Water → HCID 67608342、化合物

HRID 925288ノート

反応式

HRID 925288 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([C:9]#[N:10])[N:6]=[C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)[CH:4]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].O.[OH-].[Na+]>O1CCCC1>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH2:9][NH2:10])[N:6]=[C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)[CH:4]=1

参加物

6

反応物 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 135867984-Methoxy[2,2′-bipyridine]-6-carbonitrileHCID 21226445Aluminium lithium hydride

生成物 1

HCID 67608342HCID 67608342、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
25 °C

実験手順

Over a solution of 4-Methoxy-[2,2′]bipyridinyl-6-carbonitrile (5.0 g, 23.7 mmol) in tetrahydrofuran (25 mL), a 1.0 M solution of LiAlH4 in tetrahydrofuran (75 mL, 75.0 mmol) was slowly added and the reaction mixture was stirred for 2 h at 25° C. The reaction was then cooled to 0° C., water (2.5 mL) followed by a 15% aqueous solution of NaOH (2.5 mL) were slowly added and stirred at 25° C. for 16 hours. The reaction mixture was filtered through celite, washed with tetrahydrofuran and the organic solvent removed under reduced pressure. The aqueous residue was extracted with dichloromethane, the organic solvent dried with sodium sulphate anhydrous, filtered and removed under reduced pressure to afford C-(4-Methoxy-[2,2′]bipyridinyl-6-yl)-methylamine as an orange oil (3.5 g, aprox 68%) that was used in the next step without purification.

後処理

  1. temperatureThe reaction was then cooled to 0° C.
  2. additionwere slowly added
  3. stirringstirred at 25° C. for 16 hours
  4. filtrationThe reaction mixture was filtered through celite
  5. washwashed with tetrahydrofuran
  6. customthe organic solvent removed under reduced pressure
  7. extractionThe aqueous residue was extracted with dichloromethane
  8. dry with materialthe organic solvent dried with sodium sulphate anhydrous
  9. filtrationfiltered
  10. customremoved under reduced pressure

出典と根拠

ORDレコード
ord-8a1f380a632a42ebb0ed3d57bdce8740
出典データセット
uspto-grants-2016_03
特許番号
US09284296B2

反応ノート

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