CAS: 139264-24-7; (4R)-4-[[3-[2-(Dimethylamino)Ethyl]-1H-Indol-5-Yl]Methyl]-1,3-Oxazolidin-2-One

上下游产品

formaldehyd -1H-indol-3-yl>ethylamine(S)-2-5-(2-oxo-1,3-oxazolidin-4-yl)methyl-1H-indol-3-ylethylamine 4,4-diethoxy-N,N-dimethyl-1-butanamine (S)-4-(4-hydrazinobenzyl)-1,3-oxazolidin-2-one hydr°ChlorideZolmitriptan N-oxide

📜Ethyl 3-(2-Dimethylaminoethyl)-5-[(4R)-2-Oxooxazolidin-4-Ylmethyl]-1H-Indole-2-Carboxylate置于sodium Carbonate,盐酸体系中,用 水 用作溶剂,化学反应 6.0H,反应生成(4R)-4-[[3-[2-(二甲基氨基)乙基]-1H-吲哚-5-基]甲基]-2-恶唑烷酮
参考文献:佐米曲坦及相关物质的合成
标题:佐米曲坦及相关物质的合成
摘要:摘要描述了使用 Japp-Klingemann 反应和新的稳健纯化策略高效且经济地合成 Zolmitriptan 1.图形概要
Doi:10.1080/00397911.2013.777742

专利信息

专利号:US-8822702-B2
优先权日:2002-12-20
标 题 :Synthesis of amines and intermediates for the synthesis thereof
发明人：BERENS ULRICH; DOSENBACH OLIVER; SPRENGER DANIEL
权利人:BERENS ULRICH; DOSENBACH OLIVER; SPRENGER DANIEL; BASF SE
摘要:The invention relates in a first embodiment to a method for the manufacture of esters of the formula I, n nor especially of amides of the formula II,n n nwherein the symbols have the meanings given in the specification, as well as other intermediates and compounds useful in the synthesis of tryptamines and other substances mentioned in the title. The synthesis methods and intermediates are useful in the synthesis of pharmaceuticals.

专利号:US-2025188502-A1
优先权日:2022-03-10
标 题 :Biocatalyst and method for the synthesis of ubrogepant intermediates
发明人：CHEN HAIBIN; HU HU; CAI BAOQIN; XU JUNPENG; LIU SITONG; JIN LUPING; WU XINWEI; CUI QINYAN; ZHANG CHENGXIAO; ZHU KAILONG
权利人:ENZYMASTER NINGBO BIO ENG CO LTD
摘要:This application provides engineered transaminase polypeptides for the synthesis of Ubrogepant intermediates with high stereoselectivity, high catalytic activity and good stability. This application also provides a reaction process for the asymmetric synthesis of Ubrogepant intermediates using the transaminase polypeptide.

专利号:US-7786156-B2
优先权日:2004-01-28
标 题 :Synthesis methods and intermediates for the manufacture of Rizatriptan
发明人：MARTIN PIERRE; BERENS ULRICH; BOUDIER ANDREAS; DOSENBACH OLIVER
权利人:RATIOPHARM GMBH
摘要:The invention relates to a process for the manufacture of an 1,2,4-triazol-1-yl compound of the formula [A], n nor a salt thereof, wherein each of R3 and R4 is hydrogen or lower alkyl, said process comprising reacting a hydrazine compound of the formula [B]n n nwherein R is hydrogen or acyl, R2 is hydrogen or a protecting group, are hydrogen or lower alkyl, and R6 is hydrogen or COOR7, or a salt thereof, with a 1,2,4-triazolyl forming reagent.n n In addition, novel intermediates for the synthesis of the anti-migraine agent Rizatriptan and methods for their synthesis are presented.

