[ CAS No. 202982-67-0 ] {[proInfo.proName]}

Name: 202982-67-0|4-Chloro-3-fluoroiodobenzene|98%
Brand: Ambeed
SKU: A192226
Price: 9.0 USD
Availability: InStock
Rating: 97 (35 reviews)

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

DV 2D 3D

3d Animation Molecule Structure of 202982-67-0

Structure of 202982-67-0 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 110K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 202982-67-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 202982-67-0 ]

SDS Specification

Alternatived Products of [ 202982-67-0 ]

Product Details of [ 202982-67-0 ]

CAS No. :	202982-67-0	MDL No. :	MFCD00042580
Formula :	C₆H₃ClFI	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	VNMRRTIDEYNZOV-UHFFFAOYSA-N
M.W :	256.44	Pubchem ID :	2736563
Synonyms :

Calculated chemistry of [ 202982-67-0 ]

Physicochemical Properties

Num. heavy atoms :	9
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.0
Num. rotatable bonds :	0
Num. H-bond acceptors :	1.0
Num. H-bond donors :	0.0
Molar Refractivity :	44.13
TPSA :	0.0 Å²

Pharmacokinetics

GI absorption :	Low
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.52 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.24
Log Po/w (XLOGP3) :	3.3
Log Po/w (WLOGP) :	3.5
Log Po/w (MLOGP) :	4.22
Log Po/w (SILICOS-IT) :	3.89
Consensus Log Po/w :	3.43

Druglikeness

Lipinski :	1.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-4.0
Solubility :	0.0255 mg/ml ; 0.0000995 mol/l
Class :	Moderately soluble
Log S (Ali) :	-2.98
Solubility :	0.271 mg/ml ; 0.00106 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-4.25
Solubility :	0.0146 mg/ml ; 0.0000568 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	2.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	2.3

Safety of [ 202982-67-0 ]

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

Application In Synthesis of [ 202982-67-0 ]

* 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 [ 202982-67-0 ]
Downstream synthetic route of [ 202982-67-0 ]

[ 202982-67-0 ] Synthesis Path-Upstream 1~4

1
[ 2268-05-5 ]
[ 202982-67-0 ]

Reference： [1] Journal of the American Chemical Society, 1971, vol. 93, # 5, p. 1190 - 1198

2
[ 367-22-6 ]
[ 202982-67-0 ]

Reference： [1] Journal of the American Chemical Society, 1971, vol. 93, # 5, p. 1190 - 1198

3
[ 202982-67-0 ]
[ 367-22-6 ]

Reference： [1] Journal of Organic Chemistry, 2012, vol. 77, # 17, p. 7471 - 7478

4
[ 202982-67-0 ]
[ 348-60-7 ]

Reference： [1] Tetrahedron Letters, 2011, vol. 52, # 41, p. 5338 - 5341

[ 202982-67-0 ] Synthesis Path-Downstream 1~54

1
[ 367-22-6 ]
[ 202982-67-0 ]

Reference： [1]Journal of the American Chemical Society,1971,vol. 93,p. 1190 - 1198

2
[ 202982-67-0 ]
[ 153400-52-3 ]
(1S,2S,4R)-2-(4-Chloro-3-fluoro-phenyl)-7-aza-bicyclo[2.2.1]heptane-7-carboxylic acid methyl ester [ No CAS ]

Reference： [1]European Journal of Organic Chemistry,1998,p. 1997 - 2001

4
[ 202982-67-0 ]
[ 14011-60-0 ]
{(1R,4S)-4-[(4-Chloro-3-fluoro-phenyl)-ethoxycarbonyl-amino]-cyclopent-2-enyl}-carbamic acid ethyl ester [ No CAS ]
N,N'-diethoxycarbonyl-exo-5-(4'-chloro-3'-fluoro-phenyl)-2,3-diazabicyclo[2.2.1]heptane [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2001,vol. 343,p. 177 - 180

5
[ 202982-67-0 ]
[ 14011-60-0 ]
C₁₇H₁₉⁽²⁾HClFN₂O₄ [ No CAS ]
N,N'-diethoxycarbonyl-exo-5-(4'-chloro-3'-fluoro-phenyl)-2,3-diazabicyclo[2.2.1]heptane [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2001,vol. 343,p. 177 - 180

6
[ 2268-05-5 ]
[ 202982-67-0 ]

Reference： [1]Journal of the American Chemical Society,1971,vol. 93,p. 1190 - 1198

7
2,6-dichlorobenzenediazonium tetrafluoroborate [ No CAS ]
[ 202982-67-0 ]

Reference： [1]Journal of the American Chemical Society,1971,vol. 93,p. 1190 - 1198

