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Name	N-(5-Amino-2-methylphenyl)-4-(3-pyridyl)-2-pyrimidineamine	EINECS	1806241-263-5
CAS No.	152460-10-1	Density	1.266 g/cm³
PSA	76.72000	LogP	3.82700
Solubility	N/A	Melting Point	133-135 °C
Formula	C₁₆H₁₅N₅	Boiling Point	537.325 °C at 760 mmHg
Molecular Weight	277.329	Flash Point	278.765 °C
Transport Information	N/A	Appearance	yellow solid
Safety		Risk Codes	R36/37/38; R22
Molecular Structure		Hazard Symbols	Xn,Xi
Synonyms	4-Methyl-3-[4-(3-pyridyl)pyrimidin-2-ylamino]aniline;4-Methyl-N'-[4-(pyridin-3-yl)pyrimidin-2-yl]benzene-1,3-diamine;	Article Data	69

N-(5-Amino-2-methylphenyl)-4-(3-pyridyl)-2-pyrimidineamine Synthetic route

: 152460-09-8
N-(5-nitro-2-methylphenyl)-4-(3-pyridinyl)-2-pyrimidineamine

: 152460-10-1
6-methyl-1-N-(4-(pyridin-3-yl)pyrimidin-2-yl)benzene-1,3-diamine

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In ethyl acetate for 3h;	100%
With palladium on activated charcoal; hydrogen In ethyl acetate at 20℃; for 3h; Inert atmosphere;	100%
With hydrazine hydrate In N,N-dimethyl-formamide at 100℃; for 3h; Green chemistry;	100%

: 152459-95-5
imatinib

: 152460-10-1
6-methyl-1-N-(4-(pyridin-3-yl)pyrimidin-2-yl)benzene-1,3-diamine

Conditions

Conditions	Yield
With hydrogenchloride; acetic acid at 20℃; Reflux;	97%

: tert-butyl (4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)phenyl)carbamate

: 152460-10-1
6-methyl-1-N-(4-(pyridin-3-yl)pyrimidin-2-yl)benzene-1,3-diamine

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane for 8h;	95%

: 55314-16-4, 75415-01-9, 123367-26-0
(E)-3-(dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one

: 581076-64-4
(2-methyl-5-aminophenyl)guanidine

: 152460-10-1
6-methyl-1-N-(4-(pyridin-3-yl)pyrimidin-2-yl)benzene-1,3-diamine

Conditions

Conditions	Yield
In butan-1-ol at 70℃;	92%

: 7745-93-9
2-bromo-4-nitrotoluene

: 66521-66-2
4-pyridin-3-ylpyrimidin-2-ylamine

: 152460-10-1
6-methyl-1-N-(4-(pyridin-3-yl)pyrimidin-2-yl)benzene-1,3-diamine

Conditions

Conditions	Yield
Stage #1: 2-bromo-4-nitrotoluene; 4-pyridin-3-ylpyrimidin-2-ylamine With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 100℃; for 24h; Buchwald-Hartwig Coupling; Inert atmosphere; Stage #2: With potassium tert-butylate; bis(pinacol)diborane In 1,4-dioxane; isopropyl alcohol at 110℃; for 4h; Inert atmosphere; chemoselective reaction;	83%

Yield

Stage #1: 2-bromo-4-nitrotoluene; 4-pyridin-3-ylpyrimidin-2-ylamine With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 100℃; for 24h; Buchwald-Hartwig Coupling; Inert atmosphere;
Stage #2: With potassium tert-butylate; bis(pinacol)diborane In 1,4-dioxane; isopropyl alcohol at 110℃; for 4h; Inert atmosphere; chemoselective reaction;

83%

: 7803-57-8
hydrazine hydrate

: 152460-09-8
N-(5-nitro-2-methylphenyl)-4-(3-pyridinyl)-2-pyrimidineamine

: 152460-10-1
6-methyl-1-N-(4-(pyridin-3-yl)pyrimidin-2-yl)benzene-1,3-diamine

Conditions

Conditions	Yield
With iron(III) chloride; pyrographite In water at 80℃; for 6 - 8h;	80%

