Ethyl 2-fluorophenyl

Intermediates benzene to ethyl phenyl ketone to ethyl m nitrophenyl ketone to m aminophenyl ethyl ketone to ethyl m fluorophenyl ketone Reagents propanoyl chloride AICI3 HNO3 H2SO4 Fe HCl then HO NaN02 H2O HCl then HBF4 then heat... 

In step 2, phenol or trifluorethanol is used, but phenol is preferred. Examples of (21) prepared by this method iaclude R = methyl [138815-47-17, ethyl [146525-87-3], phenyl [138815-48-2], and 4-fluorophenyl [146525-88-4], Another preparation is shown ia equation 9, where R OH is phenol or trifluoethanol. 

Fig. 2. Preparation of precursors for closure to stmcture (24) at the a bond. (25) = 2,4-dichloro-5- uoroacetophenone [704-10-9], (26) = 4-bromo-2,5-difluoroacetophenone [123942-11 -0], (27) = 2,4-dichloro-5-fluoroben2oic acid [86522-89-6], (28) = 4-bromo-2,5-difluoroben2oic acid [28314-82-1] (29) = ethyl 3-(2,4-dichloro-5-fluorophenyl)-3-oxopropanoate(30) = ethyl 3-(2,5-difluoro-4-bromophenyl)-3-oxopropanoate...

Chemical Name 1-[(4-Fluorophenyl)methyl] -N-[1 -[2-(4-methoxyphenyl)ethyl] -4-piperi-dinyl] -1 H-benzimidazol-2-amine... 

Chemical Name 7-Chloro-5-(2-fluorophenyl)-2,3-dihydro-2-oxo-1 H-1,4-benzodiazepine-3-carboxylic acid ethyl ester... 

A) 1-(2-Amino-5-chlorophenyll-1-(2-fluorophenyll-2-a2a-but-1-en-4-ol A mixture of 40 g of 2-methylimidazole hydrochloride and of 90 g of 2-amino-5-chloro-2 -fluoro-benzophenone in 240 ml of ethanolamine is heated at 135 for 2 hours. After cooling, the reaction mixture is poured into an aqueous sodium bicarbonate solution. The mixture is extracted with ether, the organic phase is washed repeatedly with water and is dried over sodium sulfate, and the solvent is evaporated to dryness. The residual oil is chromatographed on a silica column, elution being carried out with a 50/50 mixture of cyclohexane and ethyl acetate. 

IB) 1-(2-Amino-5-chlorophenyl)-1-(2-fluorophenyl)-3,3-bis-(ethoxycarbonyl)-2-a2a-prop-1-ene A mixture of 88 g of the product obtained above, 300 g of ethyl aminomalonate hydrochloride and 60 ml of acetic acid in 2.3 liters of absolute ethanol is heated to the reflux temperature for 6 hours. The alcohol and the acetic acid are evaporated in vacuo and the residue is taken up in ether. The solution is washed with a dilute sodium bicarbonate solution and... 

CN [2-amino-6-[[(4-fluorophenyl)methyl]amino]-3-pyridinyl]carbamic acid ethyl ester... 

CN 7-chloro-l-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-l,3-dihydro-2H-l,4-benzodiazepin-2-one... 

CN l-[2-[4-[5-chloro-l-(4-fluorophenyl)-l//-indol-3-yl]-l-piperidinyl]ethyl]-2-imidazolidinone... 

C 2HijF,N202 90357-51-0) see Bicalutamide 4 -cyano-3 -trifIuoromethylmethacrylanilide (CijHijFjNjO 90357-53-2) see Bicalutamide Af-[4-cyano-2-(trifluoromethyl)phenyl]acetamide (C (,H7F,N20 175277-96-0) see Mabuterol /V-(4-cyano-3-trifluoromethylphenyl)-3-(fluorophenyl-sulfanyl)-2-hydroxy-2-methylpropionamide (C,hH,4F4N202S 90356-78-8) see Bicalutamide 2-cyano-3-(3,4,5-trimethoxyphenyl)-2-propenoic acid ethyl ester... 

Hsin, L.-W., Dersch, C.M., Baumann, M.H. et al. (2002) Development of long-acting dopamine transporter ligands as potential cocaine-abuse therapeutic agents chiral hydroxyl-containing derivatives of l-[2-[bis (4-fluorophenyl)methoxy]ethyl]-4-(3-phenylpropyl)piperazine and l-[2-(diphenylmethoxy)ethyl]-4-(3-phe-nylpropyl)piperazine. Journal of Medicinal Chemistry, 45 (6), 1321-1329. 

Hexafluoro-2-hydroxy-2-(4-fluorophenyl)propane (HFAF) was obtained from Central Glass Co., Japan, and was distilled under argon prior to use. Ethyl bromoacetate, methyl acrylate, acryloyl chloride, and methacryloyl chloride were obtained from Aldrich and were used as received. Hydroxyethyl methacrylate and hydroxypropyl methacrylate, also from Aldrich, were purified as described in the literature.6... 

Table 6.8. COMPARISON OF 1 -<>FLUOROPHENYL)- AND 1 -(ETHYL)-QUINOLONES IN E. COLI MOUSE PROTECTION TESTS [74]...

Guo et al. prepared N-(3-chloro-4-fluorophenyl)aminomethylenemalo-nate (256, R = 3-C1, R1 = 4-F, R2 = R3 = Et) in 60-70% yields when 3-chloro-4-fluoroaniline was reacted with triethyl orthoformate and diethyl malonate in the presence of a Lewis acid. From the reaction mixture, ethyl A-(3-chloro-4-fluorophenyl)-2-[(3-chloro-4-fluorophenyl)-aminomethylene]malonamate and A-(3-chloro-4-fluorophenyl)formanilide were also isolated as byproducts (88MI3). 

Isomeric 6- and 8-chloro-7-fluorothiazolo[3,2-a]quinolines (768 and 769) were prepared in 29-66% yields by the thermal cyclization of [(2-sub-stituted ethyl)thio][(3-chloro-4-fluorophenyl)amino]methylenemalonates (767) in diphenyl ether at 250°C for 5 min (82EUP58392). 

Fluorophenyl)sulf onyl]phenoxy]phenyl]-1-methyl-ethyl ]phenyl]- -[4-[(4-fluorophenyl)sulf onyl]phenoxy]poly[oxy-1, 4-phenylenesulfonyl-1,4-phenyleneoxy-l,4-phenylene(1-methyl ethylidene)-l,4-phenylene] III... 

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