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N-(2-chloropyriMidin-4-yl)-N,2,3-triMethyl-2H-indazol-6-aMine

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N-(2-chloropyriMidin-4-yl)-N,2,3-triMethyl-2H-indazol-6-aMine manufacturers

N-(2-chloropyriMidin-4-yl)-N,2,3-triMethyl-2H-indazol-6-aMine Basic information
Product Name:N-(2-chloropyriMidin-4-yl)-N,2,3-triMethyl-2H-indazol-6-aMine
Synonyms:2,3-dimethyl-N-(2-chloropyrimidin-4-yl)-N-methyl-2H-indazol-6-amine;BNKY007-PZ02;2H-indazole-6-aMine,N-(2-chloro -4-pyrimidinyl)-N,2,3-trimethyl-;Pazopanib Impurity 22;N-(2-chloropyrimidin-4-yl)-N,2,3-trimethylindazol-6-amine;N-(2-chloropyriMidin-4-yl)-N,2,3-triMethyl-2H-indazol-6-aMine;2H-Indazol-6-aMine, N-(2-chloro-4-pyriMidinyl)-N,2,3-triMethyl-;6-[N-(2-chloro-4-pyriMidinyl)MethylaMino]-2,3-diMethyl-2H-indazole, 96%
CAS:444731-75-3
MF:C14H14ClN5
MW:287.75
EINECS:810-050-2
Product Categories:
Mol File:444731-75-3.mol
N-(2-chloropyriMidin-4-yl)-N,2,3-triMethyl-2H-indazol-6-aMine Structure
N-(2-chloropyriMidin-4-yl)-N,2,3-triMethyl-2H-indazol-6-aMine Chemical Properties
Melting point 167-173℃
Boiling point 524.4±35.0 °C(Predicted)
density 1.33±0.1 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Very Slightly)
pka2.82±0.30(Predicted)
AppearanceOff-white to light yellow Solid
Stability:Hygroscopic
InChIInChI=1S/C14H14ClN5/c1-9-11-5-4-10(8-12(11)18-20(9)3)19(2)13-6-7-16-14(15)17-13/h4-8H,1-3H3
InChIKeyDVGMRZQSSNNTFY-UHFFFAOYSA-N
SMILESN1=C2C(C=CC(N(C3C=CN=C(Cl)N=3)C)=C2)=C(C)N1C
CAS DataBase Reference444731-75-3
Safety Information
MSDS Information
N-(2-chloropyriMidin-4-yl)-N,2,3-triMethyl-2H-indazol-6-aMine Usage And Synthesis
Chemical PropertiesLight Beige to Beige Solid
UsesN-(2-Chloro-4-pyrimidinyl)-N,2,3-trimethyl-2H-indazol-6-amine is an impurity of Pazopanib (P210925), an oral angiogenesis inhibitor targeting VEGFR and PDGFR.
SynthesisA flask was charged with N,2,3-trimethyl-2H-indazol-6-amine (1 eq.), 2,4-dichloropyrimidine (1.5 eq.), sodium bicarbonate (2 eq.) and N, N-dimethylformamide. The reaction mixture was stirred at 85 °C until completion of the reaction. Then, water was added and stirred for 3 h. Product crystals were collected by filtration, washed with water, and then dried to get N-(2-chloropyriMidin-4-yl)-N,2,3-triMethyl-2H-indazol-6-aMine as off-white/beige powder (Yield: 97%).
N-(2-chloropyriMidin-4-yl)-N,2,3-triMethyl-2H-indazol-6-aMine
References[1] Patent: WO2003/106416, 2003, A2. Location in patent: Page 45-46
[2] Patent: US2015/329526, 2015, A1. Location in patent: Paragraph 0039
[3] Patent: US2008/293691, 2008, A1. Location in patent: Page/Page column 10
[4] Patent: WO2007/143483, 2007, A2. Location in patent: Page/Page column 33
[5] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 4, p. 1108 - 1110
N-(2-chloropyriMidin-4-yl)-N,2,3-triMethyl-2H-indazol-6-aMine Preparation Products And Raw materials
Raw materials2H-Indazol-6-amine, N,2,3-trimethyl--->Dimethyl carbonate-->Dimethyl sulfate-->N,N-Dimethylformamide-->Cesium carbonate-->N-(2-Chloropyrimidin-4-YL)-2,3-dimethyl-2H-indazol-6-amine-->2,4-Dichloropyrimidine-->Iodomethane
Tag:N-(2-chloropyriMidin-4-yl)-N,2,3-triMethyl-2H-indazol-6-aMine(444731-75-3) Related Product Information
1,3-DiMethyl-6-aMino-1H-indazole 4(1H)-Pyrimidinone, 2-chloro- (9CI) 5-[[4-[(2,3-DiMethyl-2H-indazol-6-yl)aMino]-2-pyriMidinyl]aMino]-2-MethylbenzenesulfonaMide 2(1H)-Pyrimidinone, 4-chloro- (6CI,9CI) 5-Bromo-3-methylindole Pazopanib Related Compound 2 1,3-Dimethyl-6-nitro-1H-indazole Pazopanib Related Compound 3 3-Methyl-6-nitro-2H-indazole 4-Acetoxy-3-acetoxymethylacetophenone (6a,11b,16a,17a)-6,9-Difluoro-11,17-dihydroxy-16-methyl-3-oxoandrosta-1,4-diene-17-carboxylic acid (4R,12aS)-7-Methoxy-4-Methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-[1,3]oxazino[3,2-d]pyrido[1,2-a]pyrazine-9-carboxylic acid N-(2-Chloropyrimidin-4-YL)-2,3-dimethyl-2H-indazol-6-amine Pazopanib-d6 2,3-dimethyl-2H-indazol-6-amine hydrochloride Pazopanib Impurity 9 Pazopanib Pazopanib Impurity 10