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Triethylamine → HCID 57415394, 화합물

HRID 333919
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HRID 333919 반응식
[CH3:1][O:2][C:3]1[CH:15]=[CH:14][C:6]([CH2:7][C:8]2[S:12][C:11]([NH2:13])=[N:10][N:9]=2)=[CH:5][CH:4]=1.CCN(CC)CC.[CH3:23][C:24]1[O:28][C:27]([CH2:29][CH2:30][C:31](Cl)=[O:32])=[CH:26][CH:25]=1>O1CCOCC1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][C:8]2[S:12][C:11]([NH:13][C:31](=[O:32])[CH2:30][CH2:29][C:27]3[O:28][C:24]([CH3:23])=[CH:25][CH:26]=3)=[N:10][N:9]=2)=[CH:14][CH:15]=1
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참가 물질

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반응물 3

HCID 8471TriethylamineHCID 8002315-[(4-Methoxyphenyl)methyl]-1,3,4-thiadiazol-2-amineHCID 10910039HCID 10910039, 화합물

생성물 1

HCID 57415394HCID 57415394, 화합물

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

To a solution of 5-(4-methoxybenzyl)-1,3,4-thiadiazol-2-amine (88b, 221 mg, 1.0 mmol), Et3N (0.38 ml) in 1,4-dioxane (8.0 ml) was slowly added 3-(5-methylfuran-2-yl) propanoyl chloride and stirred for further 16.0 hours at room temperature. The reaction mixture was then quenched with water and extracted with ethyl acetate. The organic layer was washed with brine, dried over MgSO4(s), and concentrated under reduced pressure to give N-[5-(4-methoxy-benzyl)-[1,3,4]thiadiazol-2-yl]-3-(5-methyl-furan-2-yl)-propionamide (88): 1H NMR (500 MHz, DMSO) δ7.24(d, 2H), δ6.89(d, 2H), δ5.90(d, 2H), δ4.24(s, 2H), δ3.72(s, 3H), δ2.83 (d, 3H), δ2.71(d, 2H), δ2.17(s, 3H). ESI-MS: 358.0 (M+H)+.

후처리

  1. customThe reaction mixture was then quenched with water
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried over MgSO4(s)
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-17f3ddabef614e49bf8e15c853d1edc0
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08883793B2

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