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[ CAS No. 18496-54-3 ] {[proInfo.proName]}

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Chemical Structure| 18496-54-3
Chemical Structure| 18496-54-3
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Product Details of [ 18496-54-3 ]

CAS No. :18496-54-3 MDL No. :MFCD00798080
Formula : C10H11ClO Boiling Point : No data available
Linear Structure Formula :C6H5(CH2)3COCl InChI Key :VQDQISMDUHBUFF-UHFFFAOYSA-N
M.W : 182.65 Pubchem ID :11789865
Synonyms :

Safety of [ 18496-54-3 ]

Signal Word:Danger Class:8
Precautionary Statements:P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P405-P501 UN#:3265
Hazard Statements:H314 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 18496-54-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 18496-54-3 ]

[ 18496-54-3 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 3321-03-7 ]
  • [ 18496-54-3 ]
  • N-(4-phenylbutanoyl)glycyl-L-phenylalanine [ No CAS ]
  • 2
  • [ 6265-73-2 ]
  • [ 18496-54-3 ]
  • 4-phenyl-butyric acid 2-[(pyridine-3-carbonyl)amino]-ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
89% With pyridine; In dichloromethane; at 0 - 2℃; for 1h; N-(2-Hydroxy-ethyl)-nicotinamide (3.3 g, 20.0 mmol, 1.0 eq.) was dissolved in DCM (100 ml_) and pyridine (20 ml_). The light yellow solution was cooled to 2 0C. A solution of 4- phenylbutanoylchloride (3.65 g of 20 mmol, 1.0 eq.) in DCM (25 ml_) was slowly added. The reaction mixture was stirred for 1 h at 00C. The reaction mixture was evaporated under reduced pressure and the residue was dissolved in water (100 ml_) and ethyl acetate (100 ml_). The layers were separated and the aqueous phase was extracted with ethyl acetate (75 ml_). The combined organic layers were washed with a saturated aqueous solution of NaHCO3 (50 mL) and of brine (50 ml_). The organic layer was dried over Na2SO4, filtrated and evaporated under reduced pressure. The yellow, oily residue was dried at high vacuum at room temperature to give 6.2 g (100 %) of the product as yellow oil. The crude product was purified by flash chromatography over silica gel with ethyl acetate to yield the pure A- phenyl-butyric acid 2-[(pyridine-3-carbonyl)amino]-ethyl ester 5.6 g (89 %) as a light yellow oil. 1H NMR (CDCI3) delta = 1.87-1.95 (m, 2H), 2.29-2.34 (m, 2H), 2.58-2.63 (m, 2H), 3.67-3.72 (m, 2H), 4.25-4.29 (m, 2H), 7.11-7.41 (m, 7H), 8.08-8.12 (m, 1 H), 8.65-8.67 (q, 1 H), 8.99- 9.00 (d, 1 H). 13C NMR (CDCI3) delta = 26.3, 33.4, 35.0, 39.6, 62.9, 123.5, 126.0, 128.4, 128.4, 130.0, 135.2, 141.1 , 148.1 , 152.1 , 165.8, 173.9. MS (ESI) m/z = 313.2 (100) [M+H+]. DC (silica gel/ethyl acetate): RF = 0.32.
  • 3
  • [ 7579-20-6 ]
  • [ 18496-54-3 ]
  • [ 1461601-59-1 ]
YieldReaction ConditionsOperation in experiment
54% With pyridine; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20℃; for 84h; Example 40: 3-l(4-phenylbutanoyl)aminol-4-pyridinecarboxylic acid To a solution of 3-amino-4-pyridinecarboxylic acid (500 mg, 3.62 mmol) in DMF was added DIPEA (1 .3 ml, 7.24 mmol) followed by pyridine (0.293 ml, 3.62 mmol) then 4-phenylbutanoyl chloride (0.596ml, 3.62 mmol). The reaction mixture was stirred at room temperature for 3.5 days. The resulting solid was isolated by filtration then washed with ethyl acetate followed by methanol then dried in vacuo to give the title compound as an off-white solid (555mg, 54percent).1H NMR (400 MHz, DMSO-6) 10.65ppm (1H, brs), 9.36 (1H, 5), 8.41 ppm (1H, d), 7.74ppm (1H, d),7.34-7.l4ppm (5H, m), 2.64ppm (2H, t), 2.4lppm (2H, t), 1.98-1.86ppm (2H, m). LCMS (Method C): Rt = 0.67 mi MH 285.1
  • 4
  • [ 41764-74-3 ]
  • [ 18496-54-3 ]
  • 3,4-dimethoxy-N'-(4-phenylbutanoyl)benzohydrazide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In dichloromethane; at 0℃; for 2h; General procedure: To a cooled solution of the 10a-n (3.0 mmol) in dichloromethane, triethylamine (3.0 mmol) was added at 0 C followed by the addition of the corresponding 12a-c (3.0 mmol). The reaction mixture was stirred at 0 C for 2 h. After the completion of the reaction, water was added and the reaction mixture was extracted using ethyl acetate. The organic layer was washed with 10% sodium bicarbonate solution and finally with brine solution. It was dried over anhydrous sodium sulfate and evaporated under vacuum. The products 13a-q was purified by column chromatography.
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