6-(2-Chloro-4-thiazol-5-yl-phenyl)-8-ethyl-2-[4-(4-Methyl-piperazin-1-yl)-phenylaMino]-8H-pyrido[2,3-d]pyriMidin-7-one
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6-(2-Chloro-4-thiazol-5-yl-phenyl)-8-ethyl-2-[4-(4-Methyl-piperazin-1-yl)-phenylaMino]-8H-pyrido[2,3-d]pyriMidin-7-one
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CAS No:
1286739-19-2
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Formula:
C29H28ClN7OS
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Chemical Name:
6-(2-Chloro-4-thiazol-5-yl-phenyl)-8-ethyl-2-[4-(4-Methyl-piperazin-1-yl)-phenylaMino]-8H-pyrido[2,3-d]pyriMidin-7-one
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Synonyms:
6-(2-Chloro-4-thiazol-5-yl-phenyl)-8-ethyl-2-[4-(4-Methyl-piperazin-1-yl)-phenylaMino]-8H-pyrido[2,3-d]pyriMidin-7-one;FRAX597;Pyrido[2,3-d]pyriMidin-7(8H)-one, 6-[2-chloro-4-(5-thiazolyl)phenyl]-8-ethyl-2-[[4-(4-Methyl-1-piperazinyl)phenyl]aMino]-;6-(2-chloro-4-(thiazol-5-yl)phenyl)-8-ethyl-2-(4-(4-methylpiperazin-1-yl)phenylamino)pyrido[2,3-d]pyrimidin-7(8H)-one;FRAX597, >=98%;6-[2-Chloro-4-(5-thiazolyl)phenyl]-8-ethyl-2-[[4-(4-methyl-1-piperazinyl)phenyl]amino]pyrido[2,3-d]pyrimidin-7(8H)-one
- Categories:
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CAS No:
6-(2-Chloro-4-thiazol-5-yl-phenyl)-8-ethyl-2-[4-(4-Methyl-piperazin-1-yl)-phenylaMino]-8H-pyrido[2,3-d]pyriMidin-7-one Basic Attributes
558.09692
557.176
-0
6-(2-Chloro-4-thiazol-5-yl-phenyl)-8-ethyl-2-[4-(4-Methyl-piperazin-1-yl)-phenylaMino]-8H-pyrido[2,3-d]pyriMidin-7-one Use and Manufacturing
General procedure: 6-(4-Bromo-2-chlorophenyl)-8-ethyl-2-(4-(4-methylpiperazin- 1 - yl)phenylamino)pyrido[2, 3-d]pyrimidin-7(8H)-one (12, 194 mg, 0.35 mmol), 5-methyl-2- (tributylstannyl)-thiazole (171 mg, 0.44 mmol), Pd(PPh3)4 (50 mg) and toluene (15 mL) were placed in a microwave tube and flushed with argon. The reaction was heated by microwave at 140 C for 1.5 h. The reaction mixture was evaporated and the solid was extracted with chloroform (100 mL). The solids were removed and the filtrate was evaporated and purified by silica gel chromatography (CHCb/5% MeOH) to afford the compound 46 (17mg, 8%) as yellow solid. LCMS m/z 572 (M+H)+; Rt 1.74min; ' NMR (400 MHz, CDC13) delta ppm 8.56 (s, 1H), 8.04 (s, 1 H), 7.81 - 7.83 (d, 1 H), 7.54 - 7.61 (m, 4H), 7.46 - 7.48 (d, 1 H), 7.32 - 7.37 (s, 1 H), 6.97-7.00 (d, 2H), 4.48-4.54 (q, 2H), 3.24 - 3.26 (m, 4H), 2.63 - 2.65 (m, 4H), 2.54 (s, 3H), 2.40 (s, 3H), 1.38 - 1.42 (t, 3H).
Computed Properties
Molecular Weight:558.1
XLogP3:5.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:6
Exact Mass:557.1764574
Monoisotopic Mass:557.1764574
Topological Polar Surface Area:106
Heavy Atom Count:39
Complexity:878
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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6-(2-Chloro-4-thiazol-5-yl-phenyl)-8-ethyl-2-[4-(4-Methyl-piperazin-1-yl)-phenylaMino]-8H-pyrido[2,3-d]pyriMidin-7-one
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