Trifluoroacetic acid → 3-(3-Piperidinyloxy)pyridine

HRID 412198ノート

反応式

HRID 412198 の反応式
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([O:14][C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)[CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:17]1[CH2:18][CH2:19][CH2:20][CH:15]([O:14][C:10]2[CH:9]=[N:8][CH:13]=[CH:12][CH:11]=2)[CH2:16]1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 106602331-Boc-3-(3-pyridinyloxy)piperidine

生成物 1

HCID 98153923-(3-Piperidinyloxy)pyridine収率 99.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To 130 mg of 3-(1-t-butoxycarbonyl-3-piperidinyloxy)-pyridine was added 10 mL of solution containing 5 mL of TFA and 5 mL of CH2Cl2 at ice-bath temperature. The reaction solution was slowly warmed to room temperature and allowed to stir 50 min at room temperature. After 50 min, solvents were removed in vacuo and the crude product was purified by flash chromatography (9:1:0.05, CHCl3:MeOH:conc. NH4OH) to obtain 83 mg (quantitative yield) of a clear oil: 1H NMR (300 MHz, CD3OD) δ8.27 (1H, d, J=2.7 Hz), 8.13 (1H, d, J=4.0 Hz), 7.49-7.34 (2H, m), 4.52 (1H, m), 3.20-2.80 (4H, m), 2.05-1.55 (4H, m); Mass spectrum (ESI) m/z 179.6 (M+H+).

後処理

  1. waitAfter 50 min
  2. customsolvents were removed in vacuo
  3. customthe crude product was purified by flash chromatography (9:1:0.05, CHCl3:MeOH:conc. NH4OH)

出典と根拠

ORDレコード
ord-64395e6803ca4b97a51a99137b92a75c
出典データセット
uspto-grants-2003_05
特許番号
US06562847B1

反応ノート

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