4,6-Dichloro-5-methoxypyrimidine supplier

Name
4,6-Dichloro-5-methoxypyrimidine
EINECS 225-699-1
CAS No. 5018-38-2
Density 1.446 g/cm³
Solubility
Melting Point 66-68 °C
Formula C₅H₄Cl₂N₂O
Boiling Point 257.8 °C at 760 mmHg
Molecular Weight 179.006
Flash Point 109.7 °C
Transport Information
Appearance
Safety 26-39
Risk Codes 22-41
Molecular Structure
Hazard Symbols Xi
Synonyms NSC 252184;
PSA 35.01000
LogP 1.79200

Synthetic route

: 5193-84-0
4,6-Dihydroxy-5-methoxypyrimidine

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

Conditions

Conditions	Yield
With triethylamine; trichlorophosphate In toluene at 100 - 105℃; for 1.5h; Reflux;	86%
With N,N-diethylaniline; trichlorophosphate In heptane-ethyl acetate	75.6%
Stage #1: 4,6-Dihydroxy-5-methoxypyrimidine With trichlorophosphate for 1h; Heating / reflux; Stage #2: With N,N-diethylaniline at 20℃; Heating / reflux;	40%

: 141-43-5
ethanolamine

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: 1309377-77-2
2-((6-chloro-5-methoxypyrimidin-4-yl)amino)ethanol

Conditions

Conditions	Yield
With potassium carbonate In 1,4-dioxane at 125℃; Inert atmosphere;	100%
With potassium carbonate In 1,4-dioxane at 140℃; for 1h; Microwave irradiation;
With potassium carbonate In 1,4-dioxane at 125℃; for 8h;	10.5 g

: 833486-94-5
4-amino-3-nitrophenylboronic acid pinacol ester

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: 4-(6-chloro-5-methoxypyrimidin-4-yl)-2-nitroaniline

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; water at 80℃; for 3h; Suzuki Coupling;	100%

: 832715-51-2
isopropyl 4-hydroxypiperidine-1-carboxylate

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: 897732-25-1
4-(6-chloro-5-methoxy-pyrimidin-4-yloxy)-piperidine-1-carboxylic acid isopropyl ester

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 5 - 10℃; for 2h; Inert atmosphere;	98.6%
With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.75h;	85%
Stage #1: isopropyl 4-hydroxypiperidine-1-carboxylate With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.5h; Stage #2: 4,6-dichloro-5-methoxypyrimidine In tetrahydrofuran at 20℃; for 8h;	65%

: 66399-30-2
(S)-1-(4-Fluoro-phenyl)-ethylamine

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: (S)-6-chloro-N-(1-(4-fluorophenyl)ethyl)-5-methoxypyrimidin-4-amine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 50℃; for 24h;	98%

: 87120-72-7
1-(tert-butoxycarbonyl)-4-aminopiperidine

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: 1079053-99-8
tert-butyl 4-(6-chloro-5-methoxypyrimidin-4-ylamino)piperidine-1-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 20℃; for 16h;	96%

: 109384-19-2
t-butyl 4-hydroxy piperidine-1-carboxylate

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: 897732-98-8
4-(6-Chloro-5-methoxy-pyrimidin-4-yloxy)-piperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 0℃; for 1h;	94.8%

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: 5018-41-7
6-amino-4-chloro-5-methoxypyrimidine

Conditions

Conditions	Yield
With ammonium hydroxide In water; isopropyl alcohol at 70℃; for 48h; Autoclave;	94%
With ammonia In water; butan-1-ol at 85℃; for 8h; Sealed tube;	90%
With ammonium hydroxide In butan-1-ol at 85℃; for 8h; Sealed tube;	90%

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: 5193-88-4
4-chloro-5,6-dimethoxypyrimidine

Conditions

Conditions	Yield
With sodium methylate In methanol at 0 - 5℃; for 1h;	93%
With sodium methylate In methanol

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: 425394-89-4
4,6-dichloropyrimidin-5-ol

Conditions

Conditions	Yield
With aluminum (III) chloride In dichloromethane at 0 - 50℃; for 6h;	91.11%
Stage #1: 4,6-dichloro-5-methoxypyrimidine With aluminum (III) chloride In 1,2-dichloro-ethane at 0 - 50℃; for 6h; Stage #2: With hydrogenchloride; water In methanol; 1,2-dichloro-ethane at 0 - 20℃; for 0.166667h;	91.11%
With aluminum (III) chloride In 1,2-dichloro-ethane at 0 - 50℃; for 6h;

: 1121-25-1
2-methyl-3-pyridinol

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: 1417392-51-8
4-chloro-5-methoxy-6-[(2-methylpyridin-3-yl)oxy]pyrimidine

