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Diisobutylaluminumhydride → HCID 57419934, 화합물

HRID 911000
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HRID 911000 반응식
[CH3:1][C:2]1[N:3]=[C:4]([NH:7][C:8]2[CH:9]=[C:10]([CH:15]=[CH:16][N:17]=2)[C:11](OC)=[O:12])[S:5][CH:6]=1.[H-].C([Al+]CC(C)C)C(C)C>CCOCC>[CH3:1][C:2]1[N:3]=[C:4]([NH:7][C:8]2[CH:9]=[C:10]([CH2:11][OH:12])[CH:15]=[CH:16][N:17]=2)[S:5][CH:6]=1
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참가 물질

4

반응물 2

HCID 21225700DiisobutylaluminumhydrideHCID 86634739HCID 86634739, 화합물

생성물 1

HCID 57419934HCID 57419934, 화합물수율 78%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

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온도
0 °C

실험 절차

Charged a flask with methyl 2-(4-methylthiazol-2-ylamino)isonicotinate (0.5 g, 2.01 mmol) and added ether (10 mL). The reaction mixture was cooled to 0° C. and diisobutylaluminum hydride (8.01 mL, 8.01 mmol) was added. The reaction mixture was stirred at 0° C. for 8 hours and then stirred overnight at room temperature. The reaction mixture was quenched with water, extracted with ethyl acetate, dried over magnesium sulfate, filtered, and concentrated. The residue was purified using silica gel column chromatography with ethyl acetate as the eluent to afford (2-(4-methylthiazol-2-ylamino)pyridin-4-yl)methanol (0.347 g, 76.6% yield) as white solid. 1H NMR (CD3OD) δ 8.20 (d, 1H), 7.01 (m, 1H), 6.86 (m, 1H), 6.42 (m, 1H), 4.60 (s, 2H), 2.27 (d, 3H); Mass spectrum (apci) m/z=222 (55) (M+H).

후처리

  1. stirringstirred overnight at room temperature
  2. customThe reaction mixture was quenched with water
  3. extractionextracted with ethyl acetate
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was purified

출처 및 근거

ORD 기록
ord-446555bd200c4b8eb2df1b45d8733db8
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08022222B2

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