2,4-DiChloro-5-fluoropyrimidine supplier

Name
2,4-Dichloro-5-fluoropyrimidine
EINECS 249-616-3
CAS No. 2927-71-1
Article Data43
CAS DataBase
Density 1.605 g/cm³
Solubility
Melting Point 37-41 °C(lit.)
Formula C₄HCl₂FN₂
Boiling Point 222.8 °C at 760 mmHg
Molecular Weight 166.97
Flash Point 88.6 °C
Transport Information
Appearance yellow to orange crystalline solid
Safety 26-36-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 5-Fluoro-2,4-dichloropyrimidine;2,4-Dichloro-5-fluorouracil;
PSA 25.78000
LogP 1.92250

Synthetic route

: 4330-22-7
2,4-dimethoxy-5-fluoropyrimidine

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

Conditions

Conditions	Yield
Stage #1: 5-fluoro-2,4-dimethoxypyrimidine With thionyl chloride In chloroform at 0℃; for 0.5h; UV-irradiation; Stage #2: With chlorine In chloroform at 20℃; for 12h; Solvent; Wavelength; UV-irradiation;	98%

: 51-21-8
5-fluoropyrimidine-2,4-diol

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

Conditions

Conditions	Yield
With trichlorophosphate In N,N-dimethyl-aniline at 100℃; for 13h; Inert atmosphere; Large scale;	95%
With pyridine; trichlorophosphate at 180℃; under 150.015 - 900.09 Torr; for 2h; Neat (no solvent);	93%
With dimethyl amine; trichlorophosphate at 95 - 120℃; for 4h;	92%

: 51-21-8
5-fluorouracil

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

Conditions

Conditions	Yield
With dimethyl amine; trichlorophosphate at 95 - 120℃; for 4h;	94%
With phosphorus pentachloride for 4h; Heating;	91%
Stage #1: 5-fluorouracil With trichlorophosphate at 95℃; for 3.5h; Stage #2: With hydrogenchloride In water at 0 - 20℃;	87%

: 6693-08-9
2,4,6-trichloro-5-fluoropyrimidine

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

Conditions

Conditions	Yield
With hydrogen; triethylamine; palladium on activated charcoal In ethyl acetate at 30℃; under 2625.2 Torr;	87%

: 74-96-4
ethyl bromide

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

Conditions

Conditions	Yield
With magnesium In tetrahydrofuran

: 110-91-8
morpholine

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: 31646-53-4
4-(2-chloro-5-fluoro-pyrimidin-4-yl)morpholine

Conditions

Conditions	Yield
In water at 60 - 70℃; for 2.5h;	100%
With N-ethyl-N,N-diisopropylamine In ethanol Reflux; regioselective reaction;	95%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 1h; Inert atmosphere; Reflux;	85%

: 110-89-4
piperidine

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: 40423-82-3
2-chloro-5-fluoro-4-piperidin-1-yl-pyrimidine

Conditions

Conditions	Yield
In water at 60 - 70℃; for 2.5h;	100%

: 21867-64-1
1-n-propylpiperazine

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: 2-Chloro-5-fluoro-4-(4-propyl-piperazin-1-yl)-pyrimidine

Conditions

Conditions	Yield
In water at 60 - 70℃; for 2.5h;	100%

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: 155-10-2
2-chloro-5-fluoropyrimidin-4-amine

Conditions

Conditions	Yield
With ammonium hydroxide at 60 - 70℃; for 2.5h;	100%
With ammonia In water Substitution;
With ammonium hydroxide In ethanol at 25 - 35℃; for 3.5h;

: 956125-05-6
(R)-tert-butyl (1-aminobutan-2-yl)carbamate

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: 956125-24-9
{(R)-1-[(2-Chloro-5-fluoro-pyrimidin-4-ylamino)-methyl]-propyl}-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 0℃; for 3h;	100%

: 104-94-9
4-methoxy-aniline

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: 5-fluoro-N2,N4-bis(4-methoxyphenyl)pyrimidine-2,4-diamine diformate

Conditions

Conditions	Yield
Stage #1: 4-methoxy-aniline; 2,4-dichloro-5-fluoropyrimidine With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 160℃; for 0.333333h; Microwave irradiation; Stage #2: With formic acid In water; acetonitrile	100%

: 1765-93-1
4-fluoroboronic acid

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: 1341200-71-2
2-chloro-5-fluoro-4-(4-fluorophenyl)pyrimidine

Conditions

Conditions	Yield
With palladium diacetate; sodium carbonate; triphenylphosphine In tetrahydrofuran; water for 12h; Suzuki coupling; Reflux;	100%

: 1537256-09-9
(S)-1-(1-methyl-6-(1-methyl-1H-pyrazol-5-yl)-1H-pyrrolo[3,2-b]pyridin-5-yl)ethanamine

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: 1537207-28-5
(S)-2-chloro-5-fluoro-N-(1-(1-methyl-6-(1-methyl-1H-pyrazol-5-yl)-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)pyrimidin-4-amine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 120℃; for 1h; Microwave irradiation;	100%

: 927-77-5
n-propylmagnesium bromide

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: 2,4-dichloro-5-fluoro-6-propylpyrimidine

