Home Cart 0 Sign in  

[ CAS No. 144036-19-1 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 144036-19-1
Chemical Structure| 144036-19-1
Structure of 144036-19-1 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 144036-19-1 ]

Related Doc. of [ 144036-19-1 ]

Alternatived Products of [ 144036-19-1 ]

Product Details of [ 144036-19-1 ]

CAS No. :144036-19-1 MDL No. :MFCD05865110
Formula : C13H15ClO3 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W :254.71 Pubchem ID :-
Synonyms :

Safety of [ 144036-19-1 ]

Signal Word: Class:
Precautionary Statements: UN#:
Hazard Statements: Packing Group:

Application In Synthesis of [ 144036-19-1 ]

* 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 [ 144036-19-1 ]

[ 144036-19-1 ] Synthesis Path-Downstream   1~15

  • 1
  • [ 31329-64-3 ]
  • [ 144036-19-1 ]
  • N-(3,5-dimethylisoxazol-4-yl)-3-cyclopentyloxy-4-methoxybenzamide [ No CAS ]
  • 2
  • [ 19798-77-7 ]
  • [ 144036-19-1 ]
  • N-(3-chloropyrid-4-yl)-3-(cyclopentyloxy)-4-methoxybenzamide [ No CAS ]
  • 3
  • [ 20511-15-3 ]
  • [ 144036-19-1 ]
  • N-(4-chloropyrid-3-yl)-3-cyclopentyloxy-4-methoxybenzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
In pyridine; EXAMPLE 9 Compounds BP-CG A stirred solution of 4-chloropyrid-3-ylamine (1.94 g) and 3-cyclopentyloxy-4-methoxybenzoyl chloride (3.85 g) in pyridine (50 ML) is heated at 80°C for 7 hours and then it is allowed to stand ovemight. The reaction mixture is evaporated, to give a brown oil, which is subjected to mplc on silica gel, using diethyl ether as eluent, to give N-(4-chloropyrid-3-yl)-3-cyclopentyloxy-4-methoxybenzamide (3.1 g), m.p. 130-132°C.
  • 4
  • [ 22889-78-7 ]
  • [ 144036-19-1 ]
  • [ 144035-83-6 ]
YieldReaction ConditionsOperation in experiment
EXAMPLE 10 Compounds CH and A <strong>[22889-78-7]4-Amino-3,5-dichloropyridine</strong> (4.0 g) and 3-cyclopentyloxy-4-methoxybenzoyl chloride (6.26 g) are intimately ground together in a mortar with a pestle, and transferred to a round-bottomed flask. The mixture is melted, using a hot air gun external to the flask, stirring with a magnetic stirrer. After 10 minutes, heating is ceased and the melt is allowed to cool. The resulting material is triturated with dichloromethane and the residual solid is filtered off. The filtrate is concentrated to give a fawn solid, which is subjected to flash chromatography on silica gel, eluding with diethyl ether, to give N-(3,5-dichloropyrid-4-yl)-3-cyclopentyloxy-4-methoxybenzamide (1.87 g), m.p. 155-157C. [Elemental analysis: C,56.3; H,4.7; N,7.2; Cl,18.4%; calculated: C,56.7; H,4.76; N,7.35; Cl,18.6%; IR spectrum: 1661 cm-1 3244 cm-1
EXAMPLE 6 Compound AO <strong>[22889-78-7]4-Amino-3,5-dichloropyridine</strong> (4.0 g) and 3-cyclopentyloxy-4-methoxybenzoyl chloride (6.26 g) are intimately ground together in a mortar with a pestle, and transferred to a round-bottomed flask. The mixture is melted, using a hot air gun external to the flask, stirring with a magnetic stirrer. After 10 minutes, heating is ceased and the melt is allowed to cool. The resulting material is triturated with dichloromethane and the residual solid is filtered off. The filtrate is concentrated to give a fawn solid, which is subjected to flash chromatography on silica gel, eluding with diethyl ether, to give N-(3,5-dichloropyrid-4-yl)-3-cyclopentyloxy-4-methoxybenzamide (1.87 g), m.p. 155-157 C. ?Elemental analysis: C,56.3; H,4.7; N,7.2; Cl, 18.4%; calculated: C,56.7; H,4.76; N,7.35; Cl,18.6%; IR spectrum: 1661 cm-1, 3244 cm-1!
