Identification | Back Directory | [Name]
1-(4-amino-3-fluorophenyl)ethan-1-one | [CAS]
73792-22-0 | [Synonyms]
4-Acetyl-2-fluoroaniline 3-Fluoro-4-aminoacetophenone 4'-Amino-3'-fluoroacetophenone 1-(4-Amino-3-fluorophenyl)ethanone 1-(4-amino-3-fluorophenyl)ethan-1-one Ethanone, 1-(4-amino-3-fluorophenyl)- Ethanone, 1-(4-amino-3-fluorophenyl)- (9CI) | [EINECS(EC#)]
277-610-0 | [Molecular Formula]
C8H8FNO | [MDL Number]
MFCD12032124 | [MOL File]
73792-22-0.mol | [Molecular Weight]
153.15 |
Chemical Properties | Back Directory | [Melting point ]
86-88℃ | [Boiling point ]
286℃ | [density ]
1.201 | [Fp ]
127℃ | [storage temp. ]
2-8°C(protect from light) | [pka]
0.77±0.10(Predicted) | [Appearance]
Light yellow to brown Solid |
Hazard Information | Back Directory | [Uses]
1-(4-Amino-3-fluorophenyl)ethanone can be used as a starting material in the preparation of 2-Amino-5-[(cyclopentylamino)acetyl]-3-fluoro-benzonitrile. | [Synthesis]
Example 7: Synthesis of (R)-N-(4-{1-[3-(4-tert-butyl-benzyl)-ureido]-ethyl}-2-fluoro-6-vinyl-phenyl)-methanesulfonamide; Step i: Preparation of 1-(4-amino-3-fluorophenyl)ethanone. In a 25 mL two-necked round-bottomed flask, filled with argon protection, a DMF solution of 2-fluoro-4-iodoaniline (1500 mg, 6.33 mmol) was added. Palladium(II) acetate (42.62 mg, 0.19 mmol), 1,3-bis(diphenylphosphino)propane (156.65 mg, 0.38 mmol, 0.06 equiv.), thallium(I) acetate (1834.19 mg, 6.96 mmol), and butyl vinyl ether (1.64 mL, 12.66 mmol, 2 equiv.) were then added sequentially. The reaction mixture was heated and stirred for 15 hours. After the reaction was completed, the mixture was poured into THF and 10% HCl solution was added slowly. The reaction mixture was extracted with ethyl acetate (300 mL x 3) and the organic phases were combined and washed sequentially with water and brine. The organic layer was dried with anhydrous Na2SO4, filtered and purified by column chromatography (n-hexane: ethyl acetate=3:1) to give a light yellow solid product (343.0 mg, yield 35.40%). Melting point: 77-79°C; IR (KBr pressed sheet, cm^-1): 3373, 3326, 1663, 1296; 1H NMR (400 MHz, CDCl3): δ 7.53 (m, 2H), 6.69 (m, 1H), 3.41 (s, 2H), 2.43 (s, 3H). | [References]
[1] Patent: WO2006/101318, 2006, A1. Location in patent: Page/Page column 44; 83-84 [2] Patent: EP1862454, 2007, A1. Location in patent: Page/Page column 6; 18 |
|
|