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HCID 59375395、化合物 → HCID 59375368、化合物

HRID 2193030
ノート
印刷プレビュー

反応式

HRID 2193030 の反応式
[CH2:1]([O:5][C:6]1[N:15]=[CH:14][CH:13]=[C:12]2[C:7]=1[C:8]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:9]=1[C:10]([C:16]([CH3:18])=[CH2:17])=[N:11]2)[CH2:2][CH2:3][CH3:4]>[Pd]>[CH2:1]([O:5][C:6]1[N:15]=[CH:14][CH:13]=[C:12]2[C:7]=1[C:8]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:9]=1[C:10]([CH:16]([CH3:18])[CH3:17])=[N:11]2)[CH2:2][CH2:3][CH3:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

3

反応物 1

HCID 59375395HCID 59375395、化合物

生成物 1

HCID 59375368HCID 59375368、化合物

試薬・触媒・溶媒 1

HCID 23938Palladium触媒

実験手順

1-butoxy-9-fluoro-6-isopropenylbenzo[c]-1,6-naphthyridine (50 mg, 0.161 mmol) and 5% Pd on Carbon; Type A470129-5® (Johnson Matthey) (5 mg, 0.161 mmol) were combined in a vial. The vial was flushed with nitrogen for several minutes, and then EtOH (1.0 ml) was added. The reaction mixture was stirred under hydrogen (balloon pressure) for 6 hr. The reaction mixture was flushed with nitrogen, diluted with EtOAc (5 mL), and then filtered through a syringe filter to remove Pd/C. The filtrate was concentrated, and the resulting residue was adsorbed on to silica gel, then purified by column chromatography on silica gel eluting with an EtOAc/hexanes gradient to afford 1-butoxy-9-fluoro-6-isopropylbenzo[c]-1,6-naphthyridine. LRMS (ESI) calc'd for (C19H21FN2O) [M+H]+, 313.2; found 313.1.

後処理

  1. custom
The vial was flushed with nitrogen for several minutes
  • additionEtOH (1.0 ml) was added
  • customThe reaction mixture was flushed with nitrogen
  • additiondiluted with EtOAc (5 mL)
  • filtrationfiltered through a syringe
  • filtrationfilter
  • customto remove Pd/C
  • concentrationThe filtrate was concentrated
  • custompurified by column chromatography on silica gel eluting with an EtOAc/hexanes gradient
  • 出典と根拠

    ORDレコード
    ord-3e2b597425094865aa8760e2b3107434
    出典データセット
    uspto-grants-2012_12
    DOI
    10.6084/m9.figshare.5104873.v1
    特許番号
    US08329722B2

    反応ノート

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