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 389666노트

반응식

HRID 389666 반응식
[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

참가 물질

7

반응물 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

생성물 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

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 18626912Dioxane methylene chloride용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-9fddb28066184426add19ff0ba2ef4d1
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08378092B2

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