专利号:US-7563904-B2
优先权日:2002-08-07
标题:Synthesis intermediates useful for preparing zolmitriptan
发明人：DALMASES BARJOAN PERE; ARMENGOL ASPARO MONTSERRAT
权利人:INKE SA
摘要:In particular, this invention relates to the synthesis intermediates (IV), (V), (VI) and (VIII) useful for preparing zolmitriptanzohnitriptan or a pharmaceutically acceptable salt thereof, which includes a) Ppreparation of the diazonium salt of the aniline hydrochloride (II); followed by reduction and acidification to give hydrazine (III); b) In situ Reaction of the hydrazine hydrochloride (III) with α-keto-δ-valerolactone, to give the hydrazone (IV); c) Fischer indole synthesis of the hydrazone (IV), to give the pyranoindolone of formula (V); d) Ttransesterification of the pyranoindolone (V) to provide the compound (VI), in which R means a straight or branched C1-C4 alkyl; e) Conversion of the hydroxyl group of the compound (VI) into dimethylamino to give the indolecarboxylate (VII), in which R means a straight or branched C1-C4 alkyl; f) Ssaponification of the 2-carboalkoxy group of the compound (VII), to provide indolecarboxylic acid (VIII); g) Ddecarboxylation of the indolecarboxylic acid (VIII), to provide zolmitriptan and, eventually, to provide a pharmaceutically acceptable salt thereof.

专利号:WO-03101931-A3
优先权日:2002-05-31
标题:Preparation of 4-(n, n-disubstitutedamino) butyraldehyde acetals
发明人：PULLA REDDY MUDDASANI; VENKAIAH CHOWDARY NANNAPANENI
权利人:NATCO PHARMA LTD; PULLA REDDY MUDDASANI; VENKAIAH CHOWDARY NANNAPANENI
摘要:The invention disclosed in this application relates to an improved process for the preparation of compounds of formula (I): R1R2NCH2CH2CH2CH(OR3)2; wherein, R1 = R2 = C1-C16 alkyl; C3-C7 cycloalkyl; R1 = C1-C16 alkyl; R2 = C3-C7 cycloalkyl; NR1R2 = pyrrolidino, piperidino, morpholino, thiomorpholino, R1 = C1-C6 alkyl; R2 = ArCH2; Ar =4-R4-C6H4-, R4 = MeO, EtO, Me, Et, NMe2, NEt2, SMe, SEt, etc; R3=C1-C6 alkyl; C3-C7 cycloalkyl which comprises: (i) Reacting 3-(N, N-disubstitutedamino)propyl halide of formula (XXI): R1R2NCH2CH2CH2X; wherein, R1, R2 = as defined above, X = C1 or Br, with magnesium in the presence of a solvent to get the Grrgnard reagent 3-(N, N-disubstitutedamino)-propylmagnesium halide; (ii) Reacting the resulting 3-(N, N-disubstitutedamino) propylmagnesium halide (Grignard reagent) with the trisubstituted orthoformate of formula (XVII): HC(OR5)(OR3)2; wherein, R3 and R5 is same or different and represent C1 to C6 alkyl, C3 to C7 cycloalkyl OR R3 is as defined above and R5 represents phenyl radical; (iii) Filtering off the resultant reaction mixture and distilling the filtrate to isolate the compound of the formula (I). These substituted butyraldehyde derivatives of the formula (I) are very important building blocks for the synthesis of various tryptamine derivatives. In particular 4-(N, N-dimethylamino)butyraldehyde dimethyl or diethyl acetals are crucial intermediates for the synthesis of commercially available anti-migraine drugs, like sumatriptan, zolmitriptan, and rizatriptan.

专利号:US-5919947-A
优先权日:1997-09-04
标题:Traceless solid phase synthesis of indole derivatives
发明人：SMITH ADRIAN LEONARD
权利人:MERCK SHARP & DOHME
摘要:The present invention relates to a traceless solid phase process for the preparation of an indole derivative, which comprises the following steps: n (1) reaction of an optionally substituted 2-iodoaniline derivative via the nitrogen atom of the NH 2 moiety thereof with a dihydropyran-functionalized polymeric resin under conditions effective to form an aminal linkage; n (2) reaction of the tetrahydropyran aminal derivative thereby obtained with an acetylene derivative in the presence of a transition metal catalyst under conditions effective to promote indole formation; n (3) treatment of the product thereby obtained with acid, whereby the aminal linkage is cleaved and the desired indole derivative is liberated from the resin; and n (4) isolation of the desired indole derivative thereby obtained.