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

HRID 2180244ノート

反応式

HRID 2180244 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) δ 8.23 (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-b632f9a39d7848d792d00150d77d8583
出典データセット
uspto-grants-2005_05
特許番号
US06888001B2

反応ノート

読み込み中…