Diisopropylethylamine → 5-Chloro-thiophene-2-carboxylic acid [(S)-2-[3-(5-chloro-1-methyl-2-oxo-1,2-dihydro-pyridin-3-yl)-2-ethyl-benzenesulfonylamino]-3-((S)-3-methyl-morpholin-4-yl)-3-oxo-propyl]-amide

HRID 389666ノート

反応式

HRID 389666 の反応式
[NH2:1][C@H:2]([C:13]([N:15]1[CH2:20][CH2:19][O:18][CH2:17][C@@H:16]1[CH3:21])=[O:14])[CH2:3][NH:4][C:5]([C:7]1[S:8][C:9]([Cl:12])=[CH:10][CH:11]=1)=[O:6].C(C1C(N2CCOCC2=O)=CC=CC=1S(N[C@H](C(N1CCO[C@H](C)C1)=O)CNC(C1SC(Cl)=CC=1)=O)(=O)=O)C.CCN(C(C)C)C(C)C.[Cl:70][C:71]1[CH:72]=[C:73]([C:79]2[C:80]([CH2:89][CH3:90])=[C:81]([S:85](Cl)(=[O:87])=[O:86])[CH:82]=[CH:83][CH:84]=2)[C:74](=[O:78])[N:75]([CH3:77])[CH:76]=1>C(Cl)Cl.O1CCOCC1.C(Cl)Cl>[Cl:70][C:71]1[CH:72]=[C:73]([C:79]2[C:80]([CH2:89][CH3:90])=[C:81]([S:85]([NH:1][C@H:2]([C:13]([N:15]3[CH2:20][CH2:19][O:18][CH2:17][C@@H:16]3[CH3:21])=[O:14])[CH2:3][NH:4][C:5]([C:7]3[S:8][C:9]([Cl:12])=[CH:10][CH:11]=3)=[O:6])(=[O:86])=[O:87])[CH:82]=[CH:83][CH:84]=2)[C:74](=[O:78])[N:75]([CH3:77])[CH:76]=1

参加物

7

反応物 4

HCID 81531DiisopropylethylamineHCID 442008575-Chloro-thiophene-2-carboxylic acid [(S)-2-[2-ethyl-3-(3-oxo-morpholin-4-yl)-benzenesulfonylamino]-3-((R)-2-methyl-morpholin-4-yl)-3-oxo-propyl]-amideHCID 671552485-Chloro-thiophene-2-carboxylic acid [(S)-2-amino-3-((S)-3-methyl-morpholin-4-yl)-3-oxo-propyl]-amideHCID 867617693-(5-Chloro-1-methyl-2-oxo-1,2-dihydro-pyridin-3-yl)-2-ethyl-benzenesulfonyl chloride

生成物 1

HCID 442009775-Chloro-thiophene-2-carboxylic acid [(S)-2-[3-(5-chloro-1-methyl-2-oxo-1,2-dihydro-pyridin-3-yl)-2-ethyl-benzenesulfonylamino]-3-((S)-3-methyl-morpholin-4-yl)-3-oxo-propyl]-amide

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 18626912Dioxane methylene chloride溶媒

実験手順

5-Chloro-thiophene-2-carboxylic acid [(S)-2-amino-3-((S)-3-methyl-morpholin-4-yl)-3-oxo-propyl]-amide, Intermediate 3 (78 mg, 0.235 mmol) was dissolved in 3 ml DCM/1,4-Dioxane (1:1) and DIPEA (164 μl, 0.94 mmol). Intermediate 65 (82 mg, 0.235 mmol) in 1.5 ml DCM was slowly added and the reaction was stirred for 2 h. Then the solution was evaporated to dryness and purified by prep. HPLC. After lyophilization the title compound is obtained as colorless, amorphous solid.

後処理

  1. customThen the solution was evaporated to dryness
  2. custompurified by prep

出典と根拠

ORDレコード
ord-9fddb28066184426add19ff0ba2ef4d1
出典データセット
uspto-grants-2013_02
特許番号
US08378092B2

反応ノート

読み込み中…