8
[ 939049-28-2 ]
[ 202982-67-0 ]
[ 1105706-16-8 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydride;tris(dibenzylideneacetone)dipalladium(0) chloroform complex; triphenylphosphine; In 1,4-dioxane; at 80℃; for 120h;	Reference Production Example 4To a solution of 3.0 g of <strong>[202982-67-0]2-fluoro-4-iodochlorobenzene</strong> and 3.6 g of methyl (3, 3, 3-trifluoropropylsulfonyl) acetate in 100 ml of 1,4-dioxane were added 1.40 g of sodium hydride (60% dispersion in paraffin liquid), 242 mg of (dibenzylideneacetone) (chloroform) dipalladium (0) and 368 mg of triphenylphosphine at room temperature, and the mixture was stirred at 800C for 5 days. To the reaction mixture was added 10% hydrochloric acid, followed by extraction <n="160"/>with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 1.8 g of methyl (4-chloro-3- fluorophenyl) -(3,3, 3-trifluoropropylsulfonyl) acetate represented by the following formula:1H-NMR (CDCl3, TMS): delta (ppm) 7.43-7.53 (2H, m) , 7.31 (IH, dd) , 5.02 (IH, s), 3.90 (3H, s) , 3.17-3.58 (2H, m) , 2.44- 2.77 (2H, m) .

Reference： [1]Patent: WO2009/14268,2009,A1 .Location in patent: Page/Page column 158-159

9
[ 1003312-17-1 ]
[ 202982-67-0 ]
3-(2-aminoquinazolin-6-yl)-1-(4-chloro-3-fluorophenyl)-4-methylpyridin-2(1H)-one [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2008,vol. 51,p. 3065 - 3068

10
[ 202982-67-0 ]
[ 623-47-2 ]
[ 1229236-37-6 ]

Yield	Reaction Conditions	Operation in experiment
89%	With caesium carbonate;bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; at 35℃; for 38h;Inert atmosphere;	To a mixture of <strong>[202982-67-0]4-chloro-3-fluoroiodobenzene</strong> (74.27 g, 284 mmol) and cesium carbonate (185.0 g, 568 mmol) in tetrahydrofuran (730 mL) was added under an argon atmosphere cuprous iodide (2.16 g, 11.4 mmol) and bis(triphenylphosphine)palladium (II) chloride (3.98 g, 5.7 mmol). Ethyl propiolate (57.0 g, 575 mmol) was added dropwise over a period of 20 min. The resulting dark brown suspension was stirred for 38 h at 35 C., then filtrated over Hyflo and the residue was washed with tetrahydrofuran (285 ml). The filtrate was evaporated and purification of the residue by chromatography (SiO2, heptane: ethyl acetate=90:10) afforded the title compound (57.1 g, 89%) as a yellow liquid. MS m/e: 226.0 [M]+.
89%	With caesium carbonate;bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; at 35℃; for 38h;Inert atmosphere;	To a mixture of <strong>[202982-67-0]4-chloro-3-fluoroiodobenzene</strong> (74.27 g, 284 mmol) and cesium carbonate (185.0 g, 568 mmol) in tetrahydrofuran (730 mL) was added under an argon atmosphere cuprous iodide (2.16 g, 11.4 mmol) and bis(triphenylphosphine)palladium (II) chloride (3.98 g, 5.7 mmol). Ethyl propiolate (57.0 g, 575 mmol) was added dropwise over a period of 20 min. The resulting dark brown suspension was stirred for 38 h at 35 C, then filtrated over Hyflo and the residue was washed with tetrahydrofuran (285 ml). The filtrate was evaporated and purification of the residue by chromatography (Si02, heptane: ethyl acetate = 90: 10) afforded the title compound (57. lg, 89 %) as a yellow liquid. MS m/e: 226.0 [M]+.
87%		a) (4-Chloro-3-fluoro-phenyl)-propynoic acid ethyl ester (Vd) Under argon atmosphere, a four neck flask was charged with <strong>[202982-67-0]1-chloro-2-fluoro-4-iodo-benzene</strong> (50.5 g, 0.20 mol), bis(triphenylphosphine) palladium(II) chloride (2.76 g, 3.94 mmol, 2 mol %), copper(I) iodide (1.50 g, 7.80 mol, 4 mol %) and dry THF (600 ml). At r.t., cesium carbonate (128.3 g, 0.39 mol, 2 eq.) was added over 5 min. Finally, propynoic acid ethyl ester (38.6 g, 0.39 mol, 2 eq.) was added, and the reaction was stirred for 48 h at 35 C. The reaction mixture was evaporated to dryness, and the residue was taken up in toluene (50 ml) and heptane (100 ml). The resulting suspension was stirred at 40 C. for 1 h and filtered afterward over celite. The filtrate was concentrated, and the product was purified by silica gel filtration (toluene/heptane 1:2) to yield 38.8 g (87%) of the Vd as a light yellow solid. ES-MS m/e: 227.2 (M-H+).

