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[ CAS No. 762-51-6 ] {[proInfo.proName]}

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Chemical Structure| 762-51-6
Chemical Structure| 762-51-6
Structure of 762-51-6 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 762-51-6 ]

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Product Details of [ 762-51-6 ]

CAS No. :762-51-6 MDL No. :MFCD00748131
Formula : C2H4FI Boiling Point : -
Linear Structure Formula :- InChI Key :LVYJIIRJQDEGBR-UHFFFAOYSA-N
M.W : 173.96 Pubchem ID :69804
Synonyms :

Calculated chemistry of [ 762-51-6 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 4
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 24.74
TPSA : 0.0 ?2

Pharmacokinetics

GI absorption : Low
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.17 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.5
Log Po/w (XLOGP3) : 1.68
Log Po/w (WLOGP) : 1.81
Log Po/w (MLOGP) : 2.03
Log Po/w (SILICOS-IT) : 1.71
Consensus Log Po/w : 1.75

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 3.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.91
Solubility : 2.14 mg/ml ; 0.0123 mol/l
Class : Very soluble
Log S (Ali) : -1.29
Solubility : 8.83 mg/ml ; 0.0508 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.92
Solubility : 2.12 mg/ml ; 0.0122 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.92

Safety of [ 762-51-6 ]

Signal Word:Danger Class:3
Precautionary Statements:P210-P233-P240-P241+P242+P243-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P403+P235-P501 UN#:1993
Hazard Statements:H225-H315-H319 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 762-51-6 ]

* 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 [ 762-51-6 ]

[ 762-51-6 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 762-51-6 ]
  • [ 34113-69-4 ]
  • [ 909855-04-5 ]
YieldReaction ConditionsOperation in experiment
98% With potassium carbonate; In N,N-dimethyl-formamide; at 50℃; for 18h; To a solution of 4-chloro-3-hydroxy-benzoic acid (1.04 g, 6.03 mmol, 1.0 equiv) in anhydrous DMF (12 mL) under Ar was added K2CO3 (2.08 g, 15.07 mmol, 2.5 equiv) and 1-fluoro-2-iodo-ethane (3.67 g, 21.09 mmol, 3.5 equiv) and the mixture stirred at 50 C. for 18 h. The reaction mixture was poured on ice, extracted with ethyl acetate (2×100 mL) and the combined organic phases washed with water (2×100 mL). The organic phase was dried over Na2SO4, concentrated by evaporation under reduced pressure and the crude reaction product purified with column chromatography on silica eluting with hexane/ethyl acetate (1:3) to give 1.57 g (98%) of the title compound.
  • 2
  • [ 762-51-6 ]
  • [ 5932-27-4 ]
  • [ 1198437-43-2 ]
  • [ 1198437-41-0 ]
YieldReaction ConditionsOperation in experiment
Intermediates 72 and 73Ethyl 1-(2-fluoroethyl)-1H-pyrazole-5-carboxylate and ethyl 1-(2-fluoroethyl)-1H- pyrazole-3-carboxylate To a solution of ethyl 1 H-pyrazole-3-carboxylate (0.77g) (available from ABCR) in acetonitrile (30ml) was added cesium carbonate (1.79g) and the mixture stirred for 5min when 1-fluoro-2-iodoethane (0.96g) was added and the mixture stirred at 200C for 18h.The mixture was evaporated and the residue taken up in water (30ml) and DCM (30ml) separated by hydrophobic frit and concentrated to ~5ml, placed on an SPE cartridge (5Og silica) and eluted with a gradient of ethyl acetate in cyclohexane to give the Ethyl 1-(2- fluoroethyl)-1 H-pyrazole-5-carboxylate (0.42g) as a colourless oil.LC/MS R1 2.09 min m/z 186 [MH+]. Method C and ethyl 1-(2-fluoroethyl)-1 H-pyrazole-3-carboxylate (g) as a colourless oilLC/MS R1 1.73 min m/z 186 [MH+]. Method C
  • 3
  • [ 762-51-6 ]
  • [ 189680-06-6 ]
  • 2-bromo-5-(2-fluoroethoxy)benzonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
1.69 g With caesium carbonate; In N,N-dimethyl-formamide; at 20℃; Step A: 2-bromo-5-(2-fluoroethoxy)benzonitrile. To <strong>[189680-06-6]2-bromo-5-hydroxybenzonitrile</strong> (1.5 g, 7.6 mmol) in DMF (5 mL) was added Cs2CO3 (3.7 g, 11.4 mmol) and 1-iodo-2-fluoroethane (1.23 mL, 15.1 mmol) and the mixture was left to stir at room temperature. Upon completion the reaction mixture was diluted with H2O and the aqueous layer extracted with EtOAc (3*). The combined organics were washed with 5% LiCl solution, brine, dried with MgSO4, filtered and concentrated. Purification via silica gel chromatography (0-30% EtOAc in hexanes) gave the title compound (1.69 g) as a light yellow oil. 1H NMR (500 MHz, Chloroform-d) delta 7.56 (d, J=8.9 Hz, 1H), 7.18 (d, J=3.0 Hz, 1H), 7.05 (dd, J=8.9, 3.0 Hz, 1H), 4.87-4.63 (m, 2H), 4.30-4.14 (m, 2H).
  • 4
  • [ 762-51-6 ]
  • [ 4983-28-2 ]
  • 2-chloro-5-(2-fluoroethoxy)pyrimidine [ No CAS ]
YieldReaction ConditionsOperation in experiment
62.6% With caesium carbonate; In N,N-dimethyl-formamide; at 20℃;Inert atmosphere; To a mixture of 2- chloropyrimidin-5-ol (1 g, 7.6 mmol) and i-fluoro-2-iodoethane (1.73 g, 9.9 mmol) in DMF (2.9 mL) was added 052003 (3.2 g, 9.9 mmol). The mixture was stirred vigorously for 3 h. The reaction mixture was diluted with EtOAc (20 mL) and filtered, and the solid was washed with EtOAc (20 mL). Thefiltrate was washed with water (3x30 mL) and dried (Na2504) and concentrated. Purification (FCC, 5i02, DCM/EtOAc) afforded the title compound as a white solid (847 mg, 62.6percent). MS (ESI): mass calcd. for C5H5CIFN2O, 176.0; m/zfound, i7i.i[M+H].
27% With caesium carbonate; In N,N-dimethyl-formamide; at 20℃; for 3h; Step A: 2-chloro-5-(2-fluoroethoxy)pyrimidine. To a vial charged with <strong>[4983-28-2]2-chloropyrimidin-5-ol</strong> (300 mg, 2.23 mmol) and Cs2CO3 (0.97 g, 3.0 mmol), was added 1-fluoro-2-iodoethane (480 mg, 2.76 mmol) in DMF (5 mL). The mixture was stirred vigorously at rt for 3, then diluted with water, extracted with EtOAc, washed with brine. The organic layers were dried and concentrated. The residue was purified on a silica gel chromatography to afford 2-chloro-5-(2-fluoroethoxy)pyrimidine (111 mg, Yield 27percent). MS (ESI): mass calcd. for C5H6ClFN2O, 176.0; m/z found, 177.0 [M+H]+. 1H NMR (400 MHz, d-chloroform) delta 8.31-8.24 (s, 2H), 4.80-4.74 (m, 1H), 4.70-4.64 (m, 1H), 4.31-4.20 (m, 2H).
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