Conditions

Conditions	Yield
Stage #1: n-propylmagnesium bromide; 2,4-dichloro-5-fluoropyrimidine In tetrahydrofuran; 1,2-dimethoxyethane at 15℃; for 1h; Stage #2: With iodine; triethylamine In tetrahydrofuran; 1,2-dimethoxyethane at 5℃;	100%

: 16545-68-9
cyclopropanol

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: 2-chloro-4-cyclopropoxy-5-fluoropyrimidine

Conditions

Conditions	Yield
Stage #1: cyclopropanol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.333333h; Stage #2: 2,4-dichloro-5-fluoropyrimidine In tetrahydrofuran; mineral oil at 0℃; for 4h;	100%

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: 371-40-4
4-fluoroaniline

: 1049666-34-3
2-chloro-5-fluoro-N-(4-fluorophenyl)pyrimidin-4-amine

Conditions

Conditions	Yield
With trifluoroacetic acid In ethanol at 20℃; for 24h; regioselective reaction;	99%
In methanol; water at 50℃; for 5h;	68%
With N-ethyl-N,N-diisopropylamine In butan-1-ol at 80℃; for 1.5h;

: 57699-53-3
Nα-isobutyl-Nβ-Boc-hydrazine

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: 929016-08-0
C13H20ClFN4O2

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol Reflux;	99%

: 7-fluoro-2,3,3-trimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3H-indole

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: 5-(2-chloro-5-fluoropyrimidin-4-yl)-7-fluoro-2,3,3-trimethyl-3H-indole

Conditions

Conditions	Yield
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 130℃; for 1h; Suzuki Coupling; Inert atmosphere; Microwave irradiation;	99%
With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 130℃; for 1h; Microwave irradiation; Inert atmosphere;	301.2 mg

: 58414-96-3
2-pyridylmethyl 4-tolyl sulfone

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: 137890-00-7
2-Chloro-10-(toluene-4-sulfonyl)-pyrimido[4,5-b]indolizine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide Heating;	98%

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: 609-08-5
Diethyl methylmalonate

: 137234-89-0
2-methyl-2-(2-chloro-5-fluoropyrimidinyl-4-yl)-1,3-propanedioic acid diethyl ester

Conditions

Conditions	Yield
Stage #1: Diethyl methylmalonate With sodium hydride In tetrahydrofuran; mineral oil at -10℃; for 0.5h; Stage #2: 2,4-dichloro-5-fluoropyrimidine In tetrahydrofuran; mineral oil at -10℃; for 0.5h;	98%
With sodium hydride In tetrahydrofuran; mineral oil at -10℃; for 0.5h;	83%

: 1021426-42-5
1-(4-{4-amino-3-methoxyphenyl}piperazine-1-yl)ethan-1-one

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: 1474014-16-8
1-(4-(4-((2-chloro-5-fluoropyrimidin-4-yl)amino)-3-methoxyphenyl)piperazin-1-yl)ethanone

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; Temperature;	98%
With potassium carbonate In N,N-dimethyl-formamide at 80℃;	68%

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: 847818-74-0
1-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole

: 2-chloro-5-fluoro-4-(1-methyl-1H-pyrazol-5-yl)pyrimidine

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In tetrahydrofuran; water Reflux;	98%

: N-(1,3-benzodioxol-5-ylmethyl)-2-(tetrahydro-2H-pyran-4-yl)ethanamine

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: N-(1,3-benzodioxol-5-ylmethyl)-2-chloro-5-fluoro-N-[2-(tetrahydro-2H-pyran-4-yl)ethyl]pyrimidin-4-amine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 85℃;	98%

: methyl 6-azaspiro[2.5]octane-1-carboxylate hydrochloride

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: methyl 6-(2-chloro-5-fluoropyrimidin-4-yl)-6-azaspiro[2.5]octane-1-carboxylate

Conditions

Conditions	Yield
With triethylamine In methanol at 30℃; for 16h;	98%

: 31230-17-8
3-methyl-5-aminopyrazole

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: 851434-99-6
2-chloro-5-fluoro-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amine

Conditions

Conditions	Yield
With triethylamine In ethanol at 0 - 25℃; regioselective reaction;	97%
With N-ethyl-N,N-diisopropylamine In ethanol at 20℃; for 48h; Inert atmosphere;	86%
With N-ethyl-N,N-diisopropylamine In ethanol at 20℃; for 48h; Inert atmosphere;	86%
With triethylamine In ethanol at 18 - 25℃; for 12h;
With triethylamine In ethanol at 18 - 25℃; for 12h;

: 89-99-6
2-fluorobenzylamine

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: 1174385-80-8
(2-chloro-5-fluoropyrimidin-4-yl)-(2-fluorobenzyl)amine

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran for 5h; Reflux;	97%
With triethylamine In tetrahydrofuran at 80℃; for 5h;	97%

: N-(1,3-benzodioxol-5-ylmethyl)-3-(5-phenyl-1,2,4-oxadiazol-3-yl)propan-1-amine

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: N-(1,3-benzodioxol-5-ylmethyl)-2-chloro-5-fluoro-N-[3-(5-phenyl-1,2,4-oxadiazol-3-yl)propyl]pyrimidin-4-amine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 85℃;	97%

