2,4-Dichloropyrimidine-5-carboxylic acid supplier

Name
2,4-Dichloropyrimidine-5-carboxylic acid
EINECS
CAS No. 37131-89-8
Article Data6
CAS DataBase
Density 1.718 g/cm³
Solubility
Melting Point 96-97 °C
Formula C₅H₂Cl₂N₂O₂
Boiling Point 368.384 °C at 760 mmHg
Molecular Weight 192.989
Flash Point 176.592 °C
Transport Information
Appearance
Safety
Risk Codes 22
Molecular Structure
Hazard Symbols Xn
Synonyms 2,4-Dichloro-5-pyrimidinecarboxylicacid;
PSA 63.08000
LogP 1.48160

Synthetic route

: 23945-44-0
2,4-dihydroxypyrimidine-5-carboxylic acid

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

Conditions

Conditions	Yield
With phosphorus pentachloride; trichlorophosphate Reflux;	100%
With N,N-diethylaniline; trichlorophosphate In N,N-dimethyl-formamide at 90℃; for 2.66667h; Under cold conditions;	65%
With N,N-diethylaniline; trichlorophosphate
With N,N-dimethyl-aniline; trichlorophosphate at 110℃; for 4h; Cooling with ice;

: 2972-52-3
2,4-dichloropyrimidine-5-carbonyl chloride

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

Conditions

Conditions	Yield
With water In diethyl ether at 35℃; for 1h;	93%
With water In tetrahydrofuran at 20℃; for 0.83h;

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: 75903-60-5
6-nitropyridine-2-sulfonamide

: 2,4-dichloro-N-((6-nitropyridin-2-yl)sulfonyl)pyrimidine-5-carboxamide

Conditions

Conditions	Yield
Stage #1: 2,4-dichloropyrimidine-5-carboxylic acid With thionyl chloride for 2h; Reflux; Stage #2: 6-nitropyridine-2-sulfonamide With triethylamine In dichloromethane at 20℃; for 0.5h;	100%
Stage #1: 2,4-dichloropyrimidine-5-carboxylic acid With thionyl chloride for 1h; Reflux; Stage #2: 6-nitropyridine-2-sulfonamide With trimethylamine In dichloromethane at 20℃; for 0.5h;	100%

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: 2972-52-3
2,4-dichloropyrimidine-5-carbonyl chloride

Conditions

Conditions	Yield
With thionyl chloride at 80℃; for 4h;	90%
With phosphorus pentachloride; trichlorophosphate at 115℃; for 6h;	64%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 1h;
With thionyl chloride Reflux;

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: 392-70-1
2,6-dimethyl-4-fluoroaniline

: 1099657-26-7
C13H10Cl2FN3O

Conditions

Conditions	Yield
With Amberlyst A-21 resin In ethyl acetate at 50℃;	90%

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: 62-53-3
aniline

: 1099657-22-3
2,4-dichloro-N-phenylpyrimidin-5-carboxamide

Conditions

Conditions	Yield
With Amberlyst A-21 resin In ethyl acetate at 50℃;	90%

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: 87-62-7
2,6-dimethylaniline

: 835633-82-4
2,4-dichloro-N-(2,6-dimethylphenyl)pyrimidin-5-carboxamide

Conditions

Conditions	Yield
With Amberlyst A-21 resin In ethyl acetate at 50℃;	90%

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: 88-05-1
2,4,6-trimethylaniline

: 1099657-28-9
C14H13Cl2N3O

Conditions

Conditions	Yield
With Amberlyst A-21 resin In ethyl acetate at 50℃;	90%

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: 608-31-1
2,6-Dichloroaniline

: 835633-83-5
2,4-dichloro-N-(2,6-dichlorophenyl)pyrimidine-5-carboxamide

Conditions

Conditions	Yield
With Amberlyst A-21 resin In ethyl acetate at 50℃;	90%

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: 75178-96-0
N-Boc-1,3-diaminopropane

: 1314997-89-1
4-(3-tert-Butoxycarbonylaminopropylamino)-2-chloropyrimidine-5-carboxylic acid

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran; ethyl acetate at 2 - 20℃; for 0.5h;	88.6%

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 2,4-dichloro-7-hydroxyfuro[3,4-d]pyrimidin-5(7H)-one

Conditions

Conditions	Yield
Stage #1: 2,4-dichloropyrimidine-5-carboxylic acid With lithium diisopropyl amide In tetrahydrofuran for 0.333333h; Inert atmosphere; Cooling with acetone-dry ice; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran for 1h;	70%

: 4-aminotricyclo[3.3. 1.13,7]decan-1-ol

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: C15H17Cl2N3O2

Conditions

Conditions	Yield
Stage #1: 2,4-dichloropyrimidine-5-carboxylic acid With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 16h; Stage #2: 4-aminotricyclo[3.3. 1.13,7]decan-1-ol With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide at 0℃; for 4h;	66%