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran; N,N-dimethyl-formamide at 70℃; for 1.5h; Inert atmosphere;	87%

: 6457-49-4
4-piperidinemethanol

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: 1422049-36-2
C11H16ClN3O2

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 20℃;	86%

: 127-56-0
sodium 4-aminobenzenesulfonylacetamide

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: 5018-23-5
4-(p-aminobenzenesulfonamido)-5-methoxy-6-chloropyrimidine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 88 - 90℃; for 3h;	85.3%

: 477600-70-7
N-(3R,4R)-(1-benzyl-4-methylpiperidin-3-yl)-methylamine

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-6-chloro-5-methoxy-N-methylpyrimidin-4-amine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; Inert atmosphere;	85%

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

sodium sulfonamide derivative: sodium sulfonamide derivative

: 5018-23-5
4-(p-aminobenzenesulfonamido)-5-methoxy-6-chloropyrimidine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide	85%

: 1448545-46-7
2-[2-fluoro-4-[[2-(trifluoromethyl)-4-pyridyl]oxy]phenyl]ethanamine hydrochloride

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: 1448663-73-7
6-chloro-N-[2-[2-fluoro-4-[[4-(trifluoromethyl)-2-pyridyl]oxy]phenyl]ethyl]-5-methoxy-pyrimidin-4-amine

Conditions

Conditions	Yield
Stage #1: 2-[2-fluoro-4-[[2-(trifluoromethyl)-4-pyridyl]oxy]phenyl]ethanamine hydrochloride With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 20℃; for 0.0833333h; Stage #2: 4,6-dichloro-5-methoxypyrimidine In 1-methyl-pyrrolidin-2-one at 80℃;	78%

: 2-[2-fluoro-4-[[4-(trifluoromethyl)-2-pyridyl]oxy]phenyl]ethanamine hydrochloride

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: 1448663-73-7
6-chloro-N-[2-[2-fluoro-4-[[4-(trifluoromethyl)-2-pyridyl]oxy]phenyl]ethyl]-5-methoxy-pyrimidin-4-amine

Conditions

Conditions	Yield
Stage #1: 2-[2-fluoro-4-[[4-(trifluoromethyl)-2-pyridyl]oxy]phenyl]ethanamine hydrochloride With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 20℃; for 0.0833333h; Stage #2: 4,6-dichloro-5-methoxypyrimidine In 1-methyl-pyrrolidin-2-one at 80℃;	78%
With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 80℃;	78%

: 10103-15-8
sodium salt of sulfanilamide

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: 5018-23-5
4-(p-aminobenzenesulfonamido)-5-methoxy-6-chloropyrimidine

Conditions

Conditions	Yield
Stage #1: sodium salt of sulfanilamide; 4,6-dichloro-5-methoxypyrimidine With 1-butyl-3-methylimidazolium chloride at 60 - 92℃; for 1.5h; pH=8 - 9; Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide pH=7 - 7.2;	77.5%

: 625471-18-3
tert-butyl (3S)-3-aminopiperidine-1-carboxylate

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: 886584-07-2
3-(S)-(6-chloro-5-methoxypyrimidin-4-ylamino)piperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 80℃; for 15h;	74%

: 315240-28-9
7-(piperidin-4-yl)-1,2,3,4-tetrahydro-1,8-naphthyridine

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: 6-[4-(1,2,3,4-tetrahydro-1,8-naphthyridin-7-yl)-1-piperidinyl]-5-methoxy-4-chloro-pyrimidine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In ISOPROPYLAMIDE at 130℃; for 2h;	68%

: 63-74-1
sulfanilamide

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: 5018-23-5
4-(p-aminobenzenesulfonamido)-5-methoxy-6-chloropyrimidine

Conditions

Conditions	Yield
Stage #1: sulfanilamide With sodium hydroxide at 70℃; for 1h; Stage #2: 4,6-dichloro-5-methoxypyrimidine With N,N-dimethyl-formamide at 95℃; for 3h;	64%

: 124-41-4
sodium methylate

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: 5193-88-4
4-chloro-5,6-dimethoxypyrimidine

Conditions

Conditions	Yield
In methanol at 0 - 20℃; for 19h;	57%

: 67-56-1
methanol

: 124-41-4
sodium methylate

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: 5193-88-4
4-chloro-5,6-dimethoxypyrimidine

Conditions

Conditions	Yield
at 0 - 20℃; for 19h; Inert atmosphere;	57%

...Expand

: 63069-50-1
4-cyano-2-fluoroaniline

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: 4-((6-chloro-5-methoxypyrimidin-4-yl)amino)-3-fluorobenzonitrile

