[ CAS No. 406204-74-8 ] {[proInfo.proName]}

Name: 406204-74-8|2,4-Dichloro-6-fluoro-quinoline|98%
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SKU: A313401
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3d Animation Molecule Structure of 406204-74-8

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Quality Control of [ 406204-74-8 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

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Product Details of [ 406204-74-8 ]

CAS No. :	406204-74-8	MDL No. :	MFCD09261383
Formula :	C₉H₄Cl₂FN	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	XLEGVSYSXNPSAU-UHFFFAOYSA-N
M.W :	216.04	Pubchem ID :	27282142
Synonyms :

Safety of [ 406204-74-8 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 406204-74-8 ]

* 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.

Upstream synthesis route of [ 406204-74-8 ]
Downstream synthetic route of [ 406204-74-8 ]

[ 406204-74-8 ] Synthesis Path-Upstream 1~2

1
[ 141-82-2 ]
[ 371-40-4 ]
[ 406204-74-8 ]

Yield	Reaction Conditions	Operation in experiment
20%	Stage #1: at 100℃; for 18 h; Stage #2: at 0 - 20℃;	a) 2, 4-Dichloro-6-fluoro-quinoline; To a mixture of 4-fluoroaniline (8.5 g, 76.5 mmol) and malonic acid (8.0 g, 76.9 mmol) was added POC13 (160 g, 1.04 mol) and the mixture was slowly heated to 100°C and then kept at this temperature for 18 h. The reaction mixture was cooled to room temperature and poured into ice-water (1.0 L). The brown slurry was filtered and the solid brown/orange material was purified by flash chromatography [350 g Si02, 6 x 24 cm column, eluting with DCM], which afforded 3.37 g (20percent) of the title compound as an off-white solid.

Reference： [1] Research on Chemical Intermediates, 2014, vol. 40, # 5, p. 1851 - 1866
[2] Medicinal Chemistry, 2015, vol. 11, # 8, p. 789 - 797
[3] Patent: WO2005/66132, 2005, A1, . Location in patent: Page/Page column 39

2
[ 371-40-4 ]
[ 1663-67-8 ]
[ 406204-74-8 ]

Reference： [1] Journal of Medicinal Chemistry, 2014, vol. 57, # 12, p. 5419 - 5434

[ 406204-74-8 ] Synthesis Path-Downstream 1~24

1
[ 406204-74-8 ]
[ 124-41-4 ]
[ 860296-85-1 ]

Yield	Reaction Conditions	Operation in experiment
69%	In methanol; at 20℃; for 2h;Heating / reflux;	b) 2-Chloro-6-fluoro-4-methoxy-quinoline; To <strong>[406204-74-8]2,4-dichloro-6-fluoro-quinoline</strong> (3.3 g, 15 mmol) in MeOH (50 mL) was added NaOMe (2.5 g, 46 mmol) at rt. under an atmosphere of nitrogen. The slurry was heated at reflux for 2 h, cooled to rt. and concentrated. The residue was purified by flash chromatography [60 g Si02, 4 x 12 cm column, eluting with DCM], which afforded 2.17 g (69%) of the title compound as a white solid material. 'H NMR (300.1 MHz, CDC) 5 7.89 (dd, 1H), 7.68 (dd, 1H), 7.43 (ddd, 1H), 6.71 (s, 1H), 4.02 (s, 3H). LC-MS [M+H] + 212

Reference： [1]Patent: WO2005/66132,2005,A1 .Location in patent: Page/Page column 39-40

2
[ 141-82-2 ]
[ 371-40-4 ]
[ 406204-74-8 ]

Yield	Reaction Conditions	Operation in experiment
20%		a) 2, 4-Dichloro-6-fluoro-quinoline; To a mixture of 4-fluoroaniline (8.5 g, 76.5 mmol) and malonic acid (8.0 g, 76.9 mmol) was added POC13 (160 g, 1.04 mol) and the mixture was slowly heated to 100C and then kept at this temperature for 18 h. The reaction mixture was cooled to room temperature and poured into ice-water (1.0 L). The brown slurry was filtered and the solid brown/orange material was purified by flash chromatography [350 g Si02, 6 x 24 cm column, eluting with DCM], which afforded 3.37 g (20%) of the title compound as an off-white solid.

Reference： [1]Research on Chemical Intermediates,2014,vol. 40,p. 1851 - 1866
[2]Patent: WO2005/66132,2005,A1 .Location in patent: Page/Page column 39

3
[ 406204-74-8 ]
[ 156304-06-2 ]
[ 1424371-20-9 ]

Reference： [1]Research on Chemical Intermediates,2014,vol. 40,p. 1851 - 1866

4
[ 406204-74-8 ]
[ 10354-30-0 ]
[ 1424371-10-7 ]

Reference： [1]Research on Chemical Intermediates,2014,vol. 40,p. 1851 - 1866

5
[ 371-40-4 ]
[ 1663-67-8 ]
[ 406204-74-8 ]