Home Cart 0 Sign in  
X

[ CAS No. 56341-39-0 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 56341-39-0
Chemical Structure| 56341-39-0
Chemical Structure| 56341-39-0
Structure of 56341-39-0 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 56341-39-0 ]

Related Doc. of [ 56341-39-0 ]

Alternatived Products of [ 56341-39-0 ]

Product Details of [ 56341-39-0 ]

CAS No. :56341-39-0 MDL No. :MFCD00047212
Formula : C8H6FNO Boiling Point : -
Linear Structure Formula :- InChI Key :PKQNTFAOZIVXCE-UHFFFAOYSA-N
M.W : 151.14 Pubchem ID :3731013
Synonyms :

Calculated chemistry of [ 56341-39-0 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.12
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 41.69
TPSA : 29.1 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.33 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.51
Log Po/w (XLOGP3) : 1.26
Log Po/w (WLOGP) : 1.17
Log Po/w (MLOGP) : 1.56
Log Po/w (SILICOS-IT) : 2.27
Consensus Log Po/w : 1.55

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.97
Solubility : 1.6 mg/ml ; 0.0106 mol/l
Class : Very soluble
Log S (Ali) : -1.47
Solubility : 5.12 mg/ml ; 0.0339 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -3.15
Solubility : 0.107 mg/ml ; 0.000708 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.41

Safety of [ 56341-39-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 56341-39-0 ]

* 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 [ 56341-39-0 ]
  • Downstream synthetic route of [ 56341-39-0 ]

