Water → HCID 69457249, 화합물

HRID 1351965노트

반응식

HRID 1351965 반응식
[NH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][CH:8]=[C:7]2[CH2:11][C@H:12]([N:14]1[CH2:18][C@@H:17]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([Cl:25])[CH:20]=2)[O:16][C:15]1=[O:26])[CH3:13].C(N(CC)CC)C.[C:34](Cl)(=[O:37])[CH2:35][CH3:36].O>O1CCCC1>[Cl:25][C:21]1[CH:20]=[C:19]([C@H:17]2[O:16][C:15](=[O:26])[N:14]([C@H:12]([CH3:13])[CH2:11][C:7]3[C:6]4[C:10](=[C:2]([NH:1][C:34](=[O:37])[CH2:35][CH3:36])[CH:3]=[CH:4][CH:5]=4)[NH:9][CH:8]=3)[CH2:18]2)[CH:24]=[CH:23][CH:22]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 62324Propionyl chlorideHCID 69458120HCID 69458120, 화합물

생성물 1

HCID 69457249HCID 69457249, 화합물수율 104.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of (5R)-3-((1R)-2-(7-amino-1H-indol-3-yl)-1-methylethyl)-5-(3-chlorophenyl)-1,3-oxazolidin-2-one (28.4 mg, 0.0768 mmol) in tetrahydrofuran (1 mL) are added triethylamine (13.5 μL, 0.0969 mmol) and propionyl chloride (8 μL, 0.0921 mmol) under nitrogen atmosphere, and the mixture is stirred at room temperature for 1 hour. The reaction solution is poured into water, and the mixture is extracted with ethyl acetate. The organic layer is washed with a saturated brine, and dried over anhydrous sodium sulfate. The solvent is evaporated, and the obtained crude product is purified by preparative thin layer chromatography (n-hexane:ethyl acetate=1:1) to give the title compound (34.3 mg, yield: 100%).

후처리

  1. extractionthe mixture is extracted with ethyl acetate
  2. washThe organic layer is washed with a saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent is evaporated
  5. customthe obtained crude product
  6. customis purified by preparative thin layer chromatography (n-hexane:ethyl acetate=1:1)

출처 및 근거

ORD 기록
ord-44397f83b9104faebe59addc51aa42b9
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07217724B2

반응 노트

불러오는 중…