[ CAS No. 1352244-77-9 ] {[proInfo.proName]}

Name: 1352244-77-9|1-Bromo-2-fluoro-4-methoxy-5-nitrobenzene|97%
Brand: Ambeed
SKU: A121679
Price: 6.0 USD
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3d Animation Molecule Structure of 1352244-77-9

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Quality Control of [ 1352244-77-9 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 1352244-77-9 ]

SDS Specification

Alternatived Products of [ 1352244-77-9 ]

Product Details of [ 1352244-77-9 ]

CAS No. :	1352244-77-9	MDL No. :	MFCD11847609
Formula :	C₇H₅BrFNO₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	DHSGXAGGBXJPEL-UHFFFAOYSA-N
M.W :	250.02	Pubchem ID :	53403268
Synonyms :

Calculated chemistry of [ 1352244-77-9 ]

Physicochemical Properties

Num. heavy atoms :	13
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.14
Num. rotatable bonds :	2
Num. H-bond acceptors :	4.0
Num. H-bond donors :	0.0
Molar Refractivity :	49.41
TPSA :	55.05 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.04 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.75
Log Po/w (XLOGP3) :	2.51
Log Po/w (WLOGP) :	2.93
Log Po/w (MLOGP) :	1.8
Log Po/w (SILICOS-IT) :	0.8
Consensus Log Po/w :	1.96

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-3.18
Solubility :	0.165 mg/ml ; 0.000659 mol/l
Class :	Soluble
Log S (Ali) :	-3.31
Solubility :	0.122 mg/ml ; 0.000488 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.04
Solubility :	0.227 mg/ml ; 0.000908 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	2.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	2.22

Safety of [ 1352244-77-9 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 1352244-77-9 ]

* 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 [ 1352244-77-9 ]
Downstream synthetic route of [ 1352244-77-9 ]

[ 1352244-77-9 ] Synthesis Path-Upstream 1~3

1
[ 345-24-4 ]
[ 124-41-4 ]
[ 935288-20-3 ]
[ 1352244-77-9 ]

Reference： [1] Journal of Medicinal Chemistry, 2012, vol. 55, # 1, p. 449 - 464
[2] Patent: WO2012/125603, 2012, A1, . Location in patent: Page/Page column 33-34
[3] Patent: US2015/111885, 2015, A1, . Location in patent: Paragraph 0510; 0511

2
[ 458-50-4 ]
[ 1352244-77-9 ]

Yield	Reaction Conditions	Operation in experiment
90%	at 0℃; for 0.5 h;	At 0 deg.C, 1-bromo-2-fluoro-4-methoxybenzene (5.00 g, 24.39 mmol) in sulfuric acid (20.0 mL) solution was added portionwise potassium nitrate (2.47 g, 24.39 mmol). The reaction mixture was stirred at 0 deg.C for 0.5 h. TLC (petroleum ether: ethyl acetate = 3: 1) indicated the reaction was complete. The reaction mixture was added to ice water (50.0mL) in the quenched (100mL × 2) and extracted with EtOAc. The organic layer was dried over anhydrous sodium sulfate and filtered, and concentrated to dryness under reduced pressure to give the title compound (5.55 g, 90percent yield) as a white solid.

Reference： [1] Patent: CN105330698, 2016, A, . Location in patent: Paragraph 0566; 0567; 0568; 0569

3
[ 345-24-4 ]
[ 124-41-4 ]
[ 935288-20-3 ]
[ 1352244-77-9 ]

[ 1352244-77-9 ] Synthesis Path-Downstream 1~43

1
[ 345-24-4 ]
[ 124-41-4 ]
[ 935288-20-3 ]
[ 1352244-77-9 ]

Yield	Reaction Conditions	Operation in experiment
	In methanol; at 0℃; for 2h;	Example 4el-Bromo-2-fluoro-4-methoxy-5-nitro-benzene (10c) and l-Bromo-4-fluoro-2- methoxy-5-nitro-benzene l-Bromo-2,4-difluoro-5-nitro-benzene (960mg, 4.0 mmol) was dissolved in MeOH (20 mL) was cooled to 0C and treated with 0.5M Sodium Methoxide in MeOH solution (8.1 mL, 4 mmol). After 2 hours the reaction solution was concentrated under reduced pressure and the residue was partitioned between EtOAc and water. The organic phase was dried over sodium sulfate (Na2S04), filtered, and concentrated under reduced pressure to give 833mg (83%) of yellowish oil. 1H NMR spectral analysis supported that the product was a mixture of l-Bromo-2-fluoro-4-methoxy-5-nitro-benzene and l-Bromo-4- fluoro-2-methoxy-5-nitro-benzene (~1 :2 ratio). The assignments of the respective regioisomers were determined based on further analysis of a purified l-Bromo-2-fluoro-4- methoxy-5-nitro-benzene analog, generated from the subsequent steps to this reaction. 1H NMR (DMSO- 6) delta 8.41-8.39 (d, 0.63H), 8.36-8.34 (d, 0.26H), 7.57-7.54 (d, 0.30H), 7.45-7.42 (d, 0.70H), 4.01 (s, 2.2H), 3.95 (s, 0.9H).
	In methanol; at 0 - 20℃; for 18h;Reflux;	At 0 C., sodium methoxide (344 mg, 6.3 mmol) in dry MeOH (7 mL) was added dropwise to 1-bromo-2,4-dif- luoro-5-nitrobenzene(1 g, 4.2 mmol) in dry MeOH (l8mL). The mixture was stirred at room temperature for 10 hand then refluxed for 8 h. After extractive work up, purification by silica gel chromatography (PE:EA=1:0 to 10:1) gave a mix-ture of the two title compounds (765 mg, 72.9%) in about a 2:1 ratio as a yellow solid. LCMS: 249.9 (M+H)

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 449 - 464
[2]Patent: WO2012/125603,2012,A1 .Location in patent: Page/Page column 33-34
[3]Patent: US2015/111885,2015,A1 .Location in patent: Paragraph 0510; 0511

2
[ 109-01-3 ]
[ 935288-20-3 ]
[ 1352244-77-9 ]
[ 1352244-78-0 ]
[ 1352244-79-1 ]