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Benzyl 3-methyl-2-oxo-2,2',3,3'-tetrahydro-1H,1'H-spiro[1,8-naphthyridine-4,4'-pyridine]-1'-carboxylate → 3-Methyl-1H-spiro[1,8-naphthyridine-4,4'-piperidin]

HRID 1664804
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HRID 1664804 반응식
[CH3:1][CH:2]1[C:11]2([CH:16]=[CH:15][N:14](C(OCC3C=CC=CC=3)=O)[CH2:13][CH2:12]2)[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[NH:4][C:3]1=O>C(O)C.[Pd]>[CH3:1][C:2]1[C:11]2([CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[NH:4][CH:3]=1
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참가 물질

4

반응물 1

HCID 67440213Benzyl 3-methyl-2-oxo-2,2',3,3'-tetrahydro-1H,1'H-spiro[1,8-naphthyridine-4,4'-pyridine]-1'-carboxylate

생성물 1

HCID 866201203-Methyl-1H-spiro[1,8-naphthyridine-4,4'-piperidin]

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

Benzyl 3-methyl-2-oxo-2,2′,3,3′-tetrahydro-1H,1′H-spiro[1,8-naphthyridine-4,4′-pyridine]-1′-carboxylate (73 mg, 0.20 mmol) was diluted in ethanol (10 mL) and palladium (10% on carbon; 100 mg) was added. The reaction vessel was evacuated and back-filled with nitrogen (3×), then back-filled with hydrogen (1 atm). After 6 h, the mixture was filtered with celite, washed with ethanol and methanol. The filtrate was concentrated to give the title compound. MS 232.1 (M+1).

후처리

  1. customThe reaction vessel was evacuated
  2. additionback-filled with nitrogen (3×)
  3. additionback-filled with hydrogen (1 atm)
  4. filtrationthe mixture was filtered with celite
  5. washwashed with ethanol and methanol
  6. concentrationThe filtrate was concentrated

출처 및 근거

ORD 기록
ord-b08268ab758448fa835e83b2334c30f1
출처 데이터셋
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08039460B2

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