[ 56341-39-0 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 39616-95-0 ]
  • [ 56341-39-0 ]
YieldReaction ConditionsOperation in experiment
91% With hydrogen In acetic acid With addition of 20 g of palladium on activated carbon (10percent), 119 g of 4-fluoro-2-nitrophenylacetic acid (starting material III) are hydrogenated in 600 ml of acetic acid under a hydrogen pressure of 50 psi. The catalyst is filtered off with suction and the solvent is distilled off. The crude product is triturated with 500 ml of petroleum ether, filtered off with suction, washed with water and dried. [0239] Yield: 82.5 g (91percent of theory) [0240] Rf value: 0.30 (silica gel, petroleum ether/ethyl acetate 1:1) [0241] C8H6FNO [0242] Mass spectrum: m/z=150 [M-H]-
70% With hydrogen In acetic acid for 2 h; 4-Fluoro-2-nitrophenylacetatic acid (3.3 g) dissolved in 15 mL of acetic acid was hydrogenated over 0.45 g of 10percent palladium on carbon at 60 psi H2 for 2 hours.
The catalyst was removed by filtration and washed with 15 mL of methanol.
The combined filtrates were concentrated and diluted with water.
The precipitate was collected by vacuum filtration, washed with water and dried to give 1.6 g (70percent yield) of 6-fluoro-2-oxindole, Rf 0.24 on thin layer chromatography.
The filtrate was concentrated to give a purple solid with an NNM spectrum similar to the first crop.
Chromatography of the purple solid (ethyl acetate:hexane 1:2, silica gel) gave a second crop of 6-fluoro-2-oxindole as a white solid.
70% With hydrogen In acetic acid for 2 h; 4-Fluoro-2-nitrophenylacetatic acid (3.3 g) dissolved in 15 ML of acetic acid was hydrogenated over 0.45 g of 10percent palladium on carbon at 60 psi H2 for 2 hours..
The catalyst was removed by filtration and washed with 15 ML of methanol..
The combined filtrates were concentrated and diluted with water..
The precipitate was collected by vacuum filtration, washed with water and dried to give 1.6 g (70percent yield) of 6-fluoro-2-oxindole, Rf 0.24 on thin layer chromatography..
The filtrate was concentrated to give a purple solid with an NNM spectrum similar to the first crop..
Chromatography of the purple solid (ethyl acetate:hexane 1:2, silica gel) gave a second crop of 6-fluoro-2-oxindole as a white solid.
Reference: [1] Patent: US2005/43389, 2005, A1, . Location in patent: Page/Page column 19
[2] Patent: WO2004/26829, 2004, A2, . Location in patent: Page/Page column 80
[3] Journal of Medicinal Chemistry, 1998, vol. 41, # 14, p. 2588 - 2603
[4] Patent: US6878733, 2005, B1, . Location in patent: Page/Page column 170
[5] Patent: US6350754, 2002, B2, . Location in patent: Page column 21
[6] Journal of Medicinal Chemistry, 2008, vol. 51, # 6, p. 1861 - 1873
  • 2
  • [ 147124-38-7 ]
  • [ 56341-39-0 ]
YieldReaction ConditionsOperation in experiment
96% at 100℃; for 2 h; Methyl (4-fluoro-2-nitrophenyl)acetate (7.1 g, 33 mmol) and iron powder (7.4 g, 130 mmol) were combined in glacial acetic acid (65 mL) and heated at 100° C.
After 2 hours, the cooled mixture was concentrated under reduced pressure.
The residue was dissolved in hot ethyl acetate (100 mL), filtered through Celite and washed with hot ethyl acetate (100 mL).
The filtrate was washed with 1 N aqueous hydrochloric acid (3*100 mL) and saturated brine (100 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give a brown solid.
Trituration with 5percent ethyl acetate-hexanes (100 mL) provided 6-fluoro-1,3-dihydro-2H-indol-2-one (4.8 g, 96percent) as a tan solid. MS (ES) m/z 150 [(M-H)-].
Reference: [1] Patent: US2007/72897, 2007, A1, . Location in patent: Page/Page column 85-86
[2] Synthesis, 1993, # 1, p. 51 - 53
  • 3
  • [ 350-81-2 ]
  • [ 56341-39-0 ]
YieldReaction ConditionsOperation in experiment
65.61% at 180℃; for 72 h; To a 1L RBF charged with 2-chloro-N-(3-fluorophenyl)acetamide (70.0 g, 373.1 mmol), AICI3 (248.7 g, 1859.9 mmol) was added and heated at 180°C for 3 days. The reaction mixture was diluted with water and filtered through celite. The product was extracted with ethyl acetate, washed with water, and dried over anhydrous Na2504.The solvent was removed under vacuo, the obtained crude product was purified by column chromatography to yield the title compound (37.0 g, 65.61 percent) as an off white solid. 1H NMR: (DMSO-d6, 300MHz) 6 10.51(s, 1H), 7.18-7.22 (m, 1H), 6.69-6.76 (m, 1 H), 6.60-6.63 (m, 1 H), 3.45 (s, 2H).
65.61% at 180℃; for 72 h; To a 1L RBF charged with 2-chloro-N-(3-fluorophenyl)acetamide (70.0 g, 373.1 mmol), AICI3 (248.7 g, 1859.9 mmol) was added and heated at 180°C for 3 days. The reaction mixture was diluted with water and filtered through celite. The product wasextracted with ethyl acetate, washed with water, and dried over anhydrous Na2SO4. The solvent was removed under vacuo, the obtained crude product was purified by column chromatography to yield the title compound (37.0 g, 65.61percent) as an off white solid. 1H NMR: (DMSO-d6, 300MHz) 6 10.51(s, 1H), 7.18-7.22 (m, 1H), 6.69-6.76 (m, 1 H), 6.60-6.63 (m, 1 H), 3.45 (5, 2H).
Reference: [1] Patent: WO2014/202580, 2014, A1, . Location in patent: Page/Page column 70; 71
[2] Patent: WO2014/202528, 2014, A1, . Location in patent: Page/Page column 59
  • 4
  • [ 1209007-72-6 ]
  • [ 56341-39-0 ]
YieldReaction ConditionsOperation in experiment
5.5 g at 80℃; for 48 h; Inert atmosphere Under an atmosphere of nitrogen, iron filings (10.22g, 183.llmmol) were added in portions to a solution of ethyl 2-(4-fluoro-2-nitro-phenyl)acetate from PreparatoryExample 2 (13.g, 45.78mmol) in acetic acid (200mL). The reaction mixture was stirred at 80°C for 48 hours. The reaction mixture was allowed to cool to room temperature, filtered through celite, washed with ethyl acetate (lOOml) and concentrated under vacuum to leave a brown solid. This was dissolved in ethyl acetate (150m1) and washed with saturated aqueous sodium bicarbonate (2x75m1). The organic layer was dried overmagnesium sulphate and concentrated under reduced pressure. This solid was triturated with ether and filtered to give solid (4.Og) (58percent).The filtrate was evaporated and the residue was purified by column chromatography (silica, 25g, ethyl acetate: petroleum ether 15:85 gradient to 80:20) to afford alight yellow solid second crop (1.5g, 22percent). 1H-NMR:1HNMR (500 MHz, DMSO-d6) ö 10.46 (s, 1H), 7.19 (dd, J = 8.1, 5.7 Hz, 1H), 6.71 (ddd, J = 10.3, 8.1, 2.5 Hz, 1H), 6.61 (dd, J = 9.3, 2.4 Hz, 1H), 3.43 (s, 2H).1H-NMR:1H NMR (500 MHz, DMSO-d6) ö 10.46 (s, 1H), 7.25 — 7.11 (m, 1H), 6.71 (ddd, J =10.4, 8.2, 2.5 Hz, 1H), 6.61 (dd, J = 9.3, 2.4 Hz, 1H), 3.43 (t, J = 1.5 Hz, 2H).
Reference: [1] Patent: WO2016/55780, 2016, A1, . Location in patent: Page/Page column 30
  • 5
  • [ 399-51-9 ]
  • [ 56341-39-0 ]
Reference: [1] European Journal of Organic Chemistry, 2018, vol. 2018, # 12, p. 1437 - 1442
  • 6
  • [ 147124-35-4 ]
  • [ 56341-39-0 ]
Reference: [1] Journal of Organic Chemistry, 2005, vol. 70, # 5, p. 1828 - 1834
[2] Journal of Medicinal Chemistry, 1998, vol. 41, # 14, p. 2588 - 2603
[3] Synthesis, 1993, # 1, p. 51 - 53
  • 7
  • [ 364-74-9 ]
  • [ 56341-39-0 ]
Reference: [1] Journal of Organic Chemistry, 2005, vol. 70, # 5, p. 1828 - 1834
[2] Journal of Medicinal Chemistry, 1998, vol. 41, # 14, p. 2588 - 2603
[3] Synthesis, 1993, # 1, p. 51 - 53
[4] Patent: WO2016/55780, 2016, A1,
  • 8
  • [ 372-19-0 ]
  • [ 56341-39-0 ]
Reference: [1] Patent: WO2014/202528, 2014, A1,
[2] Patent: WO2014/202580, 2014, A1,
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 56341-39-0 ]

