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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 1520713
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HRID 1520713 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
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

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

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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 dissolved 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 to give the title compound.

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후처리

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

출처 및 근거

ORD 기록
ord-91d3ffbd74fe4215aeff64d53e27ac24
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09073855B2

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