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66521-66-2

66521-66-2 Structure

66521-66-2 Structure
IdentificationBack Directory
[Name]

4-(3-Pyridinyl)-2-aminopyrimidine
[CAS]

66521-66-2
[Synonyms]

BUTTPARK 41\09-83
)-2-pyrimidine amine
Nilotinib 3-Pyridinyl Impurity
4-(3-Pyridyl)-2-pyrimidinamine
4-(3-Pyridyl)-2-pyrimidineamine
2-Amino-4-(3-pyridyl)pyrimidine
4-(3-PYRIDINYL)-2-PYRIMIDINAMINE
4-(3-Pyridinyl)-2-aminopyrimidine
4-(PYRIDIN-3-YL)PYRIMIDIN-2-AMINE
2-PyriMidinaMine,4-(3-pyridinyl)-
2-amino-4-(3-pyridinyl)-pyrimidine
4-Pyridin-3-yl-pyriMidin-2-ylaMine
4-(3-piridinyl)-2-pirimidine amine
4-(3-PYRIDINYL)-2-PYRIMIDINE AMINE
4-(3-PYRIDINYL)-2-PYRIMIDINYLAMINE
4-(3-Pyridinyl)-2-pyrimidine amine ,97%
4-(3-Pyridinyl)-2-aminopyrimidine ISO 9001:2015 REACH
4-(3-Pyridinyl)-2-pyrimidine amine, 97%, reagent grade
[EINECS(EC#)]

1312995-182-4
[Molecular Formula]

C9H8N4
[MDL Number]

MFCD01317832
[MOL File]

66521-66-2.mol
[Molecular Weight]

172.19
Chemical PropertiesBack Directory
[Melting point ]

189-191 °C
[Boiling point ]

439.9±37.0 °C(Predicted)
[density ]

1.259±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,2-8°C
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

2.76±0.10(Predicted)
[color ]

Off-White to Pale Yellow
[InChI]

InChI=1S/C9H8N4/c10-9-12-5-3-8(13-9)7-2-1-4-11-6-7/h1-6H,(H2,10,12,13)
[InChIKey]

LQHQKYWYKPLKCH-UHFFFAOYSA-N
[SMILES]

C1(N)=NC=CC(C2=CC=CN=C2)=N1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
[Hazard Codes ]

T
[Risk Statements ]

25-20/21/22
[Safety Statements ]

45-36/37
[WGK Germany ]

WGK 3
[HS Code ]

29339900
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Oral
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Guanidine carbonate-->2-Amino-4-chloropyrimidine-->Guanidine nitrate-->4-(3-Pyridyl)-2-chloropyrimidine-->1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one
[Preparation Products]

4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid methyl ester-->Imatinib
Hazard InformationBack Directory
[Chemical Properties]

Light yellow solid
[Uses]

4-(3-Pyridinyl)-2-pyrimidinamine(66521-66-2) serves as an intermediate compound during the synthesis of Nilotinib. Nilotinib is a selective tyrosine kinase receptor inhibitor used in the therapy of chronic myelogenous leukemia.
[Synthesis]

3-(Dimethylamino)-1-(pyridine-3-yl) prop-2-en-1-one (15.4 g, 0.088 mol), guanidine nitrate (10.7 g, 0.088 mol), and sodium hydroxide (3.5 g, 0.088 mol) were dissolved in n-butanol (120 mL). The mixture was heated to reflux with stirring and maintained for 16 hours. The reaction mixture was then cooled to room temperature. The solid was collected and washed with water (400 mL). The desired product was dried under vacuum for three days, and 12.7 g of yellow crystals of 4-(Pyridin-3-yl)pyrimidin-2-amine was obtained (yield: 85 %).
[References]

[1] Organic Process Research and Development, 2008, vol. 12, # 3, p. 490 - 495
[2] Patent: US9095622, 2015, B2. Location in patent: Page/Page column 31
[3] Chemical Communications, 2010, vol. 46, # 14, p. 2450 - 2452
[4] Synlett, 2016, vol. 27, # 15, p. 2233 - 2236
[5] European Journal of Medicinal Chemistry, 2017, vol. 128, p. 1 - 12
Spectrum DetailBack Directory
[Spectrum Detail]

4-(Pyridin-3-yl)pyrimidin-2-amine(66521-66-2)1HNMR
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