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The present invention relates to new crystalline forms of apps is special, compared with the solid form of apps especially known, new crystalline form of the present invention has good stability, have advantageous processing and handling characteristics, is suitable for solid preparation application. The invention also relates to a process for the preparation of the new crystalline form, its pharmaceutical compositions, and their use for the preparation of a medicament for the treatment of arthritis and psoriasis in use. (by machine translation)

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H3465O – PubChem

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The invention discloses a high optical purity of formula I shown in the preparation method of the app Si Te, the resulting product and its application. The invention of the preparation method of the app Si Te, through IV and compound to compound V as reaction raw material, glacial acetic acid as reaction solvent in the condensation reaction, the use of selected from anhydrous magnesium sulfate, anhydrous sodium sulfate, anhydrous calcium chloride, anhydrous copper sulfate or anhydrous molecular sieve catalysts such as, make this invention app Si Te preparation method has high-efficient, high yield, the characteristics of high optical purity, is more suitable for industrial production; the resulting app Si Te high optical purity of the product, used as material preparing into medicines, will have better curative effect, so as to improve the treatment of patient compliance. (by machine translation)

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Benzofuran – Wikipedia,
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The present invention is directed to a novel process for the preparation of Apremilast in amorphous form directly from the crude reaction mixture comprising the final stage condensation of a 3- acetamidophthalic anhydride and a chiral amino acid salt of (S)-2-(3-ethoxy-4-methoxyphenyl)-1- (methylsulfonyl)-eth-2-ylamine, isolated in amorphous form using a solvent-antisolvent mixture comprising acetonitrile-water, dimethylformamide-water, dimethylsulfoxide-water, acetonitrile- dimethylformamide-water or mixtures thereof.

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Benzofuran – Wikipedia,
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The invention discloses a process for preparing high optical purity apps is special method, comprises the following steps: in the aromatic hydrocarbon solvent, the (S)- 2 – (3 – ethoxy – 4 – methoxyphenyl) – 1 – (methylsulfonyl) – b – 2 – ylamine or a salt thereof with 3 – acetyl amino phthalic anhydride in the amination reaction, make apps is special. Using the method of preparation of optical purity can be apps is special to the 99.9% or more. (by machine translation)

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A process for the resolution of racemic 2-(3-ethoxy-4-methoxyphenyl)-1-(methylsulphonyl)-eth-2-ylamine using novel chiral salts is disclosed. An L-phenylalanine p-toluene-sulfonamide salt of (S)-2-(3-ethoxy-4-methoxyphenyl)-1-(methylsulphonyl)-eth-2-ylamine and a di-p-toluoyl-L-tartaric acid salt of (S)-2-(3-ethoxy-4-methoxyphenyl)-1-(methylsulphonyl)-eth-2-ylamine are also provided.

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Benzofuran – Wikipedia,
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The invention relates to a preparation method of (S)-l-(3-ethoxy-4-methoxyphenyl)- 2-(methylsulfonyl)-ethyl-amine (S)-l, or its N-acyl derivatives of general formula (S)-2. The amine (S)-l is the key intermediate in the synthesis of (S)-{2-[l-(3-ethoxy-4- methoxyphenyi)-2-methyisulfonylethyl]-4-acetylaminoisoindolin-l ?3-dione, known as Apremilast. In this synthesis, the amine (S)-l, or its respective salts, are subjected to condensation with 3-acetamidophthalic anhydride 4, providing the desired product 3 (Scheme 1).

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Benzofuran – Wikipedia,
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The present invention relates to an improved process for the preparation of Apremilast of formula (I).

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Benzofuran – Wikipedia,
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The present invention relates to a process for the preparation of 1-(3-ethoxy-4-methoxy-phenyl)-2-methylsulfonyl-ethanamine, an intermediate for the preparation of apremilast via a compound of Formula (V) wherein R is (C1-C4)alkyl, (C1-C4)haloalkyl, -O(C1-C4)alkyl, or ?O-benzyl, and L is a leaving group.

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Benzofuran – Wikipedia,
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Poly(aminophthalimide) (PAP) dimers and trimers have been synthesized by palladium-catalyzed cross-coupling reactions of 3-aminophthalimides with 3-chloro- and 3,6-dichlorophthalimide, respectively. When Pd(OAc)2, XPhos (2-dicyclohexylphosphino-2?,4?,6?-triisopropylbiphenyl), and K3PO4 are used, the C-N bond-forming reactions proceed quantitatively. The structures of those oligomers are examined by experimental and theoretical techniques including NMR, IR, single-crystal X-ray diffraction, and DFT calculations. The strong preference for cisoid structure of the diphthalimidylamine unit bearing a bifurcate hydrogen bonding is disclosed. Therefore, the aminophthalimide backbone is a highly promising candidate for the construction of a dynamically ordered helical structure.

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Benzofuran – Wikipedia,
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The invention discloses a apps is special of effecting the purity of the preparation method, 2-(3-ethoxy-4-methoxyphenyl)-1-(methylsulfonyl)-b-2-amine and N-acetyl-L-leucine salt forming reaction to obtain (S)-2-(3-ethoxy-4-methoxyphenyl)-1-(methylsulfonyl)-b-2-ylamine-N-acetyl-L-leucine salt, the purified (S)-2-(3-ethoxy-4-methoxyphenyl)-1-(methylsulfonyl)-b-2-ylamine-? N-acetyl-L-leucine salt with 3-acetyl amino phthalic anhydride in the presence of toluene and acetic acid react to generate the receive? (S)-2-[ 1-(3-ethoxy-4-methoxyphenyl)-2-methylsulfonylethyl]-4-acetyl amino indoline -1, 3-diketone, through the acetone and ethanol mixed solvent recrystallization to obtain stereomeride relatively pure apps is special. The advantage of this invention lies in: the invention by replacing the solvent, adding catalyst, reaction time is greatly shortened, the chiral purity as high as 99.8% apps is special of. (by machine translation)

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H3441O – PubChem