4-Pyrimidinamine, 5-chloro- (9CI)
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4-Pyrimidinamine, 5-chloro- (9CI)
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CAS No:
101257-82-3
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Formula:
C4H4ClN3
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Chemical Name:
4-Pyrimidinamine, 5-chloro- (9CI)
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Synonyms:
4-Pyrimidinamine, 5-chloro- (9CI);4-Amino-5-chloropyrimidine;5-Chloro-pyrimidin-4-ylamine;5-chloropyriMidin-4-aMine;4-PyriMidinaMine, 5-chloro-;5-Chloro-4-pyrimidinamine;Pyrimidine, 4-amino-5-chloro-
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CAS No:
Characteristics
51.8
0.5
1.437±0.06 g/cm3(Predicted)
192-194℃
253.8±20.0 °C(Predicted)
107.3±21.8 °C
1.618
4-Pyrimidinamine, 5-chloro- (9CI) Use and Manufacturing
i-Chloro-N, N, 2-trimethylprop-i -en-i-amine (500 hI, 3.8 mmol) was added to a solution of trans-4-({[4-(phenoxycarbonyl)-i H-im idazol-5-yl]carbonyl}am ino)cyclohexanecarboxylic acid(672 mg, 1.88 mmol) in dichloromethane (45 ml) and the mixture was stirred at room temperature for 1.5 h. Pyridine (460 hI, 5.6 mmol) and AB. (5-Chloro-pyrimidin-4-yl)-[4-(3-chloro-propoxy)-3-methyl-pyridin-2-ylmethyl]-amine The compound is obtained analogously to Example K starting with 1, 3-propanediol and 4-chloro-2, 3-dimethyl-pyridine-N-oxide and reaction of L. [4-(3-Chloropropylsulfanyl)-3-methylpyridin-2-ylmethyl]-(5-chloropyrimidin-4-yl)amine A solution of 2.7 g (20.85 mmol) of 4-amino-5-chloropyrimidine in 20 ml of dimethylformamide is added dropwise to a suspension of 0.75 g (18.25 mmol) of sodium hydride (60% strength in paraffin) in 5 ml of dimethylformamide. The mixture is stirred at room temperature for 20 minutes. A solution of 5 g (17.38 mmol) of 2-chloromethyl-4-(3-chloropropylsulfanyl)-3-methylpyridine in 5 ml of dimethylformamide is then added dropwise in the course of 30 minutes and the mixture is then stirred at room temperature for 4 hours. It is concentrated in a high vacuum and the residue is taken up in 150 ml of water and 100 ml of dichloromethane with vigorous stirring. The aqueous phase is extracted with 3*50 ml of dichloromethane. The organic extracts are dried over magnesium sulfate and concentrated. The residue is purified by chromatography on silica gel (eluent: toluene/ethyl acetate/methanol/conc. ammonia=6/3.5/0.5/0.05). The elude is concentrated and the residue is then digested with diethyl ether. After filtration and drying of the precipitate, 2.8 g (47%) of the title compound are obtained as a colorless solid, which is used without further purification.55. 2-({3-Chloro-2-[(5-chloro-pyrimidin-4-ylamino)-methyl]-pyridin-4-yl}-methyl-amino)-ethanol The compound is obtained analogously to from 2-[(3-chloro-2-chloromethyl-pyridin-4-yl)-methyl-amino]-ethanol (4.7 g, 20 mmol) and 59. (5-Chloro-pyrimidin-4-yl)-[4-(furan-2-ylmethylsulfanyl)-3-methyl-pyridin-2-ylmethyl]-amine The compound is obtained analogously to Example 40 from AA. [4-(2-Chloro-ethoxy)-3-methyl-pyridin-2-ylmethyl]-(5-chloro-pyrimidin-4-yl)-amine The compound is obtained analogously to Example K starting with ethylenglycol and 4-chloro-2, 3-dimethyl-pyridine-N-oxide and reaction of
Computed Properties
Molecular Weight:129.55
XLogP3:0.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:129.0093748
Monoisotopic Mass:129.0093748
Topological Polar Surface Area:51.8
Heavy Atom Count:8
Complexity:77.7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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4-Pyrimidinamine, 5-chloro- (9CI)
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