 - 25 °C
2.3: 12.5 h / 25 - 30 °C
3.1: sodium hydroxide / dichloromethane; water / 0.5 h / pH 9 - 12
4.1: acetone; methanol / 15 h / -20 - 25 °C
View Scheme
Multi-step reaction with 4 steps
1.1: diisopropylamine; n-butyllithium / n-heptane; hexane; tetrahydrofuran / 0.25 h / -80 - -70 °C / Inert atmosphere
1.2: 2 h / -80 - -55 °C
1.3: -70 - -10 °C
2.1: hydrogen; sodium acetate; sodium carbonate / palladium 10% on activated carbon / ethyl acetate; water / 25 - 30 °C / 3677.86 Torr
2.2: 0.5 h / 20 - 25 °C
2.3: 10 - 25 °C
3.1: potassium carbonate / dichloromethane; water / 0.5 h / pH 8 - 10
4.1: acetone; methanol / 15 h / -20 - 25 °C
View Scheme
137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

2-(2,4-difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol hydrochloride salt

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: diisopropylamine; n-butyllithium / n-heptane; hexane; tetrahydrofuran / 0.25 h / -80 - -70 °C / Inert atmosphere
1.2: 2 h / -80 - -55 °C
1.3: -70 - -10 °C
2.1: hydrogen; sodium acetate; sodium carbonate / palladium 10% on activated carbon / ethyl acetate; water / 25 - 30 °C / 3677.86 Torr
2.2: 0.5 h / 20 - 25 °C
2.3: 10 - 25 °C
View Scheme
137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

2-(2,4-difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol (+/-)-camphorsulphonate salt

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: diisopropylamine; n-butyllithium / n-heptane; hexane; tetrahydrofuran / 0.25 h / -80 - -70 °C / Inert atmosphere
1.2: 2 h / -80 - -55 °C
1.3: -70 - -10 °C
2.1: hydrogen; sodium acetate / palladium 10% on activated carbon / ethyl acetate; water / 25 - 30 °C / 3677.86 Torr
2.2: 0.5 h / 20 - 25 °C
2.3: 12.5 h / 25 - 30 °C
View Scheme
137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

(2R,3S/2S,3R)-3-(4-chloro-5-fluoropyrimidin-6-yl)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / dichloromethane / 16 h / Inert atmosphere; Reflux
2.1: lead; zinc; bromine / dichloromethane; tetrahydrofuran / 30 - 50 °C
2.2: 4 h / 20 - 25 °C
View Scheme
137234-74-3

4-chloro-5-fluoro-6-ethylpyrimidine

voriconazole L-camphorsulfate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / dichloromethane / 16 h / Inert atmosphere; Reflux
2.1: lead; zinc; bromine / dichloromethane; tetrahydrofuran / 30 - 50 °C
2.2: 4 h / 20 - 25 °C
3.1: sodium hydroxide / water; methanol / 20 - 25 °C / pH 8 - 9
3.2: 55 - 60 °C
3.3: 1 h / 40 - 45 °C
View Scheme
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    4-Chloro-6-ethyl-5-fluoropyrimidine

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    4-Chloro-6-ethyl-5-fluoropyrimidine

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  • 137234-74-3 4-Chloro-6-ethyl-5-fluoropyrimidine

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    137234-74-3 4-Chloro-6-ethyl-5-fluoropyrimidine

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    4-Chloro-6-ethyl-5-fluoropyrimidine

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    4-Chloro-6-ethyl-5-fluoropyrimidine

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  • 4-Chloro-6-ethyl-5-fluoropyrimidine

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    4-Chloro-6-ethyl-5-fluoropyrimidine

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  • CAS 137234-74-3 4-Chloro-6-ethyl-5-fluoropyrimidine

  • Casno:

    137234-74-3

    CAS 137234-74-3 4-Chloro-6-ethyl-5-fluoropyrimidine

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Chemistry

Structure of 4-Chloro-6-ethyl-5-fluoropyrimidine (CAS NO.137234-74-3):

Empirical Formula: C6H6ClFN2
Molecular Weight: 160.5766 
Index of Refraction: 1.502
Molar Refractivity: 36.873 cm3
Molar Volume: 124.859 cm3
Polarizability: 14.618×10-24cm3
Surface Tension: 40.592 dyne/cm
Density: 1.286 g/cm3
Flash Point: 81.358 °C
Enthalpy of Vaporization: 42.896 kJ/mol
Boiling Point: 210.913 °C at 760 mmHg
Vapour Pressure: 0.272 mmHg at 25°C 
Product Categories: APIs & Intermediate;Pyrimidine
Synonyms of 4-Chloro-6-ethyl-5-fluoropyrimidine (CAS NO.137234-74-3): Pyrimidine,4-chloro-6-ethyl-5-fluoro-  

Safety Profile

Risk Statements: 20/21/22-36/37/38 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-36/37/39-45 
S22:Do not breathe dust. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)