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182230-43-9

Basic Information
CAS No.: 182230-43-9
Name: (2R,3S/2S,3R)-2-(2,4-Difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
Article Data: 9
Molecular Structure:
Molecular Structure of 182230-43-9 ((2R,3S/2S,3R)-2-(2,4-Difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol)
Formula: C16H14F3N5O
Molecular Weight: 349.315
Synonyms: 4-Pyrimidineethanol, a-(2,4-difluorophenyl)-5-fluoro-b-methyl-a-(1H-1,2,4-triazol-1-ylmethyl)-;(2r,3s/2s,3r)-3-(5-Fluoro-6-Pyrimidinyl)-2-(2,4-Difluorophenyl)-1-(1h-1,2,4-Triazol- 1-Yl)-2- Butanol Hydrochloride;
EINECS: 605-961-5
Density: 1.427 g/cm3
Boiling Point: 508.578 °C at 760 mmHg
Flash Point: 261.379 °C
PSA: 76.72000
LogP: 2.17690
Synthetic route

(2R,3S/2S,3R)-6-[4-(3,5-dibromo-1H-1,2,4-triazol-1-yl)-3-(2,4-difluorophenyl)-3-hydroxybutan-2-yl]-5-fluoropyrimidin-4-yl methanesulfonate

182230-43-9

2-(2,4-Difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

Conditions
ConditionsYield
With ammonium formate; palladium on carbon In toluene at 80℃; for 3h;92.5%
188416-35-5

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

182230-43-9

2-(2,4-Difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

Conditions
ConditionsYield
With 5% Pd/C; hydrogen; sodium acetate In methanol at 25 - 30℃; under 1500.15 - 3000.3 Torr; for 0.0833333h;85%
With hydrogen; sodium acetate; Raney nickel In methanol at 54 - 56℃; under 2206.72 - 3677.86 Torr; for 5h;66.4%
188416-20-8

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

182230-43-9

2-(2,4-Difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

Conditions
ConditionsYield
Stage #1: 3-(4-chloro-5-fluoropyrimidin-6-yl)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol hydrochloride salt With palladium 10% on activated carbon; hydrogen; sodium acetate In methanol at 35 - 45℃; under 1500.15 - 3000.3 Torr; Large scale;
Stage #2: With sodium hydroxide In water at 0 - 10℃; for 1h; Inert atmosphere; Large scale;
76%
1289559-67-6

1-(5-fluoropyrimidin-4-yl)ethyl-4-methyl benzenesulfonate

86404-63-9

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

182230-43-9

2-(2,4-Difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

Conditions
ConditionsYield
With zinc(II) chloride; zinc In tetrahydrofuran at 0 - 30℃; Product distribution / selectivity;
1289559-75-6

C6H5FN2O

182230-43-9

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 3 steps
1: sodium tetrahydroborate / ethanol / 5 h
2: triethylamine / dmap / dichloromethane / 20 - 30 °C
3: zinc; zinc(II) chloride / tetrahydrofuran / 0 - 30 °C
View Scheme
1289559-65-4

1-(2,6-dichloro-5-fluoropyrimidin-4-yl)ethanone

182230-43-9

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 4 steps
1: hydrogen; sodium acetate / palladium on activated carbon / ethanol / 25 °C
2: sodium tetrahydroborate / ethanol / 5 h
3: triethylamine / dmap / dichloromethane / 20 - 30 °C
4: zinc; zinc(II) chloride / tetrahydrofuran / 0 - 30 °C
View Scheme
1289559-66-5

1-(5-fluoropyrimidin-4-yl)ethanol

182230-43-9

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: triethylamine / dmap / dichloromethane / 20 - 30 °C
2: zinc; zinc(II) chloride / tetrahydrofuran / 0 - 30 °C
View Scheme
51336-94-8

2-chloro-1-(2,4-dichlorophenyl)ethanone

182230-43-9

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 3 steps
1: potassium carbonate / tetrahydrofuran / 7 h / 20 °C
2: lead; zinc; iodine / tetrahydrofuran / -15 - 20 °C / Inert atmosphere
3: ammonium formate / palladium on carbon / toluene / 3 h / 80 °C
View Scheme
137234-87-8

6-ethyl-5-fluoro-4-hydroxypyrimidine

182230-43-9

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 4 steps
1: triethylamine / dichloromethane / 5 h / 20 °C
2: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / dichloromethane / 12 h / 45 - 50 °C
3: lead; zinc; iodine / tetrahydrofuran / -15 - 20 °C / Inert atmosphere
4: ammonium formate / palladium on carbon / toluene / 3 h / 80 °C
View Scheme
1237496-99-9

6-ethyl-5-fluoropyrimidin-4-yl methanesulfonate

182230-43-9

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 3 steps
1: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / dichloromethane / 12 h / 45 - 50 °C
2: lead; zinc; iodine / tetrahydrofuran / -15 - 20 °C / Inert atmosphere
3: ammonium formate / palladium on carbon / toluene / 3 h / 80 °C
View Scheme
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    182230-43-9

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

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

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Chemistry

Molecular structure of (2R,3S/2S,3R)-2-(2,4-Difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol (CAS NO.182230-43-9) is:

Product Name: (2R,3S/2S,3R)-2-(2,4-Difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
CAS Registry Number: 182230-43-9
Molecular Formula: C16H14F3N5O
Molecular Weight: 349.31

Specification

 (2R,3S/2S,3R)-2-(2,4-Difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol , its cas register number is 182230-43-9. It also can be called 4-Pyrimidineethanol, a-(2,4-difluorophenyl)-5-fluoro-b-methyl-a-(1H-1,2,4-triazol-1-ylmethyl)- ; (2r,3s/2s,3r)-3-(5-Fluoro-6-Pyrimidinyl)-2-(2,4-Difluorophenyl)-1-(1h-1,2,4-Triazol- 1-Yl)-2- Butanol Hydrochloride .