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: 2854-16-2
1-Amino-2-methyl-propan-2-ol

: 1315513-37-1
2-Chloro-4-(2-hydroxy-2-methylpropylamino)pyrimidine-5-carboxylic acid

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 2 - 20℃;	59%

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: 1003-03-8
Cyclopentamine

: 1314997-73-3
2-chloro-4-(cyclopentylamino)pyrimidine-5-carboxylic acid

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 2 - 20℃; for 2h;	42%

: 849671-56-3
spiro[2.5]octan-6-ylmethanol

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: 2-chloro-4-(spiro[2.5]oct-6-ylmethoxy)pyrimidine-5-carboxylic acid

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 0℃; for 1.5h;

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: 75-04-7
ethylamine

: 101683-59-4
2-chloro-4-(ethylamino)pyrimidine-5-carboxylic acid

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran; water at 20℃; for 1.75h;

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: 1314997-90-4
tert-Butyl [3-(2-chloro-5-fluorocarbonylpyrimidin-4-ylamino)propyl]-carbamate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine / ethyl acetate; tetrahydrofuran / 0.5 h / 2 - 20 °C 2: triethylamine; trifluoro-[1,3,5]triazine / dichloromethane / 2 h / 20 °C View Scheme

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: 1315513-38-2
2-Chloro-4-(2-hydroxy-2-methylpropylamino)pyrimidine-5-carboxylic acid fluoride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine / tetrahydrofuran / 2 - 20 °C 2: triethylamine; trifluoro-[1,3,5]triazine / dichloromethane / 20 °C View Scheme

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: 2-chloro-4-(ethylamino)pyrimidine-5-carboxylic acid fluoride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine / water; tetrahydrofuran / 1.75 h / 20 °C 2: triethylamine; trifluoro-[1,3,5]triazine / dichloromethane / 3 h View Scheme

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: 1314997-74-4
2-chloro-4-(cyclopentylamino)pyrimidine-6-carboxylic acid fluoride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine / tetrahydrofuran / 2 h / 2 - 20 °C 2: triethylamine; trifluoro-[1,3,5]triazine / dichloromethane / 4 h / 20 °C View Scheme

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: C19H28N4O2S

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 16 h / 20 °C 1.2: 4 h / 0 °C 2.1: sodium carbonate / N,N-dimethyl acetamide / 4 h / 25 °C 3.1: tetrahydrofuran / 6 h / 150 °C / Microwave irradiation View Scheme

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: C22H32N4O4

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 16 h / 20 °C 1.2: 4 h / 0 °C 2.1: sodium hexamethyldisilazane / 2 h / 150 °C / Microwave irradiation 3.1: 10 h / 150 °C / Microwave irradiation View Scheme

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: C18H24ClN3O2S

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 16 h / 20 °C 1.2: 4 h / 0 °C 2.1: sodium carbonate / N,N-dimethyl acetamide / 4 h / 25 °C View Scheme

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: C18H24ClN3O3

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 16 h / 20 °C 1.2: 4 h / 0 °C 2.1: sodium hexamethyldisilazane / 2 h / 150 °C / Microwave irradiation View Scheme

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: 2-dimethylamino-N-[(2r,5s)-5-hydroxyadamantan-2-yl]-4-propylsulfanylpyrimidine-5-carboxamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 16 h / 20 °C 1.2: 4 h / 0 °C 2.1: sodium carbonate / N,N-dimethyl acetamide / 4 h / 25 °C 3.1: tetrahydrofuran / 6 h / 150 °C / Microwave irradiation View Scheme

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: N-((6-aminopyridin-2-yl)sulfonyl)-2,4-dichloropyrimidine-5-carboxamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: thionyl chloride / 2 h / Reflux 1.2: 0.5 h / 20 °C 2.1: hydrogenchloride; water; iron / tetrahydrofuran; ethanol / 1 h / 60 °C View Scheme
Multi-step reaction with 2 steps 1.1: thionyl chloride / 1 h / Reflux 1.2: 0.5 h / 20 °C 2.1: hydrogenchloride / water; ethanol; tetrahydrofuran / 1 h / 60 °C View Scheme

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: (S )-N-((6-aminopyridin-2-yl)sulfonyl)-2-chloro-4-(2,2,4-trimethylpyrrolidin-1-yl)pyrimidine-5-carboxamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: thionyl chloride / 2 h / Reflux 1.2: 0.5 h / 20 °C 2.1: hydrogenchloride; water; iron / tetrahydrofuran; ethanol / 1 h / 60 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 20 h / 125 °C View Scheme
Multi-step reaction with 3 steps 1.1: thionyl chloride / 1 h / Reflux 1.2: 0.5 h / 20 °C 2.1: hydrogenchloride / water; ethanol; tetrahydrofuran / 1 h / 60 °C 3.1: potassium carbonate / dimethyl sulfoxide / 20 h / 125 °C / Sealed tube View Scheme

