| Identification | Back Directory | [Name]
4-(4-Boc-piperazin-1-yl)-3-fluoroaniline | [CAS]
154590-35-9 | [Synonyms]
4-(4-Boc-piperazin-1-yl)-3-fluoroaniline
4-(4-Amino-2-fluorophenyl)-1-Boc-piperazine
3-Fluoro-4-[4-(Boc-amino)piperidino]aniline
4-(4-Boc-piperazin-1-yl)-3-fluoroaniline ISO 9001：2015 REACH
4-(4-Amino-2-fluoro-phenyl)-piperazine-1-carboxylic acid tert-butyl ester
1-Piperazinecarboxylic acid, 4-(4-amino-2-fluorophenyl)-, 1,1-dimethylethyl ester | [Molecular Formula]
C15H22FN3O2 | [MDL Number]
MFCD08443960 | [MOL File]
154590-35-9.mol | [Molecular Weight]
295.35 |
| Chemical Properties | Back Directory | [Boiling point ]
439.6±45.0 °C(Predicted) | [density ]
1.198±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C(protect from light) | [form ]
solid | [pka]
6.67±0.10(Predicted) | [Appearance]
White to light yellow Solid | [InChI]
InChI=1S/C15H22FN3O2/c1-15(2,3)21-14(20)19-8-6-18(7-9-19)13-5-4-11(17)10-12(13)16/h4-5,10H,6-9,17H2,1-3H3 | [InChIKey]
IULXQAJBODFBAK-UHFFFAOYSA-N | [SMILES]
N1(C(OC(C)(C)C)=O)CCN(C2=CC=C(N)C=C2F)CC1 |
| Hazard Information | Back Directory | [Synthesis]
Preparation of 3-4-2: [3-Fluoro-4-(Boc-piperazinyl)]aniline
To 150 mL of ethyl acetate were sequentially added 9.3 g (28.6 mmol) of tert-butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate synthesized by the preparation of Example 3-4-1 and 930 mg (10 wt%) of Pd/C catalyst. The mixture was placed in a hydrogen reactor and reacted at 4 bar hydrogen pressure for 6 hours. Upon completion of the reaction, the Pd/C catalyst was removed by filtration. The filtrate was concentrated by distillation under reduced pressure and subsequently dried under vacuum at about 40 °C to give 8.22 g (yield: 97%) of the title compound.
Mass spectrum (M + H)+: 296.11
1H-NMR (DMSO-d6) δ: 1.42 (s, 9H), 2.76 (br m, 4H), 3.43 (br m, 4H), 5.02 (s, 2H), 6.33 (m, 2H), 6.79 (m, 1H). | [References]
[1] Patent: US2011/306606, 2011, A1. Location in patent: Page/Page column 15
[2] Patent: EP2394993, 2011, A2. Location in patent: Page/Page column 23
[3] Patent: WO2005/82892, 2005, A2. Location in patent: Page/Page column 62-63
[4] Patent: WO2004/18439, 2004, A1. Location in patent: Page 31
[5] Patent: US2007/100141, 2007, A1. Location in patent: Page/Page column 27 |
|
|