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Methyl imidazo(1,2-a)pyridine-6-carboxylate → 5,6,7,8-Tetrahydro-imidazo[1,2-a]pyridine-6-carboxylic acid methyl ester

HRID 574938
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인쇄 미리보기

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HRID 574938 반응식
[N:1]1[CH:2]=[CH:3][N:4]2[CH:9]=[C:8]([C:10]([O:12][CH3:13])=[O:11])[CH:7]=[CH:6][C:5]=12>[Pd].C(O)(=O)C>[N:1]1[CH:2]=[CH:3][N:4]2[CH2:9][CH:8]([C:10]([O:12][CH3:13])=[O:11])[CH2:7][CH2:6][C:5]=12
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참가 물질

4

반응물 1

HCID 2764326Methyl imidazo(1,2-a)pyridine-6-carboxylate

생성물 1

HCID 107260595,6,7,8-Tetrahydro-imidazo[1,2-a]pyridine-6-carboxylic acid methyl ester

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 176Acetic Acid용매

반응 조건

온도
50 °C

실험 절차

To a 50 ml pressure bottle were placed methyl imidazo[1,2-a]pyridine-6-carboxylate (0.26 g), acetic acid (10 ml), and wet 5% palladium on carbon (0.052 g). The reaction mixture was stirred for 16 hours at 30 psi and 50° C. The solid was filtered off, and the filtrate was concentrated. The residue was taken up in ethyl acetate. It was then washed with saturated sodium bicarbonate, brine, dried over MgSO4, filtered, and concentrated. The residue was purified by flash column chromatography on silica gel using 10-100% ethyl acetate in hexanes to provide the title compound.

후처리

  1. filtrationThe solid was filtered off
  2. concentrationthe filtrate was concentrated
  3. washIt was then washed with saturated sodium bicarbonate, brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was purified by flash column chromatography on silica gel using 10-100% ethyl acetate in hexanes

출처 및 근거

ORD 기록
ord-7f9c0181299647978cdfb56808c4d04a
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09034875B2

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