A new application about N-(1,3-Dioxo-1,3-dihydroisobenzofuran-4-yl)acetamide

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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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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H3425O – PubChem

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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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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H3428O – PubChem

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

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H3455O – PubChem

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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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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H3484O – PubChem

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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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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H3472O – PubChem

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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

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Application of 6296-53-3, A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 6296-53-3, Name is N-(1,3-Dioxo-1,3-dihydroisobenzofuran-4-yl)acetamide, molecular formula is C10H7NO4. In a Article£¬once mentioned of 6296-53-3

Tilivalline 1, a metabolite from Klebsiella pneumoniae var. ocytoca, was easily synthesized in five steps from (S)-proline and 3-(benzyloxy)isatoic anhydride 4g. This synthesis is based on modified Curtius reactions of 3- substituted phthalic anhydrides 11 to 3-substituted isatoic anhydrides 4, conversion of lactams 6 to the acyliminium precursors 7 and stereoselective introduction of indole from the less hindered side of 7.

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Reference£º
Benzofuran – Wikipedia,
Benzofuran | C8H3486O – PubChem

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6296-53-3, Name is N-(1,3-Dioxo-1,3-dihydroisobenzofuran-4-yl)acetamide, belongs to benzofurans compound, is a common compound. name: N-(1,3-Dioxo-1,3-dihydroisobenzofuran-4-yl)acetamideIn an article, once mentioned the new application about 6296-53-3.

Methods of treating a disease selected from dermatomyositis, prurigo nodularis, pyoderma gangrenosum, alopecia areata, hidradenitis suppurtiva, rosacea, lichen planus, giant cell arteritis, Sjogren’s syndrome, gout, chronic prostatitis, posterior uveitis, vulvodynia and interstitial cystitis in a human are disclosed. Specific methods encompass the administration of (+)-2-[1-(3-ethoxy-4-methoxyphenyl)-2-methylsulfonylethyl]-4-acetylaminoisoindoline-1,3-dione, cyclopropyl {2-[(15)-1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl]-3-oxoisoindolin-4-yl}carboxamide or a combination thereof, or a pharmaceutically acceptable prodrug, metabolite, polymorph, salt, solvate or clathrate thereof.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H3463O – PubChem

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The present invention provides novel crystalline forms of apremilast hemitoluene solvate, apremilast hydrate, and apremilast anhydrate and an amorphous form of apremilast, and processes for the preparation of these forms.

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Benzofuran – Wikipedia,
Benzofuran | C8H3432O – PubChem

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Preparation of diversely substituted beta-functionalised styrenes by microwave-assisted olefin cross-metathesis (CM) is described. This method can be also employed in the synthesis of beta-deuterated alpha,beta-unsaturated sulfones from inexpensive allylbenzenes, though unprecedented one-pot isomerisation/deuteration/cross-metathesis sequence. One of such obtained CM products has been utilised in a new scalable synthesis of Apremilast (6), a potent and orally active phosphodiesterase 4 and tumour necrosis factor-alpha inhibitor. The same strategy was used in synthesis of an optical antipode of 6, ent-Apremilast.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H3483O – PubChem