EXAMPLE 6 Compound AO <strong>[22889-78-7]4-Amino-3,5-dichloropyridine</strong> (4.0 g) and 3-cyclopentyloxy-4-methoxybenzoyl chloride (6.26 g) are intimately ground together in a mortar with a pestle, and transferred to a round-bottomed flask. The mixture is melted, using a hot air gun external to the flask, stirring with a magnetic stirrer. After 10 minutes, heating is ceased and the melt is allowed to cool. The resulting material is triturated with dichloromethane and the residual solid is filtered off. The filtrate is concentrated to give a fawn solid, which is subjected to flash chromatography on silica gel, eluding with diethyl ether, to give N-(3,5-dichloropyrid-4-yl)-3-cyclopentyloxy-4-methoxybenzamide (1.87 g), m.p. 155-157 C. ?Elemental analysis: C,56.3; H,4.7; N,7.2; Cl,18.4%; calculated: C,56.7; H,4.76; N,7.35; Cl,18.6%; IR spectrum: 1661 cm-1, 3244 cm-1!.
  • 5
  • [ 84539-34-4 ]
  • [ 144036-19-1 ]
  • N-(3,5-dibromopyrid-4-yl)-3-cyclopentyloxy-4-methoxybenzamide [ No CAS ]
  • 6
  • [ 39620-04-7 ]
  • [ 144036-19-1 ]
  • N-(3-chloropyrid-2-yl)-3-cyclopentyloxy-4-methoxybenzamide [ No CAS ]
  • 7
  • [ 41995-30-6 ]
  • [ 144036-19-1 ]
  • 3-Cyclopentyloxy-N-(3,5-dimethyl-pyridin-2-yl)-4-methoxy-benzamide [ No CAS ]
  • 8
  • [ 1682-20-8 ]
  • [ 144036-19-1 ]
  • 3-(cyclopentyloxy)-N-(2,3,5,6-tetrafluoro-4-pyridyl)-4-methoxybenzamide [ No CAS ]
  • 9
  • [ 2693-57-4 ]
  • [ 144036-19-1 ]
  • N-(3-chloro-2,5,6-trifluoropyrid-4-yl)-3-cyclopentyloxy-4-methoxybenzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Heating;
  • 10
  • [ 63234-71-9 ]
  • [ 144036-19-1 ]
  • 3-cyclopentyloxy-4-methoxy-<i>N</i>-pyrrolidin-1-yl-benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
58% With triethylamine In dichloromethane at 60 - 80℃; for 6h;
  • 11
  • [ 42538-31-8 ]
  • [ 144036-19-1 ]
  • [ 672883-82-8 ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In dichloromethane; Step 3: Coupling reaction: The amine (step 1) was coupled with acid chloride (step 2) using triethylamine (257 mg, 2.54 mmol) in dry dichloromethane (10 ml). The crude product was purified by silica gel column chromatography using 2 %methanol in chloroform as eluent to give 140 mg of the product as white solid, mp 172-174 C; IR (KBr) 3327, 3220, 2948, 1690, 1631, 1537, 1508, 1270, 1228, 1139, 1014, 762 cm-1; 1H NMR (300 MHz, CDCl3) delta 1.56-2.04 (m, 11 H), 2.69-2.78 (m, 1 H), 3.37-3.42 (m, 2 H), 3.87 (s, 3 H), 4.40 (quint, J = 5.7 Hz, 1 H), 4.84 (hept, J = 3.6 Hz, 1 H), 5.89 (brs, 1 H), 6.83 (d, J = 8.4 Hz, 1 H), 7.07 (brs, 1H), 7.32 (d, J= 8.4 Hz, 1 H), 7.40 (s, 1 H).
  • 12
  • [ 672883-95-3 ]
  • [ 144036-19-1 ]
  • [ 672883-92-0 ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In dichloromethane; at 20.0℃; for 1.0h; Step 3: Coupling reaction: The acid chloride (step 2) dissolved in dry dichloromethane (5 ml) was added to a well stirred and cooled (0 C) solution of the crude amine (step 1) and triethylamine (137 mg, 1.35 mmol) in dry dichloromethane (5 ml). The mixture was further stirred at room temperature for 1 h. The mixture was diluted with dichloromethane (100 ml) and washed with water (3 x 100 ml), brine (100 ml) and dried (Na2SO4). The crude product obtained after evaporation of the solvent was purified by silica gel column chromatography using 3-4 % methanol in chloroform as eluent to give 50 mg of the product as white solid, mp 161-163 C; IR (KBr) 3307, 2955, 1630, 1504, 1328, 1261, 1224, 1132, 1022, 760 cm-1; 1H NMR (300 MHz, CDCl3) delta 1.55-1.63 (m, 2 H), 1.75-2.14 (m, 8 H), 2.52 (t, J= 6.9 Hz, 2 H), 3.24-3.30 (m, 1 H), 3.64-3.70 (m, 1 H), 3.87 (s, 3 H), 4.43-4.54 (m, 1 H), 4.83 (h, J= 3.6 Hz, 1 H), 5.98 (brs, 1 H), 6.24 (brs, 1 H), 6.84 (d, J = 8.7 Hz, 1 H), 7.21 (d, J= 8.4 Hz, 1 H), 7.38 (s, 1 H).
