4-Nitrophenyl chloroformate → 3-(5-Iodo-pyridin-2-yloxy)-azetidine-1-carboxylic acid 4-nitro-phenyl ester

HRID 2097572

反応式

HRID 2097572 の反応式
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=1)=[O:3].C([N:27]1[CH2:30][CH:29]([O:31][C:32]2[CH:37]=[CH:36][C:35]([I:38])=[CH:34][N:33]=2)[CH2:28]1)(C1C=CC=CC=1)C1C=CC=CC=1>ClCCl>[N+:11]([C:8]1[CH:9]=[CH:10][C:5]([O:4][C:2]([N:27]2[CH2:28][CH:29]([O:31][C:32]3[CH:37]=[CH:36][C:35]([I:38])=[CH:34][N:33]=3)[CH2:30]2)=[O:3])=[CH:6][CH:7]=1)([O-:13])=[O:12]

参加物

4

反応物 2

HCID 821294-Nitrophenyl chloroformateHCID 580731012-(1-Benzhydryl-azetidin-3-yloxy)-5-iodo-pyridine

生成物 1

HCID 580730963-(5-Iodo-pyridin-2-yloxy)-azetidine-1-carboxylic acid 4-nitro-phenyl ester収率 47%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

4-nitrophenyl chloroformate (692 mg g, 3.44 mmol) was added to a stirred solution of 2-(1-Benzhydryl-azetidin-3-yloxy)-5-iodo-pyridine (1.01 g, 2.29 mol) in dichloromethane (40 mL) at ambient temperature. The resulting solution was stirred at ambient temperature for 18 hr. The solvent was removed in vacuo and the product purified by flash chromatography on silica gel (25 g) eluting with dichloromethane to afford the title compound as a colourless solid (474 mg, 47%).

後処理

  1. customThe solvent was removed in vacuo
  2. customthe product purified by flash chromatography on silica gel (25 g)
  3. washeluting with dichloromethane

出典と根拠

ORDレコード
ord-c553ef64339c46058acb1272bb741c1d
出典データセット
uspto-grants-2013_05
特許番号
US08450346B2

関連ノート

読み込み中…