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Acetic Anhydride → HCID 68776251, 화합물

HRID 241019
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HRID 241019 반응식
[Br:1][C:2]1[CH:7]=[CH:6][N:5]2[N:8]=[C:9]([NH2:11])[N:10]=[C:4]2[CH:3]=1.C(N(C(C)C)CC)(C)C.[C:21](OC(=O)C)(=[O:23])[CH3:22]>CN(C1C=CN=CC=1)C.C1COCC1>[Br:1][C:2]1[CH:7]=[CH:6][N:5]2[N:8]=[C:9]([NH:11][C:21](=[O:23])[CH3:22])[N:10]=[C:4]2[CH:3]=1
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참가 물질

6

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HCID 7918Acetic AnhydrideHCID 81531DiisopropylethylamineHCID 545940257-Bromo[1,2,4]triazolo[1,5-a]pyridin-2-amine

생성물 1

HCID 68776251HCID 68776251, 화합물수율 95%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 8028Tetrahydrofuran
용매

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온도
50 °C

실험 절차

To a solution of 7-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine (prepared using the procedure in WO2006038116) (0.150 g, 0.704 mmol), diisopropylethylamine (0.363 g, 2.81 mmol), catalytic DMAP (0.09 g, 0.07 mmol) in anhydrous THF (4 mL) was added acetic anhydride (0.216 g, 2.11 mmol). The reaction mixture was stirred at 50° C. for 22 h under N2 (g). After cooling to room temperature the mixture was concentrated, diluted with ethyl acetate (50 mL), washed with saturated sodium bicarbonate (40 mL), brine (40 mL), and dried over anhydrous sodium sulfate. Filtration and concentration followed by column chromatography of the residue on silica (95:5 dichlormethane/methanol) afforded N-(7-bromo-[1,2,4]triazolo[1,5-a]pyridin-2-yl)acetamide (0.170 g, 95% yield) as a brown oil. MS (EI) for C8H7BrN4O: 256 (MH+).

후처리

  1. temperatureAfter cooling to room temperature the mixture
  2. concentrationwas concentrated
  3. additiondiluted with ethyl acetate (50 mL)
  4. washwashed with saturated sodium bicarbonate (40 mL), brine (40 mL)
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationFiltration and concentration

출처 및 근거

ORD 기록
ord-fe1dd199ee6c4c64bbdfc8755d6b987e
출처 데이터셋
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08648066B2

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