Aluminium lithium hydride → 5-Bromo-2-(piperidin-1-ylmethyl)pyridine

HRID 2366837ノート

反応式

HRID 2366837 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Br:7][C:8]1[CH:9]=[CH:10][C:11]([C:14]([N:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)=O)=[N:12][CH:13]=1>C1COCC1>[Br:7][C:8]1[CH:9]=[CH:10][C:11]([CH2:14][N:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)=[N:12][CH:13]=1

参加物

4

反応物 2

HCID 21226445Aluminium lithium hydride2 回HCID 263701125-Bromo-2-(piperidin-1-ylcarbonyl)pyridine

生成物 1

HCID 234384095-Bromo-2-(piperidin-1-ylmethyl)pyridine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Lithium aluminium hydride in 1M THF (1.858 mL, 1.858 mmol) was cooled to 0° C. 5-bromo-2-(1-piperidinylcarbonyl)pyridine (for a preparation see Intermediate 25) (250 mg, 0.929 mmol) was dissolved in THF (7 mL) and added dropwise to the LiAlH4 under nitrogen and stirred. After addition to the reductant, the solution was warmed to room temperature. After 1 hour the reactions were filtered, washed with EtOAc (3×10 mL) and evaporated to dryness to give a brown/yellow solid (159 mg). This was purified on a 25+S Biotage silica column, eluting with DCM:2M MeOH/NH3 (1:0 to 97:3). Product-containing fractions were evaporated to dryness to give a dark yellow solid (61 mg).

後処理

  1. additionAfter addition to the reductant
  2. filtrationAfter 1 hour the reactions were filtered
  3. washwashed with EtOAc (3×10 mL)
  4. customevaporated to dryness

出典と根拠

ORDレコード
ord-2c7a188f54f34ef7bf21db5df7ca42a4
出典データセット
uspto-grants-2014_04
特許番号
US08697725B2

反応ノート

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