[ CAS No. 937268-26-3 ] {[proInfo.proName]}

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Quality Control of [ 937268-26-3 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 937268-26-3 ]

Product Details of [ 937268-26-3 ]

CAS No. :	937268-26-3	MDL No. :	MFCD18426523
Formula :	C₂₀H₁₉NO₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	337.37	Pubchem ID :	-
Synonyms :

Safety of [ 937268-26-3 ]

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Precautionary Statements:		UN#:
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Application In Synthesis of [ 937268-26-3 ]

* 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 [ 937268-26-3 ]

[ 937268-26-3 ] Synthesis Path-Downstream 1~38

1
[ 937268-26-3 ]
1-(4-methoxybenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
92%	With water; sodium hydroxide; at 100℃; for 2.0h;	A suspension of <strong>[937268-26-3]ethyl 1-(4-methoxybenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate</strong> (500 mg, 1.48 mmol) in 2 M NaOH (aq) (10 mL, 20 mmol) was stirred at100 C for 2 h. After cooling to room temperature the reaction mixture was dilutedwith water (10 mL) and acidified by dropwise addition of conc. HC1. The resulting white precipitate was collected by filtration and dried under vacuum to give the title product (420 mg, 92%) as a pale pink powder.FIRMS m/z (ESj 332.0883, calculated for C,8H,5NO4Na 332.0899; ?H NIVIR (500 IVIHz, DMSO) 15.18 (s, 1H, OH), 9.26 (s, 1H, aromatic), 8.39 (d, J = 7.9, 1H,aromatic), 7.95 (d, J= 8.6, 1H, aromatic), 7.88 (dd, J= 11.4, 4.2, 1H, aromatic), 7.63(t, J = 7.5, 1H, aromatic), 7.27 (d, J = 8.5, 2H, aromatic), 6.91 (d, J = 8.6, 2H,aromatic), 5.78 (s, 2H, Bn-CH2), 3.71 (s, 3H, O-CH3); ?3C NIVIR (126 IVIHz, DMSO)177.90 (CO), 166.02 (CO), 159.02 (aromatic), 149.84 (aromatic), 139.44 (aromatic),134.12 (aromatic), 128.40 (aromatic), 127.88 (aromatic), 127.00 (aromatic), 126.36(aromatic), 125.89 (aromatic), 125.70 (aromatic), 118.72 (aromatic), 114.31 (aromatic), 113.42 (aromatic), 107.77 (aromatic), 55.96 (Bn-CH2), 55.08 (O-CH3).

Reference： [1]European Journal of Medicinal Chemistry,2018,vol. 150,p. 292 - 306
[2]Patent: WO2015/189560,2015,A1 .Location in patent: Page/Page column 115; 116
[3]Tetrahedron,2010,vol. 66,p. 4370 - 4376
[4]Bioorganic and Medicinal Chemistry Letters,2010,vol. 20,p. 531 - 536

2
[ 2746-25-0 ]
[ 52980-28-6 ]
[ 937268-26-3 ]

Reference： [1]European Journal of Medicinal Chemistry,2018,vol. 150,p. 292 - 306
[2]Tetrahedron,2010,vol. 66,p. 4370 - 4376

3
[ 1071-46-1 ]
[ 937268-26-3 ]

Reference： [1]Journal of Heterocyclic Chemistry,2011,vol. 48,p. 620 - 625

4
[ 1479-24-9 ]
[ 937268-26-3 ]

Reference： [1]Journal of Heterocyclic Chemistry,2011,vol. 48,p. 620 - 625

5
[ 2393-23-9 ]
ethyl 3-(dimethylamino)-2-(2-fluorobenzoyl)-2-propenoate [ No CAS ]
[ 937268-26-3 ]

Reference： [1]Journal of Heterocyclic Chemistry,2011,vol. 48,p. 620 - 625

6
[ 393-52-2 ]
[ 937268-26-3 ]

Reference： [1]Journal of Heterocyclic Chemistry,2011,vol. 48,p. 620 - 625

7
[ 52980-28-6 ]
[ 824-94-2 ]
[ 937268-26-3 ]

Yield	Reaction Conditions	Operation in experiment
62%	With potassium carbonate; In N,N-dimethyl-formamide; at 40 - 80℃; for 18.0h;	To a suspension of ethyl-4-oxo-1,4-dihydroquinoline-3-carboxylate (lg, 4.60 mmol) and K2C03 (1.20 g, 8.60 mmol) in DMF (7 mL) at 40 C was added 4-methoxybenzyl chloride (2.28 mL, 16.75 mmol) dropwise. The reaction mixture was stirred at 80 C for 18 h. Solvent was removed under reduced pressure and the product purified by flash chromatography using a gradient of 0-20% MeOH in EtOAc to give the titleproduct (960 mg, 62%) as a white powder.HRIVIS m/z (El) 337.13145, calculated for C2oH,9NO4 337.13086; ?H NIVIR (500IVIHz, CDC13) 8.68 (s, 1H, aromatic), 8.51 (dd, J = 8.2, 1.6, 1H, aromatic), 7.56(ddd, J= 8.7, 7.2, 1.6, 1H, aromatic), 7.43 - 7.37 (m, 2H, aromatic), 7.28 (d, J= 8.5,1H, aromatic), 7.10 (d, J = 8.7, 1H, aromatic), 6.85 (dd, J = 8.7, 3.5, 2H, aromatic),5.37 (s, 2H, Bn-CH2), 4.39 (q, J= 7.1, 2H, CH2CH3), 3.75 (s, 3H, O-CH3), 1.40 (t, J7.1, 3H, CH2CH3); ?3C NIVIR (126 IVIFIz, CDC13) 174.54 (CO), 166.20 (CO), 159.97(aromatic), 149.87 (aromatic), 139.41 (aromatic), 132.97 (aromatic), 130.46(aromatic), 129.11 (aromatic), 128.83 (aromatic), 128.04 (aromatic), 127.90(aromatic), 126.13 (aromatic), 125.55 (aromatic), 116.84 (aromatic), 114.93(aromatic), 114.12 (aromatic), 61.34 (Bn-CH2), 57.31 (CH2CH3), 55.52 (O-CH3),14.62 (CH2CH3).

Reference： [1]Patent: WO2015/189560,2015,A1 .Location in patent: Page/Page column 109
[2]ACS Medicinal Chemistry Letters,2018,vol. 9,p. 652 - 656

8
[ 54535-22-7 ]
[ 937268-26-3 ]

Reference： [1]Patent: WO2015/189560,2015,A1

9
[ 937268-26-3 ]
methyl 2-(1-(4-methoxybenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxamido)acetate [ No CAS ]

Reference： [1]Patent: WO2015/189560,2015,A1

10
[ 937268-26-3 ]
2-( 1-(4-methoxybenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxamido)acetic acid [ No CAS ]

Reference： [1]Patent: WO2015/189560,2015,A1

11
[ 87-13-8 ]
[ 937268-26-3 ]

Reference： [1]Patent: WO2015/189560,2015,A1
[2]European Journal of Medicinal Chemistry,2018,vol. 150,p. 292 - 306

12
[ 62-53-3 ]
[ 937268-26-3 ]

Reference： [1]Patent: WO2015/189560,2015,A1
[2]European Journal of Medicinal Chemistry,2018,vol. 150,p. 292 - 306

13
[ 937268-26-3 ]
N-{4-[(6-chloro-1,2,3,4-tetrahydroacridin-9-yl)amino]butyl}-1-[(4-methoxyphenyl)methyl]-4-oxo-1,4-dihydroquinoline-3-carboxamide [ No CAS ]