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Sodium borohydride → 3-(3',6'-Dihydro-[2,4'-bipyridin]-1'(2'H)-yl)propan-1-amine

HRID 1066973
ノート
印刷プレビュー

反応式

HRID 1066973 の反応式
Br.[Br-].[NH2:3][CH2:4][CH2:5][CH2:6][N+:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)=[CH:9][CH:8]=1.[BH4-].[Na+]>CO>[N:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[C:10]1[CH2:11][CH2:12][N:7]([CH2:6][CH2:5][CH2:4][NH2:3])[CH2:8][CH:9]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 696993801-(3-Aminopropyl)-4-[2-pyridyl]pyridinium bromide hydrobromide

生成物 1

HCID 184761423-(3',6'-Dihydro-[2,4'-bipyridin]-1'(2'H)-yl)propan-1-amine収率 97.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 1-(3-aminopropyl)-4-[pyrid-2-yl]pyridinium bromide hydrobromide (0.66 g, 1.75 mmol) in 20.0 mL MeOH was added NaBH4 (0.101 g, 2.62 mmol) in small portions. The reaction mixture was stirred for 30 min and then quenched with 6M HCl solution. The solution was concentrated to 20.0 mL and basified with 50% NaOH solution to pH 12. Extracted with CHCl3 (5×30.0 mL), dried over MgSO4 and the solvent was removed to give 3-(3′,6′-dihydro-2′-H-[2,4′]bipyridinyl-1′-yl)propylamine as an oil (0.37 g, 96% yield). It is used in the next step immediately without purification.

後処理

  1. customquenched with 6M HCl solution
  2. concentrationThe solution was concentrated to 20.0 mL and basified with 50% NaOH solution to pH 12
  3. extractionExtracted with CHCl3 (5×30.0 mL)
  4. dry with materialdried over MgSO4
  5. customthe solvent was removed

出典と根拠

ORDレコード
ord-d6e97327130a43ed85d758bb4f9d8d81
出典データセット
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06245773B1

反応ノート

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