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: N-[(6-amino-2-pyridyl)sulfonyl]-2-(3-fluoro-5-isobutoxy-phenyl)-4-[(4S)-2,2,4-trimethylpyrrolidin-1-yl]pyrimidine-5-carboxamide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: thionyl chloride / 2 h / Reflux 1.2: 0.5 h / 20 °C 2.1: hydrogenchloride; water; iron / tetrahydrofuran; ethanol / 1 h / 60 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 20 h / 125 °C 4.1: sodium carbonate / 1,4-dioxane / 1 h / 120 °C / Inert atmosphere; Microwave irradiation View Scheme
Multi-step reaction with 4 steps 1.1: thionyl chloride / 1 h / Reflux 1.2: 0.5 h / 20 °C 2.1: hydrogenchloride / water; ethanol; tetrahydrofuran / 1 h / 60 °C 3.1: potassium carbonate / dimethyl sulfoxide / 20 h / 125 °C / Sealed tube 4.1: sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 1 h / 120 °C / Microwave irradiation; Inert atmosphere View Scheme

Yield

Multi-step reaction with 4 steps
1.1: thionyl chloride / 2 h / Reflux
1.2: 0.5 h / 20 °C
2.1: hydrogenchloride; water; iron / tetrahydrofuran; ethanol / 1 h / 60 °C
3.1: potassium carbonate / N,N-dimethyl-formamide / 20 h / 125 °C
4.1: sodium carbonate / 1,4-dioxane / 1 h / 120 °C / Inert atmosphere; Microwave irradiation
View Scheme

Multi-step reaction with 4 steps
1.1: thionyl chloride / 1 h / Reflux
1.2: 0.5 h / 20 °C
2.1: hydrogenchloride / water; ethanol; tetrahydrofuran / 1 h / 60 °C
3.1: potassium carbonate / dimethyl sulfoxide / 20 h / 125 °C / Sealed tube
4.1: sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 1 h / 120 °C / Microwave irradiation; Inert atmosphere
View Scheme

: 37131-89-8
2,4-dichloro-5-pyrimidinecarboxylic acid

: 765-30-0
Cyclopropylamine

: 1192711-37-7
2-chloro-4-(cyclopropylamino)pyrimidine-5-carboxylic acid

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 70℃; for 0.166667h; Microwave irradiation;

2,4-Dichloropyrimidine-5-carboxylic acid Specification

The systematic name of 2,4-Dichloropyrimidine-5-carboxylic acid is 2,4-Dichloropyrimidine-5-carboxylic acid. With the CAS registry number 37131-89-8, it is also named as 2,4-Dichloro-5-pyrimidinecarboxylic acid. The product's category is pyrimidine series. In addition, its molecular formula is C₅H₂Cl₂N₂O₂ and its molecular weight is 192.99.

The other characteristics of 2,4-Dichloropyrimidine-5-carboxylic acid can be summarized as: (1)ACD/LogP: 0.58; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 1; (6)ACD/KOC (pH 7.4): 1; (7)H bond acceptors: 4; (8)H bond donors: 1; (9)Freely Rotating Bonds: 1; (10)Polar Surface Area: 63.08 Å²; (11)Index of Refraction: 1.614; (12)Molar Refractivity: 39.155 cm³; (13)Molar Volume: 112.312 cm³; (14)Polarizability: 15.522×10^-24cm³; (15)Surface Tension: 74.024 dyne/cm; (16)Density: 1.718 g/cm³; (17)Flash Point: 176.592 °C; (18)Melting point: 96-97 °C; (19)Enthalpy of Vaporization: 64.887 kJ/mol; (20)Boiling Point: 368.384 °C at 760 mmHg; (21)Vapour Pressure: 0 mmHg at 25 °C.

People can use the following data to convert to the molecule structure.
(1)SMILES:Clc1nc(Cl)ncc1C(O)=O
(2)InChI:InChI=1/C5H2Cl2N2O2/c6-3-2(4(10)11)1-8-5(7)9-3/h1H,(H,10,11)
(3)InChIKey:IVIHUCXXDVVSBH-UHFFFAOYAS
(4)Std. InChI:InChI=1S/C5H2Cl2N2O2/c6-3-2(4(10)11)1-8-5(7)9-3/h1H,(H,10,11)
(5)Std. InChIKey:IVIHUCXXDVVSBH-UHFFFAOYSA-N

Product Name

2,4-Dichloropyrimidine-5-carboxylic acid

Synthetic route

2,4-Dichloropyrimidine-5-carboxylic acid Specification

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