TBAF tetrahydrofuran → 4-(4-Ethylpiperazin-1-yl)-6-[4-(2-hydroxypropoxy)phenyl]thieno[3,2-c]pyridine

HRID 1814501노트

반응식

HRID 1814501 반응식
[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[C:14]3[CH:15]=[CH:16][S:17][C:13]=3[CH:12]=[C:11]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH:26]([O:28][Si](C(C)(C)C)(C4C=CC=CC=4)C4C=CC=CC=4)[CH3:27])=[CH:20][CH:19]=3)[N:10]=2)[CH2:5][CH2:4]1)[CH3:2].[F-].C([N+](CCCC)(CCCC)CCCC)CCC.C1COCC1>C1COCC1>[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[C:14]3[CH:15]=[CH:16][S:17][C:13]=3[CH:12]=[C:11]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH:26]([OH:28])[CH3:27])=[CH:20][CH:19]=3)[N:10]=2)[CH2:5][CH2:4]1)[CH3:2]

참가 물질

4

반응물 2

HCID 11078149TBAF tetrahydrofuranHCID 207703824-(4-Ethylpiperazin-1-yl)-6-[4-(2-t-butyldiphenylsilyloxypropoxy)phenyl]thieno[3,2-c]pyridine

생성물 1

HCID 99088034-(4-Ethylpiperazin-1-yl)-6-[4-(2-hydroxypropoxy)phenyl]thieno[3,2-c]pyridine수율 78%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

4-(4-Ethylpiperazin-1-yl)-6-[4-(2-t-butyldiphenylsilyloxypropoxy)phenyl]thieno[3,2-c]pyridine of 3.38 g (5.31 mmol) was dissolved in THF of 20 ml and stirred at room temperature. To the mixture was added 1.0M tetrabutylammonium fluoride/THF solution of 10.6 ml (2.0 equivalents), and the mixture was stirred for 8 hr. The solvent was evaporated, and to the resulting residue was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed sequentially with water (three times) and brine, and dried over magnesium sulfate. The solvent was evaporated, and the resulting residue was purified by NH-silica gel column chromatography (n-hexane/ethyl acetate system), to give the title compound as a colorless oil (1.65 g, yield; 78%).

후처리

  1. stirringthe mixture was stirred for 8 hr
  2. customThe solvent was evaporated
  3. additionto the resulting residue was added water
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe organic layer was washed sequentially with water (three times) and brine
  6. dry with materialdried over magnesium sulfate
  7. customThe solvent was evaporated
  8. customthe resulting residue was purified by NH-silica gel column chromatography (n-hexane/ethyl acetate system)

출처 및 근거

ORD 기록
ord-6d85572aca0041acbb69ab75ed5ae791
출처 데이터셋
uspto-grants-2005_04
특허 번호
US06875761B2

반응 노트

불러오는 중…