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Potassium tert-butoxide → HCID 178437374, 화합물

HRID 880742
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HRID 880742 반응식
[C:1]([C:4]1[C:9]([NH:10][C:11]([C:13]2[S:14][CH:15]=[C:16]([C:18]#[C:19][Si](C)(C)C)[N:17]=2)=O)=[C:8]([CH3:24])[C:7]([O:25][CH3:26])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].CC(C)([O-])C.[K+]>C(O)(C)(C)C>[CH3:26][O:25][C:7]1[C:8]([CH3:24])=[C:9]2[C:4]([C:1]([OH:3])=[CH:2][C:11]([C:13]3[S:14][CH:15]=[C:16]([C:18]#[CH:19])[N:17]=3)=[N:10]2)=[CH:5][CH:6]=1
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참가 물질

4

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HCID 23665647Potassium tert-butoxideHCID 672140214-Trimethylsilanylethynyl-thiazole-2-carboxylic acid-(6-acetyl-3-methoxy-2-methyl-phenyl)-amide

생성물 1

HCID 178437374HCID 178437374, 화합물수율 52%

시약·촉매·용매 1

HCID 6386tert-Butanol용매

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온도
80 °C

실험 절차

To a suspension of compound 208b (8.71 g, 1 eq.) in tert-butanol (240 mL) was added potassium tert-butoxide (5.32 g, 2.1 eq.). The heterogeneous mixture was stirred and heated to 80° C. The solvent was then evaporated and water was added to the resulting black residue. The pH of the mixture was brought to 6 with 1N HCl. The mixture was extracted with dichloromethane. The organic layer was dried over Na2SO4, filtered, and concentrated under vacuo. The solid was purified by chromatography on silica gel to give compound 209b as an orange solid in 52% yield. 1H NMR (CDCl3, 400 MHz) δ (ppm) 2.45 (s, 3H), 3.25 (s, 1H), 3.99 (s, 3H), 6.89 (br s, 1H), 7.06 (d, J=9.09 Hz, 1H), 7.72 (s, 1H), 8.26 (d, J=9.09 Hz, 1H), 9.50 (br s, 1H); MS (ESI, EI+) m/z=297 (MH+).

후처리

  1. customThe solvent was then evaporated
  2. additionwater was added to the resulting black residue
  3. extractionThe mixture was extracted with dichloromethane
  4. dry with materialThe organic layer was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under vacuo
  7. customThe solid was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-e6172d010a094a92978024937ebbde51
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08993595B2

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