1-(4-(2-fluoropyridin-3-yl)-5,6-dihydropyridin-1(2H)-yl)ethanone → 1-(4-(2-Fluoropyridin-3-yl)piperidin-1-yl)ethanone

HRID 454893

反応式

HRID 454893 の反応式
[F:1][C:2]1[C:7]([C:8]2[CH2:13][CH2:12][N:11]([C:14](=[O:16])[CH3:15])[CH2:10][CH:9]=2)=[CH:6][CH:5]=[CH:4][N:3]=1>[OH-].[OH-].[Pd+2].C1COCC1>[F:1][C:2]1[C:7]([CH:8]2[CH2:9][CH2:10][N:11]([C:14](=[O:16])[CH3:15])[CH2:12][CH2:13]2)=[CH:6][CH:5]=[CH:4][N:3]=1

参加物

4

反応物 1

HCID 593269651-(4-(2-fluoropyridin-3-yl)-5,6-dihydropyridin-1(2H)-yl)ethanone

生成物 1

HCID 585478341-(4-(2-Fluoropyridin-3-yl)piperidin-1-yl)ethanone収率 196.2%

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 8028Tetrahydrofuran溶媒

実験手順

A 2 L Parr shaker bottle was charged with 1-(2-fluoro-5′,6′-dihydro-[3,4′-bipyridin]-1′(2′H)-yl)ethanone (see PREPARATION P14.1; 44.7 g, 0.203 mol), THF (600 mL), and palladium hydroxide on carbon, 20% wet type (22 g, 50 wt %). The bottle was purged three times with H2 and was shaken at room temperature under 50 psi of H2. At 1 hour, crude 1HNMR indicated full conversion (aliquot syringe filtered and concentrated). This reaction was filtered (along with another 44.7 g batch) through a CELITE® pad. The pad was washed with THF (2×250 mL). The filtrate was concentrated under vacuum to afford 88.5 g white solid (98% yield, >99% purity by LCMS, excellent purity by 1HNMR).

後処理

  1. customThe bottle was purged three times with H2
  2. filtrationfiltered
  3. concentrationconcentrated)
  4. filtrationThis reaction was filtered (along with another 44.7 g batch) through a CELITE® pad
  5. washThe pad was washed with THF (2×250 mL)
  6. concentrationThe filtrate was concentrated under vacuum

出典と根拠

ORDレコード
ord-4f0d445e07ae4eb59c7ca6aae7eb23c0
出典データセット
uspto-grants-2013_07
特許番号
US08497265B2

関連ノート

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