Trifluoroacetic acid → 3-(azetidin-3-yloxy)pyridine

HRID 412195ノート

反応式

HRID 412195 の反応式
C(OC([N:8]1[CH2:11][CH:10]([O:12][C:13]2[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=2)[CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:8]1[CH2:9][CH:10]([O:12][C:13]2[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=2)[CH2:11]1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 24902674HCID 24902674、化合物

生成物 1

HCID 102195283-(azetidin-3-yloxy)pyridine収率 67%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To 160 mg (0.64 mmol) of 3-(1-t-butoxycarbonyl-3-azetidinyloxy)-pyridine was added 6 mL of solution containing 3 mL of TFA and 3 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 62 mg (67%) of a white solid: 1H NMR (300 MHz, CD3OD) δ8.23 (2H, br s), 7.38 (2H, br d), 5.24 (2H, br s), 4.58 (2H, br d), 4.20 (2H, br d, J=9.8 Hz); Mass spectrum (ESI) m/z 151.7 (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-3004ad8d8a3b4e29a615aa64b7c82f6d
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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