Reference： [1]Patent: US2011/152233,2011,A1 .Location in patent: Page/Page column 29; 30
[2]Patent: WO2011/73160,2011,A1 .Location in patent: Page/Page column 57; 58
[3]Patent: US2010/152462,2010,A1 .Location in patent: Page/Page column 5

11
[ 202982-67-0 ]
[ 63503-60-6 ]
[ 18107-18-1 ]
C₁₄H₉Cl₂FO₂ [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2010,vol. 20,p. 3545 - 3549

12
[ 150-19-6 ]
[ 202982-67-0 ]
[ 1247065-72-0 ]

Reference： [1]Bioorganic and Medicinal Chemistry,2010,vol. 18,p. 6526 - 6537

13
[ 202982-67-0 ]
[ 1229236-36-5 ]

Reference： [1]Patent: US2011/152233,2011,A1
[2]Patent: WO2011/73160,2011,A1

14
[ 202982-67-0 ]
[ 1229236-30-9 ]

Reference： [1]Patent: US2011/152233,2011,A1
[2]Patent: WO2011/73160,2011,A1

15
[ 202982-67-0 ]
[ 1310821-84-1 ]

Reference： [1]Patent: US2011/152233,2011,A1
[2]Patent: WO2011/73160,2011,A1

16
[ 202982-67-0 ]
[ 1310821-85-2 ]

Reference： [1]Patent: US2011/152233,2011,A1
[2]Patent: WO2011/73160,2011,A1

17
[ 2916-68-9 ]
[ 202982-67-0 ]
[ 1338215-43-2 ]

Yield	Reaction Conditions	Operation in experiment
83%	With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate; In toluene; at 110℃; for 14h;Inert atmosphere; Sealed tube;	General procedure: An oven-dried resealable Schlenk tube were charged with CuI (10 mol %), 1,10-phenanthroline (20% mol), Cs2CO3 (1.4-2.0 mmol),aryl iodide (1.0 mmol).The Schlenk tube was evacuated and back-filled with argon and 2-trimethylsilyl alcohol (3mmol) and toluene (0.5 ml) were added. Schlenk tube was then sealed with a Teflon screw cap and placed in a preheated oil bath at 110C for 14 h. The resulting suspension was cooled to room temperature and filtered through a 0.5 x 1 cm pad of silica gel, eluting with diethyl ether. The filtrate was concentrated. Purification of the residue by flash chromatography on silica gel gave the desired product.

Reference： [1]Tetrahedron Letters,2011,vol. 52,p. 5338 - 5341

18
[ 202982-67-0 ]
[ 348-60-7 ]

Reference： [1]Tetrahedron Letters,2011,vol. 52,p. 5338 - 5341

19
[ 202982-67-0 ]
[ 367-22-6 ]

Reference： [1]Journal of Organic Chemistry,2012,vol. 77,p. 7471 - 7478

20
[ 202982-67-0 ]
C₁₄H₁₆ClF₂NO₄ [ No CAS ]

Reference： [1]Patent: US9308236,2016,B2

21
[ 202982-67-0 ]
(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-chloro-4,5-difluorophenyl)propanoic acid [ No CAS ]

Reference： [1]Patent: US9308236,2016,B2

22
[ 202982-67-0 ]
C₁₄H₁₇ClFNO₄ [ No CAS ]

Reference： [1]Patent: US9308236,2016,B2

23
[ 202982-67-0 ]
(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-chloro-3-fluorophenyl)propanoic acid [ No CAS ]

Reference： [1]Patent: US9308236,2016,B2

24
[ 202982-67-0 ]
[ 93267-04-0 ]
[ 944804-98-2 ]

Yield	Reaction Conditions	Operation in experiment
0.22 g	With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0); iodine; benzoyl chloride; In N,N-dimethyl-formamide; at 20℃; for 16h;Sealed tube;	To an oven dried 8 mL vial with teflon cap purged with N2 was added Zinc dust (298 mg, 4.56 mmol), DMF(1.5 mL), and iodine (57.8 mg, 0.228 mmol). To this mixture was added (R)-methyl 2-((tert-butoxycarbonyl)amino)-3-iodopropanoate (500 mg, 1.519 mmol), immediately followed by iodine (57.8 mg, 0.228 mmol).Pd2(dba)3 (69.6 mg, 0.076 mmol), 2-dicyclohexylphosphino-2?,6?-dimethoxybiphenyl (62.4 mg, 0.152mmol), <strong>[202982-67-0]1-chloro-2-fluoro-4-iodobenzene</strong> (584 mg, 2.279 mmol), and the reaction mixture was stirred at roomtemperature for 16 h. The crude mixture was diluted in 30 mL of EtOAc and DMF was removed using fouraqueous washes. The organic phase was dried over anhydrous sodium sulfate, filtered, concentrated and thecrude product was purified by silica gel chromatography using 100% hexanes to 30% EtOAc/Hexanes. Thedesired product was obtained as a pale yellow oil, (S)-methyl 2-((tert-butoxycarbonyl)amino)-3-(4-chloro-3-fluorophenyl)propanoate, 0.220 g; purity, 93% by LCMS analysis. Analysis LCMS condition F: rt=2.59min; ESI-MS(+) m/z 332.2 (M+H).

