N-[3-Amino-4-(methylamino)benzoyl]-N-2-pyridinyl-β-alanine ethyl ester
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![N-[3-Amino-4-(methylamino)benzoyl]-N-2-pyridinyl-β-alanine ethyl ester structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220812/1373bdaa56984dcbb8ab56ee7fc19b9b.png "N-[3-Amino-4-(methylamino)benzoyl]-N-2-pyridinyl-β-alanine ethyl ester")
N-[3-Amino-4-(methylamino)benzoyl]-N-2-pyridinyl-β-alanine ethyl ester
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CAS No:
212322-56-0
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Formula:
C18H22N4O3
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Chemical Name:
N-[3-Amino-4-(methylamino)benzoyl]-N-2-pyridinyl-β-alanine ethyl ester
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Synonyms:
β-Alanine,N-[3-amino-4-(methylamino)benzoyl]-N-2-pyridinyl-,ethyl ester;N-[3-Amino-4-(methylamino)benzoyl]-N-2-pyridinyl-β-alanine ethyl ester;Ethyl 3-[(3-amino-4-methylaminobenzoyl)-(pyridin-2-yl)-amino]propanoate;Ethyl 3-[3-amino-4-(methylamino)-N-(pyridin-2-yl)benzoylamino]propanoate;Ethyl 3-[[3-amino-4-(methylamino)benzoyl](pyridin-2-yl)amino]propionate;3-[(3-Amino-4-methylamino-benzoyl)-pyridin-2-yl-amino]-propionic acid ethyl ester
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CAS No:
N-[3-Amino-4-(methylamino)benzoyl]-N-2-pyridinyl-β-alanine ethyl ester Basic Attributes
342.39228
342.39
1806241-263-5
DTXSID70475140
2933399090
N-[3-Amino-4-(methylamino)benzoyl]-N-2-pyridinyl-β-alanine ethyl ester Use and Manufacturing
Preparation of intermediate VI: In a hydrogenation reaction flask, 43 g of ethyl 3- (4- (methylamino) -3-nitro-N- (pyridin-2-yl) benzamido) propanoateAnd 4.7 g of Raney nickel in 500 mL of tetrahydrofuran, Nitrogen replacement 3 times, and then into the hydrogen, stirring, heating to 60 ° C reaction, TLC monitoring reaction; the reaction was completed, suction filtration, washing the filter cake with a small amount of tetrahydrofuran; the filter cake was recovered and applied; the filtrate was dried over anhydrous sodium sulfate, filtered with suction and concentrated to dryness under reduced pressure to give 38.3g Intermediate VI (6), yield 96percentVariant B:; Pd/C 10percent 25 g (0.07 mol) 4-methylamino-3-nitrobenzoic acid-N-(2-pyridyl)-N-(2- ethoxycarbonylethyl)-amide, 2.5 g 10percent palladium on charcoal catalyst and 83 ml of ethyl acetate are placed in a hydrogenating autoclave. The mixture is hydrogenated under a Variant B: Pd/C 10percent; 25 g (0.07 mol) 4-methylamino-3-nitrobenzoic acid-N-(2-pyridyl)-N-(2- ethoxycarbonylethyl)-amide, 2.5 g 10percent palladium on charcoal catalyst and 83 ml of ethyl acetate are placed in a hydrogenating autoclave. The mixture is hydrogenated under a hydrogen atmosphere of 3-4 bar at 50Weigh 3 - [(4-amino-3-nitrobenzoyl) (pyridin-2-yl) amino] propanoate (1) 10g, was added a mixed solvent of ethanol and water, 200ml, was heated to 50 , was added at once 21.3 g of sodium dithionite, reaction was continued for 1h, after completion of the reaction ethanol was distilled off, and the aqueous layer was extracted three times with methylene chloride, then washed with saturated brine, and evaporated to dryness to give the desired product as a red oil 8.2g yield 89.1percent.
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Computed Properties
Molecular Weight:342.4
XLogP3:1.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:8
Exact Mass:342.16919058
Monoisotopic Mass:342.16919058
Topological Polar Surface Area:97.6
Heavy Atom Count:25
Complexity:446
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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N-[3-Amino-4-(methylamino)benzoyl]-N-2-pyridinyl-β-alanine ethyl ester
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