: (S)-3-allyl-1-benzoyl-4-(4-methoxybenzyl)-3-methylpiperazin-2-one

: 152460-10-1
6-methyl-1-N-(4-(pyridin-3-yl)pyrimidin-2-yl)benzene-1,3-diamine

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water at 20℃; for 1.5h;	75%

: 641569-94-0
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

: 152460-10-1
6-methyl-1-N-(4-(pyridin-3-yl)pyrimidin-2-yl)benzene-1,3-diamine

Conditions

Conditions	Yield
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With diphenyl phosphoryl azide; triethylamine In toluene at 100℃; for 12h; Curtius Rearrangement; Stage #2: With hydrogenchloride In water; toluene at 100℃;	60%
Multi-step reaction with 2 steps 1: diphenyl phosphoryl azide; triethylamine / toluene / 12 h / 100 °C 2: trifluoroacetic acid / dichloromethane / 8 h View Scheme

SnCl2.2H2O: SnCl2.2H2O

: 152460-09-8
N-(5-nitro-2-methylphenyl)-4-(3-pyridinyl)-2-pyrimidineamine

: 152460-10-1
6-methyl-1-N-(4-(pyridin-3-yl)pyrimidin-2-yl)benzene-1,3-diamine

Conditions

Conditions	Yield
In hydrogenchloride	46%

: 350-03-8
methyl-3-pyridylketone

: 152460-10-1
6-methyl-1-N-(4-(pyridin-3-yl)pyrimidin-2-yl)benzene-1,3-diamine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ethanol / Heating 2: NaOH / propan-2-ol / 24 h / Heating 3: 8.9 g / SnCl2; aq. HCl / 0.5 h View Scheme
Multi-step reaction with 2 steps 1: 92 percent / xylene / 140 °C 2: 92 percent / butan-1-ol / 70 °C View Scheme
Multi-step reaction with 3 steps 2: 41.3 percent / sodium hydroxide / propan-2-ol / 8 h / Heating 3: 60.9 percent / H2 / palladium on charcoal / tetrahydrofuran / 21 h / 750.06 Torr / Ambient temperature View Scheme

N-(5-Amino-2-methylphenyl)-4-(3-pyridyl)-2-pyrimidineamine Specification

The N-(5-Amino-2-methylphenyl)-4-(3-pyridyl)-2-pyrimidineamine, with the CAS registry number 152460-10-1,is also known as Oleylamine, ethoxylated. It belongs to the product categories of Aromatics Compounds;Aromatics;Bases & Related Reagents;Inhibitors;Nucleotides. This chemical's molecular formula is C16H15N5 and molecular weight is 277.3237. What's more,Its systematic name is N-(5-Amino-2-methylphenyl)-4-(3-pyridyl)-2-pyrimidineamine. It is a yellow solid which is a selective inhibitor of protein kinase c

Physical properties about N-(5-Amino-2-methylphenyl)-4-(3-pyridyl)-2-pyrimidineamine are:
(1)ACD/LogP:1.68±0.46; (2)# of Rule of 5 Violations:0; (3)ACD/LogD (pH 5.5):1.63; (4)ACD/LogD (pH 7.4):1.68; (5)ACD/BCF (pH 5.5):9.82; (6)ACD/BCF (pH 7.4):11.11; (7)ACD/KOC (pH 5.5): 172.25; (8)ACD/KOC (pH 7.4): 194.96; (9)#H bond acceptors:5; (10)#H bond donors:3; (11)#Freely Rotating Bonds:3; (12)Index of Refraction:1.688; (13)Molar Refractivity:83.6±0.3 cm3; (14)Molar Volume:219.0±3.0 cm3; (15)Polarizability:33.1±0.5 10-24cm3; (16)Surface Tension:64.2±3.0 dyne/cm; (17)Density:1.3±0.1 g/cm3; (18)Flash Point:278.8±32.9 °C; (19)Enthalpy of Vaporization:81.4±3.0 kJ/mol; (20)Boiling Point:537.3±60.0 °C at 760 mmHg; (21)Vapour Pressure:0.0±1.4 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:Cc1ccc(cc1Nc2nccc(n2)c3cccnc3)N;
(2)Std. InChI:InChI=1S/C16H15N5/c1-11-4-5-13(17)9-15(11)21-16-19-8-6-14(20-16)12-3-2-7-18-10-12/h2-10H,17H2,1H3,(H,19,20,21);
(3)Std. InChIKey:QGAIPGVQJVGBIA-UHFFFAOYSA-N.

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