  • 13
  • [ 20511-15-3 ]
  • [ 144036-19-1 ]
  • AK [ No CAS ]
  • N-(4-chloropyrid-3-yl)-3-cyclopentyloxy-4-methoxybenzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
In pyridine; EXAMPLE 5 Compounds AF, AG, AH, Al, AJ, AK, AL, AM and AN A stirred solution of 4-chloropyrid-3-ylamine (1.94 g) and 3-cyclopentyloxy-4-methoxybenzoyl chloride (3.85 g) in pyridine (50 mL) is heated at 80° C. for 7 hours and then it is allowed to stand overnight. The reaction mixture is evaporated, to give a brown oil, which is subjected to mpic on silica gel, using diethyl ether as eluent, to give N-(4-chloropyrid-3-yl)-3-cyclopentyloxy-4-methoxybenzamide (3.1 g), m.p. 130-132° C.
In pyridine; EXAMPLE 5 Compounds AF, AG, AH, AI, AJ, AK, AL, AM and AN A stirred solution of 4-chloropyrid-3-ylamine (1.94 g) and 3-cyclopentyloxy-4-methoxybenzoyl chloride (3.85 g) in pyridine (50 mL) is heated at 80° C. for 7 hours and then it is allowed to stand overnight. The reaction mixture is evaporated, to give a brown oil, which is subjected to mplc on silica gel, using diethyl ether as eluent, to give N-(4-chloropyrid-3-yl)-3-cyclopentyloxy-4-methoxybenzamide (3.1 g), m.p. 130°-132° C.
  • 14
  • [ 144036-19-1 ]
  • [ 187834-88-4 ]
  • [ 1312793-98-8 ]
YieldReaction ConditionsOperation in experiment
62% With triethylamine; In N,N-dimethyl-formamide; at 0 - 30℃; for 5h; To a cold (0 C) solution of 3-cyclopentyloxy-4-methoxybenzoyl chloride [33] (4 mmol) in dry DMF (5 mL), the t-butyl 4-(hydrazinecarbonyl)-piperidine-1-carboxylate (12) [25] (4 mmol) was added followed by triethylamine (8 mmol). The reaction mixture was stirred for 5 h at 30 C and poured into ice cold water, extracted with ethyl acetate (3 × 50 mL) and the combined organic phase was washed with brine solution and dried over anhydrous sodium sulfate. Ethyl acetate was distilled off and the residue thus obtained was purified by flash column chromatography using ethyl acetate as eluent to afford pure 13. White solid. Yield 62%, m.p. 178-179 C. 1H NMR (CDCl3, 400 MHz): deltaH = 9.22 (1H, s), 9.08 (1H, s), 7.39-7.36 (2H, m), 6.83 (1H, d, J = 8.92 Hz), 4.81-4.76 (1H, m), 4.15-4.12 (2H, m), 3.87 (3H, s), 2.77-2.70 (2H, m), 2.48-2.42 (1H, m), 1.98-1.55 (12H, m), 1.45 (9H, s). 13C NMR (CDCl3, 100 MHz) deltaC = 172.46, 164.64, 154.56, 153.58, 147.67, 123.43, 120.40, 113.47, 110.93, 80.60, 79.67, 56.02, 42.77, 40.96, 32.73, 28.41, 28.33, 24.04. MS (ESI, m/z): 462.1 (M + H)+.
  • 15
  • [ 4597-87-9 ]
  • [ 144036-19-1 ]
  • N-methyl-N-(pyridin-2-yl)-3-cyclopentyloxy-4-methoxybenzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine In dichloromethane at 0 - 20℃; for 3.08333h; Cooling with ice; 4.1.1. General procedure for the synthesis of compounds 7a-l General procedure: Suitable amine (0.5 mmol) and anhydrous triethylamine (1 mmol) were dissolved in dry CH2Cl2 (5 mL). The mixture was cooled on ice and treated dropwise (during 5 min) with a solution of previously prepared alkoxybenzoyl chloride in dry CH2Cl2 (2 mL) at 0 °C. The reaction mixture was stirred at room temperature for 3 h and monitored by TLC. Then, the reaction mixture was concentrated under reduced pressure and the obtained residue was chromatographed using a mixture of petroleum ether and acetone (v/v = 20:1) to give target compounds.
Same Skeleton Products
Historical Records