| Identification | Back Directory | [Name]
2-(diMethylphosphoryl)aniline | [CAS]
1197953-47-1 | [Synonyms]
Brigatinib intermediates
2-(Dimethylphosphinyl)aniline
2-(diMethylphosphoryl)aniline
2-(diMethylphosphoryl)benzenaMine
2-(Dimethylphosphinyl)benzenamine
2-(diMethylphosphoryl)aniline HCl
2-(Dimethylphosphinyl)benzeneamine
Benzenamine, 2-(dimethylphosphinyl)-
(2-AMinophenyl)diMethylphosphine oxide | [Molecular Formula]
C8H12NO3P | [MDL Number]
MFCD23135529 | [MOL File]
1197953-47-1.mol | [Molecular Weight]
201.16 |
| Chemical Properties | Back Directory | [Boiling point ]
367.5±34.0 °C(Predicted) | [density ]
1.11±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [pka]
1.10±0.10(Predicted) | [Appearance]
Off-white to light yellow Solid | [InChI]
InChI=1S/C8H12NOP/c1-11(2,10)8-6-4-3-5-7(8)9/h3-6H,9H2,1-2H3 | [InChIKey]
DHHGHQKIKXKQGJ-UHFFFAOYSA-N | [SMILES]
C1(N)=CC=CC=C1P(C)(C)=O |
| Hazard Information | Back Directory | [Uses]
(2-Aminophenyl)dimethylphosphine Oxide is mainly used as a raw material or reagent for organic synthesis and can be used to prepare other compounds such as phosphine oxide derivatives and pyrimidine derivatives. | [Synthesis]
(2-Aminophenyl)dimethylphosphine Oxide is prepared by the reaction of 2-Iodoaniline and Dimethylphosphine oxide. The specific synthesis steps are as follows:
To a solution of 2-iodoaniline ( 1.0 eq) and dimethylphosphine oxide (1.1 eq) in DMF were added potassium phosphate ( 1.1 eq) and palladium acetate/Xantphos (catalytic). The reaction was stirred at 150 °C for 3 hours and cooled to room temperature. The solvent was evaporated and the residue was worked up with DCM/water. The crude product was purified with a column(EtOAc/MeOH 10: 1 ) to give 1 as a brown solid (80percent yield).
 | [References]
[1] Patent: WO2012/151561, 2012, A1. Location in patent: Page/Page column 37
[2] Patent: WO2013/169401, 2013, A1. Location in patent: Page/Page column 41-42
[3] Patent: US2015/225436, 2015, A1. Location in patent: Paragraph 0791-0792
[4] Patent: CN106928275, 2017, A. Location in patent: Paragraph 0097-0099
[5] Journal of Medicinal Chemistry, 2016, vol. 59, # 10, p. 4948 - 4964 |
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