: 19962-06-2
tert-butyl 3-hydroxyphenylcarbamate

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: 1246610-46-7
C15H15ClFN3O3

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In butan-1-ol at 110℃; for 16h;	96%

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: 5188-07-8
sodium thiomethoxide

: 2-chloro-5-fluoro-4-methylthiopyrimidine

Conditions

Conditions	Yield
In tetrahydrofuran at -30℃; for 2h;	96%
In tetrahydrofuran; water at -30℃; for 2h;	93%
In tetrahydrofuran at 20℃; for 12h;

: N-(1,3-benzodioxol-5-ylmethyl)-1-methylcyclopropanamine

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: N-(1,3-benzodioxol-5-ylmethyl)-2-chloro-5-fluoro-N-(1-methylcyclopropyl)pyrimidin-4-amine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 85℃;	96%

: N-(1,3-benzodioxol-5-ylmethyl)-2-(4-fluorophenyl)ethanamine

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: N-(1,3-benzodioxol-5-ylmethyl)-2-chloro-5-fluoro-N-[2-(4-fluorophenyl)ethyl]pyrimidin-4-amine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 85℃;	96%

: 1-(1,3-benzodioxol-5-yl)-N-(cyclopropylmethyl)methanamine

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: N-(1,3-benzodioxol-5-ylmethyl)-2-chloro-N-(cyclopropylmethyl)-5-fluoropyrimidin-4-amine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In ethanol; isopropyl alcohol at 85℃;	96%

: N-(1,3-benzodioxol-5-ylmethyl)-2-(4-chloro-3,5-dimethylphenoxy)ethanamine

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: N-(1,3-benzodioxol-5-ylmethyl)-2-chloro-N-[2-(4-chloro-3,5-dimethylphenoxy)ethyl]-5-fluoropyrimidin-4-amine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 85℃;	96%

2,4-DiChloro-5-fluoropyrimidine Chemical Properties

Molecular Structure of 2,4-DiChloro-5-fluoropyrimidine (CAS No.2927-71-1):

Molecular Formula: C₄HCl₂FN₂
Molecular Weight: 166.9685
IUPAC Name: 2,4-Dichloro-5-fluoropyrimidine
CAS No: 2927-71-1
Melting Point: 37-41 ºC
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 25.78 Å²
Index of Refraction: 1.531
Molar Refractivity: 32.21 cm³
Molar Volume: 103.9 cm³
Surface Tension: 48.4 dyne/cm
Density: 1.605 g/cm³
Flash Point: 88.6 °C
Enthalpy of Vaporization: 44.06 kJ/mol
Boiling Point: 222.8 °C at 760 mmHg
Vapour Pressure: 0.148 mmHg at 25°C
Appearance: Yellow to Orange Crystalline Solid
InChI: InChI=1/C4HCl2FN2/c5-3-2(7)1-8-4(6)9-3/h1H
InChIKey: WHPFEQUEHBULBW-UHFFFAOYAO
Std. InChI: InChI=1S/C4HCl2FN2/c5-3-2(7)1-8-4(6)9-3/h1H
Std. InChIKey: WHPFEQUEHBULBW-UHFFFAOYSA-N
Product Categories: Pyrimidine Series;Heterocycles;Pyridines, Pyrimidines, Purines and Pteredines;pharmacetical;Halides;Pyrazines, Pyrimidines Pyridazines;Pyrimidine;Building Blocks;Fluorinated;Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides;Pyrazines, Pyrimidines Pyridazines;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyrimidines;PyrimidinesHeterocyclic Building Blocks

2,4-DiChloro-5-fluoropyrimidine Uses

2,4-Dichloro-5-fluoropyrimidine(2927-71-1) is used as intermediate of antifungal flucytosine.

2,4-DiChloro-5-fluoropyrimidine Production

2,4-Dichloro-5-fluoropyrimidine(2927-71-1) can be produced by chloridizing 5-Fluorouracil.

2,4-DiChloro-5-fluoropyrimidine Safety Profile

Safety Information of 2,4-Dichloro-5-fluoropyrimidine(2927-71-1):
Hazard Codes: Irritant Xi
Risk Statements:36/37/38
36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements:26-36-37/39
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:Wear suitable protective clothing
37/39:Wear suitable gloves and eye/face protection
WGK Germany:3
Hazard Note:Irritant

2,4-DiChloro-5-fluoropyrimidine Specification

2,4-DiChloro-5-fluoropyrimidine (CAS No.2927-71-1), it also can be called Pyrimidine, 2,4-dichloro-5-fluoro- .

Product Name

2,4-Dichloro-5-fluoropyrimidine

Synthetic route

2,4-DiChloro-5-fluoropyrimidine Chemical Properties

2,4-DiChloro-5-fluoropyrimidine Uses

2,4-DiChloro-5-fluoropyrimidine Production

2,4-DiChloro-5-fluoropyrimidine Safety Profile

2,4-DiChloro-5-fluoropyrimidine Specification

Related Products

Hot Products