Reference： [1]Patent: US9308236,2016,B2 .Location in patent: Page/Page column 699; 710

25
[ 1099646-61-3 ]
[ 202982-67-0 ]
methyl (3S)-1-(4-chloro-3-fluorophenyl)pyrrolidine-3-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
37%	With potassium phosphate; palladium diacetate; tri tert-butylphosphoniumtetrafluoroborate; In 1,4-dioxane; at 100℃; for 16.0h;Schlenk technique; Inert atmosphere;	In a Schlenk tube, a solution of 4-Chloro-3-fluoroiodobenzene (7.3 g, 28.4 mmol), K3PO4 (16.1 g, 75.9 mmol), (S)-methylpyrrolidine-3-carboxylate (1271) hydrochloride (3.1 g, 19.0 mmol) and P(tBu)3 HBF4 (551 mg, 1.90 mmol) in dioxane (150 mL) was purged with N2 (3x). Pd(OAc)2 (213 mg; 0.95 mmol) was added and the reaction mixture was stirred at 100C for 16 h, then cooled down to rt. The mixture was diluted with EtOAc and water. The layers were separated. The aqueous layer was extrated with EtOAc (twice). The combined organic layers were washed with brine, dried over MgS04, filtered and the solvent was removed under reduced pressure. The residue was purified by preparative LC (irregular SiOH, 15-40 muiotaeta, 220 g Grace, liquid injection (Heptane), mobile phase gradient: from Heptane 100%, to heptane 70%>, EtOAc 30%>) to give 1.91 g (37%) of intermediate (U6) as an orange oil.

Reference： [1]Patent: WO2016/174079,2016,A1 .Location in patent: Page/Page column 158

26
[ 1099646-61-3 ]
[ 202982-67-0 ]
methyl (3S)-1-[3-fluoro-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidine-3-carboxylate [ No CAS ]

Reference： [1]Patent: WO2016/174079,2016,A1

27
[ 1187856-30-9 ]
[ 202982-67-0 ]
C₂₇H₃₃ClFNO₅ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2017,vol. 60,p. 913 - 927

28
[ 1187856-74-1 ]
[ 202982-67-0 ]
C₂₇H₃₂ClF₂NO₅ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2017,vol. 60,p. 913 - 927

29
[ 202982-67-0 ]
1-(pyridin-2-ylethynyl)-3-azabicyclo[3.1.0]hexane [ No CAS ]
3-(4-chloro-3-fluorophenyl)-1-(pyridin-2-ylethynyl)-3-azabicyclo[3.1.0]hexane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
17%	With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In 1,4-dioxane; at 80℃; for 16h;Inert atmosphere;	A mixture of 6 (100mg, 54211mo1), 35 (139mg, 54211mo1), Cs2CO3 (353mg, 1.O9mmol),Xantphos (31.4 mg, 54.2 imol) and Pd2(dba3 (49.7 mg, 54.2 Imol) in dioxane (4 mL) wasdegassed and purged with N2 for 3 times, and then the mixture was stirred at 80C for l6hrs under N2 atmosphere. LCMS showed that 6 was consumed completely. The reaction mixture was quenched by addition water (1 5inL) at rt., and then diluted with EA (1 5rnL) and extracted with EA (2OrnL x 3). The combined organic layers were washed with brine (2OrnL x 2), filteredand concentrated under reduced pressure to give a residue. The residue was purified by prep HPLC to give the desired product Compound 22 (30mg, yield: 17%).LCMS: rn/z, 312.1 (M±Hi?:1H NMR (400 MHz CDC13): oe 8.58 (d, J= 44Hz, 1H), 7.67 (t. J 14Hz, 1H), 7.42 (d, J= 8Hz,1H), 7.25 (in, 211), 6.36 (in, 21-1), 3.75 (d, j:::: 8.8Hz, IH), 3.54 (d, J == S. 2Hz, 1H), 3.46 (in, 211),2.20 (m, 11-1), 1.43 (in, 21-1), 1.07 (t, J= 9.2Hz, 1Ff).

Reference： [1]Patent: WO2017/71536,2017,A1 .Location in patent: Paragraph 00040

30
[ 680596-79-6 ]
[ 202982-67-0 ]
8-(4-chloro-3-fluorophenyl)-1,4-dioxaspiro[4.5]dec-7-ene [ No CAS ]