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 65℃;	55%
With potassium carbonate In N,N-dimethyl-formamide at 65℃;	55%

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

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: (1-(6-chloro-5-methoxypyrimidin-4-yl)-4-(3-phenylpropyl)piperidin-4-yl)methanol

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 120℃; for 21h; Sealed tube;	51%

: 1402240-89-4
1-(2-fluorophenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: C14H10ClFN4O

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,4-dioxane; water at 90℃; for 16h;	40%

: 1-[4-[[4-(trifluoromethyl)-2-pyridyl]oxy]phenoxy]propan-2-amine hydrochloride

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: 6-chloro-5-methoxy-N-[1-methyl-2-[4-[[4-(trifluoromethyl)-2-pyridyl]oxy]phenoxy]ethyl]pyrimidin-4-amine

Conditions

Conditions	Yield
Stage #1: 1-[4-[[4-(trifluoromethyl)-2-pyridyl]oxy]phenoxy]propan-2-amine hydrochloride With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 20℃; for 0.0833333h; Stage #2: 4,6-dichloro-5-methoxypyrimidine In 1-methyl-pyrrolidin-2-one at 80℃;	37%

: 17997-47-6
2-tri-n-butylstannylpyridine

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: 4-chloro-5-methoxy-6-(pyridin-2-yl)pyrimidine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0) In toluene for 5h; Inert atmosphere; Reflux;	34%

: 60-19-5
tyramine hydrochloride

: 5018-38-2
4,6-dichloro-5-methoxypyrimidine

: 1449201-35-7
6-chloro-N-[2-[4-(6-chloro-5-methoxypyrimidin-4-yl)oxyphenyl]ethyl]-5-methoxypyrimidin-4-amine

Conditions

Conditions	Yield
Stage #1: tyramine hydrochloride; 4,6-dichloro-5-methoxypyrimidine With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h; Stage #2: With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #3: 4,6-dichloro-5-methoxypyrimidine In N,N-dimethyl-formamide at 20℃; for 48h;	31%
With sodium hydride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 64h;	31%

4,6-Dichloro-5-methoxypyrimidine Specification

The IUPAC name of this chemical is 4,6-dichloro-5-methoxypyrimidine. With the CAS registry number 5018-38-2 and EINECS 225-699-1, it is also named as Pyrimidine, 4,6-dichloro-5-methoxy-. The product's categories are Pyrimidine Series; APIs & Intermediate; Pyrimidine; Pyrimidine Derivertives; Halides; Pyrazines, Pyrimidines & Pyridazines. It is a kind of off-white solid. In addition, the formula is C₅H₄Cl₂N₂O and the molecular weight is 179.00.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.57; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.57; (4)ACD/LogD (pH 7.4): 1.57; (5)ACD/BCF (pH 5.5): 9.16; (6)ACD/BCF (pH 7.4): 9.16; (7)ACD/KOC (pH 5.5): 169.94; (8)ACD/KOC (pH 7.4): 169.94; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 35.01 Å²; (13)Index of Refraction: 1.541; (14)Molar Refractivity: 38.9 cm³; (15)Molar Volume: 123.7 cm³; (16)Polarizability: 15.42×10^-24 cm³; (17)Surface Tension: 46.9 dyne/cm; (18)Density: 1.446 g/cm³; (19)Flash Point: 109.7 °C; (20)Enthalpy of Vaporization: 47.54 kJ/mol; (21)Boiling Point: 257.8 °C at 760 mmHg; (22)Vapour Pressure: 0.023 mmHg at 25°C.

Preparation and Uses of 4,6-Dichloro-5-methoxypyrimidine: Using phosphorus oxychloride to chloridize 4,6-dihydrox -5-methoxypyrimidine to get the product. And using N, N-dimethylaniline to take off acid. Besides, it is used in the synthesis of pharmaceutical intermediates.

People can use the following data to convert to the molecule structure.
1. SMILES:Clc1ncnc(Cl)c1OC
2. InChI:InChI=1/C5H4Cl2N2O/c1-10-3-4(6)8-2-9-5(3)7/h2H,1H3
3. InChIKey:IJQIGKLDBGKSNT-UHFFFAOYAF
4. Std. InChI:InChI=1S/C5H4Cl2N2O/c1-10-3-4(6)8-2-9-5(3)7/h2H,1H3
5. Std. InChIKey:IJQIGKLDBGKSNT-UHFFFAOYSA-N

Product Name

4,6-Dichloro-5-methoxypyrimidine

Synthetic route

4,6-Dichloro-5-methoxypyrimidine Specification

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