Fluorinated Building Blocks

Chemical Structure| 56341-41-4

[ 56341-41-4 ]

5-Fluoroindolin-2-one

Similarity: 0.97

Chemical Structure| 71294-07-0

[ 71294-07-0 ]

5,6-Difluoroindolin-2-one

Similarity: 0.95

Chemical Structure| 71294-03-6

[ 71294-03-6 ]

7-Fluoroindolin-2-one

Similarity: 0.94

Chemical Structure| 247564-57-4

[ 247564-57-4 ]

4,6-Difluoroindolin-2-one

Similarity: 0.91

Chemical Structure| 138343-94-9

[ 138343-94-9 ]

4-Fluoroindolin-2-one

Similarity: 0.91

Amides

Chemical Structure| 56341-41-4

[ 56341-41-4 ]

5-Fluoroindolin-2-one

Similarity: 0.97

Chemical Structure| 71294-07-0

[ 71294-07-0 ]

5,6-Difluoroindolin-2-one

Similarity: 0.95

Chemical Structure| 71294-03-6

[ 71294-03-6 ]

7-Fluoroindolin-2-one

Similarity: 0.94

Chemical Structure| 247564-57-4

[ 247564-57-4 ]

4,6-Difluoroindolin-2-one

Similarity: 0.91

Chemical Structure| 138343-94-9

[ 138343-94-9 ]

4-Fluoroindolin-2-one

Similarity: 0.91

Related Parent Nucleus of
[ 56341-39-0 ]

Indolines

Chemical Structure| 56341-41-4

[ 56341-41-4 ]

5-Fluoroindolin-2-one

Similarity: 0.97

Chemical Structure| 71294-07-0

[ 71294-07-0 ]

5,6-Difluoroindolin-2-one

Similarity: 0.95

Chemical Structure| 71294-03-6

[ 71294-03-6 ]

7-Fluoroindolin-2-one

Similarity: 0.94

Chemical Structure| 247564-57-4

[ 247564-57-4 ]

4,6-Difluoroindolin-2-one

Similarity: 0.91

Chemical Structure| 138343-94-9

[ 138343-94-9 ]

4-Fluoroindolin-2-one

Similarity: 0.91